(S)-Reticuline (BioDeep_00000000834)

human metabolite PANOMIX_OTCML-2023 Endogenous

代谢物信息卡片

7-ISOQUINOLINOL, 1,2,3,4-TETRAHYDRO-1-((3-HYDROXY-4-METHOXYPHENYL)METHYL)-6-METHOXY-2-METHYL-, (1S)-

化学式: C19H23NO4 (329.1627)
中文名称: 牛心果碱, 牛心果鹼, 番荔枝碱
谱图信息: 最多检出来源 Homo sapiens(otcml) 30.21%

分子结构信息

SMILES: CN1CCC2=CC(=C(C=C2C1CC3=CC(=C(C=C3)OC)O)O)OC
InChI: InChI=1S/C19H23NO4/c1-20-7-6-13-10-19(24-3)17(22)11-14(13)15(20)8-12-4-5-18(23-2)16(21)9-12/h4-5,9-11,15,21-22H,6-8H2,1-3H3

描述信息

(S)-Reticuline is an endogenous precursor of morphine (PMID: 15383669). (S)-Reticuline is a key intermediate in the synthesis of morphine, the major active metabolite of the opium poppy. "Endogenous morphine" has been long isolated and authenticated by mass spectrometry in trace amounts from animal- and human-specific tissue or fluids (PMID: 15874902). Human neuroblastoma cells (SH-SY5Y) were shown capable of synthesizing morphine as well. (S)-Reticuline undergoes a change of configuration at C-1 during its transformation into salutaridinol and thebaine. From thebaine, there is a bifurcate pathway leading to morphine proceeding via codeine or oripavine, in both plants and mammals (PMID 15937106).
(S)-reticuline is the (S)-enantiomer of reticuline. It has a role as an EC 2.1.1.116 [3-hydroxy-N-methyl-(S)-coclaurine 4-O-methyltransferase] inhibitor. It is a conjugate base of a (S)-reticulinium(1+). It is an enantiomer of a (R)-reticuline.
Reticuline is a natural product found in Fumaria capreolata, Berberis integerrima, and other organisms with data available.
See also: Peumus boldus leaf (part of).
Alkaloid from Papaver somniferum (opium poppy) and Annona reticulata (custard apple)
The (S)-enantiomer of reticuline.

同义名列表

35 个代谢物同义名

7-ISOQUINOLINOL, 1,2,3,4-TETRAHYDRO-1-((3-HYDROXY-4-METHOXYPHENYL)METHYL)-6-METHOXY-2-METHYL-, (1S)-; 7-ISOQUINOLINOL, 1,2,3,4-TETRAHYDRO-1 ((3-HYDROXY-4-METHOXYPHENYL)METHYL)-6-METHOXY-2-METHYL-, (S)-; 7-Isoquinolinol, 1,2,3,4-tetrahydro-1-((3-hydroxy-4-methoxyphenyl)methyl)-6-methoxy-2-methyl-,(S)-; (1S)-1,2,3,4-Tetrahydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-7-isoquinolinol; (1S)-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-ol; (S)-1,2,3,4-Tetrahydro-1-((3-hydroxy-4-methoxyphenyl)methyl)-6-methoxy-2-methylisoquinolin-7-ol; (S)-1,2,3,4-TETRAHYDRO-1-[(3-HYDROXY-4-METHOXYPHENYL)METHYL]-6-METHOXY-2-METHYLISOQUINOLIN-7-OL; (1S)-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol; (1S)-1-(3-hydroxy-4-methoxybenzyl)-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-ol; 5-21-06-00046 (Beilstein Handbook Reference); reticuline hydrochloride, (+,-)-isomer; reticuline, 14C-labeled, (+,-)-isomer; reticuline, (+,-)-isomer; reticuline perchlorate; reticuline, (R)-isomer; RETICULINE, S-(+)-; (S)-(+)-reticuline; (R,S)-Reticuline; S-(+)-Reticuline; (+,-)-reticuline; RETICULINE, (+)-; L-(+)-Reticuline; RETICULINE [MI]; UNII-X35Z551WT4; (S)-Reticulene; (S)-Reticuline; (+)-Reticuline; d-Reticuline; S-RETICULINE; Reticuline; X35Z551WT4; Reticulin; Reticline; REN; (S)-Reticuline

数据库引用编号

31 个数据库交叉引用编号

ChEBI: CHEBI:16718
ChEBI: CHEBI:26533
KEGG: C02105
PubChem: 439653
PubChem: 10233
HMDB: HMDB0003601
Metlin: METLIN6967
ChEMBL: CHEMBL235212
Wikipedia: Reticuline
MeSH: reticuline
MeSH: Reticulin
ChemIDplus: 0000485198
MetaCyc: S-RETICULINE
KNApSAcK: C00001910
foodb: FDB002089
chemspider: 388724
CAS: 485-19-8
CAS: 1699-46-3
medchemexpress: HY-N1356
PMhub: MS000011174
MetaboLights: MTBLC16718
PubChem: 5187
PDB-CCD: REN
3DMET: B01532
NIKKAJI: J12.961E
KEGG: C12328
PubChem: 582718
RefMet: (S)-Reticuline
KNApSAcK: 16718
LOTUS: LTS0181650
wikidata: Q6122828

分类词条

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

136 个相关的物种来源信息

246713 - Aconitum seravschanicum:
796729 - Actinodaphne acuminata:
796729 - Actinodaphne acuminata: 10.1515/ZNB-2009-0717
2803977 - Aniba canelilla: 10.1139/V93-149
49314 - Annona cherimola:
49314 - Annona cherimola: 10.1021/NP50037A038
2029787 - Annona emarginata:
2029787 - Annona emarginata: 10.1021/NP50046A037
301703 - Annona glabra: 10.1021/NP100247R
1123437 - Annona purpurea:
301862 - Annona reticulata:
2743202 - Annona spinescens:
2743202 - Annona spinescens: 10.1021/NP960223W
301693 - Annona squamosa:
99306 - Arctomecon humilis: 10.1016/0305-1978(90)90032-B
99307 - Argemone albiflora: 10.1007/BF00598384
54796 - Argemone mexicana:
54796 - Argemone mexicana: 10.1515/ZNC-2003-7-813
99340 - Argemone ochroleuca: 10.1007/BF00598384
99325 - Argemone platyceras: 10.1007/BF00598384
12948 - Aristolochia gigantea: 10.3390/MOLECULES15129462
225833 - Artabotrys hexapetalus: 10.1002/PCA.2800040204
225833 - Artabotrys hexapetalus: 10.1021/NP010036K
1636225 - Artabotrys monteiroae: 10.1002/PCA.2800040204
1636225 - Artabotrys monteiroae: 10.1021/NP010036K
2651905 - Artabotrys venustus: 10.1021/NP50046A007
22774 - Berberis: 10.1016/0031-9422(90)85265-H
203270 - Berberis aquifolium:
659592 - Berberis aristata:
13601 - Berberis bealei:
258147 - Berberis canadensis: 10.1007/BF00631016
258149 - Berberis chilensis:
1433312 - Berberis heteropoda:
1112794 - Berberis integerrima:
1439896 - Berberis nummularia: 10.1007/BF00630533
2602253 - Berberis oblonga:
33814 - Berberis stolonifera:
121720 - Berberis thunbergii:
258209 - Berberis vulgaris:
258211 - Berberis wilsoniae:
39279 - Bongardia chrysogonum: 10.1021/NP50064A024
13393 - Cananga odorata: 10.1021/NP0005208
46963 - Caulophyllum thalictroides: 10.1016/J.JPBA.2011.07.028
379217 - Cissampelos capensis: 10.3390/MOLECULES16043001
1857144 - Clematis parviloba: 10.1007/S12272-009-1111-7
3442 - Coptis japonica: 10.1074/JBC.M002439200
3442 - Coptis japonica: 10.1074/JBC.M705082200
581246 - Corydalis cava: 10.1021/NP50071A022
404570 - Corydalis incisa: 10.1021/NP50071A022
54424 - Corydalis taliensis: 10.1515/ZNB-2007-0915
2902606 - Corydalis ternata: 10.1016/J.BMCL.2010.06.035
2902606 - Corydalis ternata: 10.1021/NP50071A022
38913 - Corydalis uniflora: 10.3109/13880208809053911
458692 - Corydalis yanhusuo: 10.1021/NP50071A022
518845 - Croton celtidifolius: 10.1055/S-2006-957745
765397 - Croton hemiargyreus: 10.1002/(SICI)1099-1565(199909/10)10:5<254::AID-PCA462>3.0.CO;2-Q
306952 - Cymbopetalum brasiliense: 10.1055/S-2007-969787
128651 - Damburneya salicifolia: 10.1021/NP960195H
610223 - Dehaasia hainanensis: 10.1177/1934578X0700200115
1127147 - Delphinium caeruleum: 10.1016/J.PHYTOCHEM.2004.03.017
1127184 - Delphinium pentagynum: 10.1016/J.PHYTOCHEM.2004.03.017
1179221 - Desmos chinensis: 10.3390/MOLECULES21070890
54418 - Dicentra peregrina: 10.1201/B16160-69
3845 - Erythrina variegata: 10.1248/YAKUSHI1947.93.12_1671
3845 - Erythrina variegata: 10.1248/YAKUSHI1947.93.12_1674
3467 - Eschscholzia californica: 10.1002/JLAC.1990199001104
1053349 - Fumaria capreolata: 10.1007/BF00269216
367484 - Fumaria vaillantii:
1533087 - Glaucium corniculatum:
1353837 - Glaucium fimbrilligerum:
56853 - Glaucium flavum: 10.1007/BF00630233
1317845 - Glossocalyx brevipes: 10.1021/NP50041A025
63805 - Glossocalyx longicuspis: 10.1021/NP50041A025
296858 - Greenwayodendron oliveri: 10.1021/NP50022A020
402552 - Guatteria juruensis: 10.1016/S0305-1978(02)00164-3
63807 - Gyrocarpus americanus: 10.1021/NP50043A011
2833575 - Hernandia cordigera: 10.1007/BF00571044
121082 - Hernandia nymphaeifolia:
9606 - Homo sapiens: -
235797 - Huberantha cerasoides: 10.1021/NP070293A
152353 - Hypserpa nitida: 10.1016/J.BMCL.2007.08.027
432643 - Isopyrum thalictroides: 10.1016/S0031-9422(00)00068-6
74877 - Laureliopsis philippiana: 10.1016/0031-9422(82)83185-3
190079 - Laurobasidium lauri:
85223 - Laurus nobilis: 10.1021/NP50023A008
168833 - Leontice leontopetalum: 10.1021/NP50046A044
492004 - Leptadenia reticulata: 10.1016/S0040-4020(01)80794-8
545644 - Lindera aggregata: 10.3184/030823408X320674
332435 - Lindera glauca: 10.1021/NP50036A045
155293 - Lindera megaphylla: 10.1021/NP50108A001
943092 - Lindera pulcherrima var. hemsleyana: 10.1002/JSSC.201000243
155299 - Litsea cubeba:
1504449 - Litsea elliptica: 10.1071/CH9901949
384306 - Litsea garciae:
384309 - Litsea lancifolia: 10.3390/MOLECULES16043119
56857 - Macleaya cordata: 10.1016/J.MOLP.2017.05.007
86725 - Magnolia biondii: 10.1055/S-2007-969876
349509 - Magnolia obovata: 10.3390/MOLECULES18077739
85864 - Magnolia officinalis: 10.1016/J.FITOTE.2011.01.021
3411 - Magnolia salicifolia:
248829 - Meconopsis cambrica: 10.1016/0040-4020(66)80085-6
235758 - Miliusa velutina: 10.1016/S0305-1978(99)00083-6
489341 - Monocyclanthus vignei: 10.1021/NP50077A016
493334 - Monodora junodii: 10.1016/J.PHYTOCHEM.2006.07.011
384321 - Neolitsea aciculata: 10.1021/NP50036A042
2803928 - Neolitsea acuminatissima: 10.1002/JCCS.199200031
2803928 - Neolitsea acuminatissima: 10.1021/NP010236W
1609886 - Neolitsea konishii: 10.1002/JCCS.199200031
1609886 - Neolitsea konishii: 10.1021/NP010236W
2592295 - Ocotea fasciculata: 10.1016/S0378-8741(98)00044-0
881612 - Ocotea velloziana: 10.1016/0031-9422(94)00961-R
306934 - Oxandra xylopioides: 10.1016/S0031-9422(00)81765-3
461616 - Pachygone ovata: 10.1021/NP50004A007
357465 - Papaver armeniacum:
215227 - Papaver bracteatum: 10.1016/0040-4020(66)80085-6
33128 - Papaver rhoeas: 10.1016/0040-4020(66)80085-6
3469 - Papaver somniferum: 10.1016/0040-4020(66)80085-6
3469 - Papaver somniferum: 10.1016/S0031-9422(00)84526-4
63812 - Peumus boldus: 10.1002/JLAC.1990199001104
128687 - Phoebe formosana: 10.1016/0021-9673(94)89083-8
105756 - Polyalthia: 10.1021/NP070293A
63813 - Siparuna brasiliensis: 10.1016/S0031-9422(00)00222-3
152367 - Stephania cephalantha:
1924984 - Stephania pierrei:
527508 - Stephania venosa: 10.1021/NP50054A017
1501474 - Stephania viridiflavens: 10.1016/J.PHYTOL.2011.11.001
150094 - Thalictrum flavum: 10.1021/NP50045A018
1277777 - Thalictrum foliolosum: 10.1021/NP50021A003
1277777 - Thalictrum foliolosum: 10.1021/NP50045A018
79802 - Thalictrum tuberosum: 10.1016/0031-9422(93)85104-Y
295132 - Trepobates: 10.1021/NP50064A031
174969 - Uvaria: 10.1016/S0305-1978(97)00101-4
174962 - Uvaria dulcis: 10.1016/S0305-1978(97)00101-4
2743314 - Xylopia laevigata: 10.3390/MOLECULES21070890
992813 - Xylopia parviflora: 10.1016/J.PHYTOCHEM.2006.07.011
992813 - Xylopia parviflora: 10.1021/NP50074A018

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。

亚细胞结构定位		关联基因列表
Cytoplasm	6	CALR, CD34, GFAP, JAK2, TP53, VIM
Peripheral membrane protein	1	JAK2
Endosome membrane	1	CD68
Endoplasmic reticulum membrane	1	CALR
Nucleus	6	CALR, ITGB3, JAK2, MKI67, TGM2, TP53
cytosol	6	CALR, GFAP, JAK2, TGM2, TP53, VIM
nuclear body	1	MKI67
phagocytic vesicle	1	VIM
centrosome	1	TP53
nucleoplasm	4	ITGB3, JAK2, MKI67, TP53
Cell membrane	6	CD79A, ITGB3, MPL, PECAM1, TGM2, VIM
ruffle membrane	1	ITGB3
Multi-pass membrane protein	1	SYP
Synapse	1	ITGB3
cell junction	1	PECAM1
cell surface	4	CALR, EPO, ITGB3, MPL
glutamatergic synapse	3	CALR, ITGB3, JAK2
Golgi apparatus	1	MPL
Golgi membrane	1	INS
lysosomal membrane	1	CD68
neuromuscular junction	1	SYP
neuronal cell body	1	MPL
postsynapse	2	CALR, JAK2
presynaptic membrane	1	SYP
smooth endoplasmic reticulum	1	CALR
synaptic vesicle	1	SYP
Cytoplasm, cytosol	2	CALR, TGM2
Lysosome	2	CD34, CD68
acrosomal vesicle	1	CALR
plasma membrane	10	CD34, CD68, CD79A, IFNLR1, ITGB3, JAK2, MPL, PECAM1, TGM2, VIM
presynaptic active zone	1	SYP
synaptic vesicle membrane	1	SYP
terminal bouton	1	SYP
Membrane	10	CALR, CD34, CD68, IFNLR1, ITGB3, JAK2, MKI67, MPL, SYP, TP53
apical plasma membrane	2	CD34, ITGB3
axon	1	VIM
caveola	1	JAK2
extracellular exosome	6	CALR, EPO, ITGB3, PECAM1, TGM2, VIM
Lysosome membrane	1	CD68
endoplasmic reticulum	3	CALR, TGM2, TP53
extracellular space	7	CALR, CRP, EPO, IL6, INS, PECAM1, THPO
perinuclear region of cytoplasm	4	CALR, CD34, SYP, TGM2
Schaffer collateral - CA1 synapse	1	SYP
mitochondrion	2	TGM2, TP53
protein-containing complex	3	ITGB3, PECAM1, TP53
Single-pass type I membrane protein	7	CD34, CD68, CD79A, IFNLR1, ITGB3, MPL, PECAM1
Secreted	5	CRP, EPO, IL6, INS, THPO
extracellular region	7	CALR, CD34, CRP, EPO, IL6, INS, THPO
cytoplasmic side of plasma membrane	1	JAK2
astrocyte end-foot	1	GFAP
excitatory synapse	1	SYP
Mitochondrion matrix	1	TP53
mitochondrial matrix	1	TP53
transcription regulator complex	1	TP53
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome	1	TP53
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane	1	SYP
nuclear membrane	1	MPL
external side of plasma membrane	6	CALR, CD34, CD79A, ITGB3, MPL, PECAM1
Secreted, extracellular space, extracellular matrix	2	CALR, TGM2
multivesicular body	1	CD79A
nucleolus	2	MKI67, TP53
cell-cell junction	2	ITGB3, PECAM1
postsynaptic membrane	1	ITGB3
Membrane raft	3	CD79A, JAK2, PECAM1
Cell junction, focal adhesion	1	ITGB3
Cytoplasm, cytoskeleton	2	TP53, VIM
focal adhesion	5	CALR, ITGB3, JAK2, TGM2, VIM
extracellular matrix	1	TGM2
Peroxisome	1	VIM
Nucleus, PML body	1	TP53
PML body	1	TP53
collagen-containing extracellular matrix	2	CALR, TGM2
intermediate filament	2	GFAP, VIM
Postsynaptic cell membrane	1	ITGB3
receptor complex	1	ITGB3
neuron projection	2	SYP, VIM
chromatin	2	TGM2, TP53
cell leading edge	1	VIM
Late endosome membrane	1	CD68
cell projection	1	GFAP
phagocytic vesicle membrane	1	CALR
Chromosome	2	MKI67, TGM2
cytoskeleton	2	JAK2, VIM
Nucleus, nucleolus	1	MKI67
microvillus membrane	1	ITGB3
site of double-strand break	1	TP53
intercellular bridge	1	CD34
nuclear envelope	1	CALR
Endomembrane system	2	JAK2, SYP
endosome lumen	2	INS, JAK2
microtubule organizing center	1	VIM
Melanosome	1	ITGB3
euchromatin	1	JAK2
cell body	2	EPO, GFAP
germ cell nucleus	1	TP53
replication fork	1	TP53
intermediate filament cytoskeleton	2	GFAP, VIM
filopodium membrane	1	ITGB3
basal plasma membrane	1	CD34
secretory granule lumen	2	EPO, INS
endoplasmic reticulum quality control compartment	1	CALR
secretory granule membrane	1	PECAM1
Golgi lumen	1	INS
endoplasmic reticulum lumen	3	CALR, IL6, INS
nuclear matrix	2	TP53, VIM
transcription repressor complex	1	TP53
transport vesicle	1	INS
azurophil granule membrane	1	CD68
Endoplasmic reticulum-Golgi intermediate compartment membrane	2	CALR, INS
Nucleus matrix	1	VIM
Sarcoplasmic reticulum lumen	1	CALR
[Isoform 1]: Nucleus	1	TP53
extrinsic component of cytoplasmic side of plasma membrane	1	JAK2
Synapse, synaptosome	1	SYP
lumenal side of endoplasmic reticulum membrane	1	CALR
MHC class I peptide loading complex	1	CALR
nucleosome	1	TGM2
[Isoform Long]: Cell membrane	1	PECAM1
extrinsic component of plasma membrane	1	JAK2
granulocyte macrophage colony-stimulating factor receptor complex	1	JAK2
interleukin-12 receptor complex	1	JAK2
interleukin-23 receptor complex	1	JAK2
platelet alpha granule membrane	2	ITGB3, PECAM1
integrin complex	1	ITGB3
cytoplasmic side of lysosomal membrane	1	GFAP
lamellipodium membrane	1	ITGB3
endocytic vesicle lumen	1	CALR
ribosome	1	CALR
IgM B cell receptor complex	1	CD79A
alphav-beta3 integrin-vitronectin complex	1	ITGB3
alphav-beta3 integrin-IGF-1-IGF1R complex	1	ITGB3
Cell projection, lamellipodium membrane	1	ITGB3
alpha9-beta1 integrin-ADAM8 complex	1	ITGB3
alphav-beta3 integrin-HMGB1 complex	1	ITGB3
alphav-beta3 integrin-PKCalpha complex	1	ITGB3
glycinergic synapse	1	ITGB3
integrin alphaIIb-beta3 complex	1	ITGB3
integrin alphav-beta3 complex	1	ITGB3
interleukin-6 receptor complex	1	IL6
Cytoplasmic vesicle, secretory vesicle, Cortical granule	1	CALR
cortical granule	1	CALR
Cytolytic granule	1	CALR
B cell receptor complex	1	CD79A
[Isoform 2]: Cytoplasm, perinuclear region	1	TGM2
[Isoform Delta15]: Cell junction	1	PECAM1
glomerular endothelium fenestra	1	CD34
interleukin-28 receptor complex	1	IFNLR1

文献列表

Luiz Henrique Alves Guerra, Silvana Gisele Pegorin Campos, Sebastião Roberto Taboga, Patricia Simone Leite Vilamaior. Prostatic morphological changes throughout life: Cytochemistry as a tool to reveal tissue aging markers. Microscopy research and technique. 2024 Jan; ?(?):. doi: 10.1002/jemt.24489. [PMID: 38186358]
Maaya Yamada, Ryuichi Minoda Sada, Eriko Kashihara, Gosuke Okubo, Sho Matsushita, Atsushi Manabe, Shunsuke Tagawa, Hiroyuki Akebo, Hirofumi Miyake, Kazuhiro Hatta. TAFRO syndrome with a fatal clinical course following BNT162b2 mRNA (Pfizer-BioNTech) COVID-19 vaccination: A case report. Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy. 2022 Jul; 28(7):1008-1011. doi: 10.1016/j.jiac.2022.04.005. [PMID: 35428576]
Hirofumi Watanabe, Fumiyoshi Fujishima, Noriko Fukuhara, Shinji Taniuchi, Kensuke Joh, Hironobu Sasano. Advanced extramedullary hematopoiesis with a marked increase in reticulin fibers and hemorrhage on various organs: the first autopsy case report. Medical molecular morphology. 2022 Mar; 55(1):68-75. doi: 10.1007/s00795-021-00300-x. [PMID: 34396490]
Daoyi Guo, Sijia Kong, Yue Sun, Xun Li, Hong Pan. Development of an artificial biosynthetic pathway for biosynthesis of (S)-reticuline based on HpaBC in engineered Escherichia coli. Biotechnology and bioengineering. 2021 12; 118(12):4635-4642. doi: 10.1002/bit.27924. [PMID: 34427913]
J Maquet, E Bories, M B Nogier, C Beck, G Aizel, A Toledano, S Faguer, K Paricaud, G Pugnet, G Moulis, L Astudillo, L Sailler. [TAFRO syndrome and cutaneous necrotizing vasculitis]. La Revue de medecine interne. 2021 Feb; 42(2):134-139. doi: 10.1016/j.revmed.2020.10.384. [PMID: 33218790]
Yi Li, Thilo Winzer, Zhesi He, Ian A Graham. Over 100 Million Years of Enzyme Evolution Underpinning the Production of Morphine in the Papaveraceae Family of Flowering Plants. Plant communications. 2020 03; 1(2):100029. doi: 10.1016/j.xplc.2020.100029. [PMID: 32685922]
Nozomu Kurose, Ken-Ichi Mizutani, Motona Kumagai, Akihiro Shioya, Xin Guo, Satoko Nakada, Shino Fujimoto, Hiroshi Kawabata, Yasufumi Masaki, Kazue Takai, Sadao Aoki, Masaru Kojima, Shigeo Nakamura, Masatoshi Kida, Sohsuke Yamada. An extranodal histopathological analysis of idiopathic multicentric Castleman disease with and without TAFRO syndrome. Pathology, research and practice. 2019 Mar; 215(3):410-413. doi: 10.1016/j.prp.2018.12.025. [PMID: 30642741]
P O Awoniran, D O Adeyemi. Ethanol extract of Curcuma longa rhizome mitigates potassium bromate-induced liver changes in the Wistar rat: Histological, histochemical and immunohistochemical assessments. Morphologie : bulletin de l'Association des anatomistes. 2018 Dec; 102(339):276-288. doi: 10.1016/j.morpho.2018.07.004. [PMID: 30195667]
Seth J Corey, Jyoti Jha, Elizabeth A McCart, William B Rittase, Jeffy George, Joseph J Mattapallil, Hrishikesh Mehta, Mungunsukh Ognoon, Michelle A Bylicky, Thomas A Summers, Regina M Day. Captopril mitigates splenomegaly and myelofibrosis in the Gata1low murine model of myelofibrosis. Journal of cellular and molecular medicine. 2018 09; 22(9):4274-4282. doi: 10.1111/jcmm.13710. [PMID: 29971909]
Matthew R Bennett, Mark L Thompson, Sarah A Shepherd, Mark S Dunstan, Abigail J Herbert, Duncan R M Smith, Victoria A Cronin, Binuraj R K Menon, Colin Levy, Jason Micklefield. Structure and Biocatalytic Scope of Coclaurine N-Methyltransferase. Angewandte Chemie (International ed. in English). 2018 08; 57(33):10600-10604. doi: 10.1002/anie.201805060. [PMID: 29791083]
Eitaro Matsumura, Akira Nakagawa, Yusuke Tomabechi, Shinichi Ikushiro, Toshiyuki Sakaki, Takane Katayama, Kenji Yamamoto, Hidehiko Kumagai, Fumihiko Sato, Hiromichi Minami. Microbial production of novel sulphated alkaloids for drug discovery. Scientific reports. 2018 05; 8(1):7980. doi: 10.1038/s41598-018-26306-7. [PMID: 29789647]
Xinyao Yang, Xiaoli Gao, Yuan Cao, Qiang Guo, Shanshan Li, Zhixiang Zhu, Yunfang Zhao, Pengfei Tu, Xingyun Chai. Anti-Inflammatory Effects of Boldine and Reticuline Isolated from Litsea cubeba through JAK2/STAT3 and NF-κB Signaling Pathways. Planta medica. 2018 Jan; 84(1):20-25. doi: 10.1055/s-0043-113447. [PMID: 28651290]
Mythri Mudireddy, Daniela Barraco, Curtis A Hanson, Animesh Pardanani, Naseema Gangat, Ayalew Tefferi. The prognostic relevance of serum lactate dehydrogenase and mild bone marrow reticulin fibrosis in essential thrombocythemia. American journal of hematology. 2017 May; 92(5):454-459. doi: 10.1002/ajh.24689. [PMID: 28211153]
Eitaro Matsumura, Akira Nakagawa, Yusuke Tomabechi, Takashi Koyanagi, Hidehiko Kumagai, Kenji Yamamoto, Takane Katayama, Fumihiko Sato, Hiromichi Minami. Laboratory-scale production of (S)-reticuline, an important intermediate of benzylisoquinoline alkaloids, using a bacterial-based method. Bioscience, biotechnology, and biochemistry. 2017 Feb; 81(2):396-402. doi: 10.1080/09168451.2016.1243985. [PMID: 27740901]
Mizuho Nara, Atsushi Komatsuda, Fumiko Itoh, Hajime Kaga, Masaya Saitoh, Masaru Togashi, Yoshihiro Kameoka, Hideki Wakui, Naoto Takahashi. Two Cases of Thrombocytopenia, Anasarca, Fever, Reticulin Fibrosis/Renal Failure, and Organomegaly (TAFRO) Syndrome with High Serum Procalcitonin Levels, Including the First Case Complicated with Adrenal Hemorrhaging. Internal medicine (Tokyo, Japan). 2017; 56(10):1247-1252. doi: 10.2169/internalmedicine.56.7991. [PMID: 28502946]
Jeremy S Morris, Peter J Facchini. Isolation and Characterization of Reticuline N-Methyltransferase Involved in Biosynthesis of the Aporphine Alkaloid Magnoflorine in Opium Poppy. The Journal of biological chemistry. 2016 Nov; 291(45):23416-23427. doi: 10.1074/jbc.m116.750893. [PMID: 27634038]
Wan Nurul Nazneem Wan Othman, Sook Yee Liew, Kooi Yeong Khaw, Vikneswaran Murugaiyah, Marc Litaudon, Khalijah Awang. Cholinesterase inhibitory activity of isoquinoline alkaloids from three Cryptocarya species (Lauraceae). Bioorganic & medicinal chemistry. 2016 09; 24(18):4464-4469. doi: 10.1016/j.bmc.2016.07.043. [PMID: 27492195]
Akira Nakagawa, Eitaro Matsumura, Takashi Koyanagi, Takane Katayama, Noriaki Kawano, Kayo Yoshimatsu, Kenji Yamamoto, Hidehiko Kumagai, Fumihiko Sato, Hiromichi Minami. Total biosynthesis of opiates by stepwise fermentation using engineered Escherichia coli. Nature communications. 2016 Feb; 7(?):10390. doi: 10.1038/ncomms10390. [PMID: 26847395]
Mark A Lusco, Agnes B Fogo, Behzad Najafian, Charles E Alpers. AJKD Atlas of Renal Pathology: Fibrillary Glomerulonephritis. American journal of kidney diseases : the official journal of the National Kidney Foundation. 2015 Oct; 66(4):e27-8. doi: 10.1053/j.ajkd.2015.08.002. [PMID: 26408242]
Limei Chang, Jillian M Hagel, Peter J Facchini. Isolation and Characterization of O-methyltransferases Involved in the Biosynthesis of Glaucine in Glaucium flavum. Plant physiology. 2015 Oct; 169(2):1127-40. doi: 10.1104/pp.15.01240. [PMID: 26297140]
Scott C Farrow, Jillian M Hagel, Guillaume A W Beaudoin, Darcy C Burns, Peter J Facchini. Stereochemical inversion of (S)-reticuline by a cytochrome P450 fusion in opium poppy. Nature chemical biology. 2015 Sep; 11(9):728-32. doi: 10.1038/nchembio.1879. [PMID: 26147354]
Isis J Trenchard, Michael S Siddiqui, Kate Thodey, Christina D Smolke. De novo production of the key branch point benzylisoquinoline alkaloid reticuline in yeast. Metabolic engineering. 2015 Sep; 31(?):74-83. doi: 10.1016/j.ymben.2015.06.010. [PMID: 26166409]
Thilo Winzer, Marcelo Kern, Andrew J King, Tony R Larson, Roxana I Teodor, Samantha L Donninger, Yi Li, Adam A Dowle, Jared Cartwright, Rachel Bates, David Ashford, Jerry Thomas, Carol Walker, Tim A Bowser, Ian A Graham. Plant science. Morphinan biosynthesis in opium poppy requires a P450-oxidoreductase fusion protein. Science (New York, N.Y.). 2015 Jul; 349(6245):309-12. doi: 10.1126/science.aab1852. [PMID: 26113639]
William C DeLoache, Zachary N Russ, Lauren Narcross, Andrew M Gonzales, Vincent J J Martin, John E Dueber. An enzyme-coupled biosensor enables (S)-reticuline production in yeast from glucose. Nature chemical biology. 2015 Jul; 11(7):465-71. doi: 10.1038/nchembio.1816. [PMID: 25984720]
Allan Patrick G Macabeo, Franze Perry A Martinez, Tibor Kurtán, László Tóth, Attila Mándi, Sebastian Schmidt, Jörg Heilmann, Grecebio Jonathan D Alejandro, Matthias Knorn, Hans-Martin Dahse, Scott G Franzblau. Tetrahydroxanthene-1,3(2H)-dione derivatives from Uvaria valderramensis. Journal of natural products. 2014 Dec; 77(12):2711-5. doi: 10.1021/np500538c. [PMID: 25372601]
Ikuko Kubokawa, Akihiro Yachie, Akira Hayakawa, Satoshi Hirase, Nobuyuki Yamamoto, Takeshi Mori, Tomoko Yanai, Yasuhiro Takeshima, Eiryu Kyo, Goichi Kageyama, Hiroshi Nagai, Keiichiro Uehara, Masaru Kojima, Kazumoto Iijima. The first report of adolescent TAFRO syndrome, a unique clinicopathologic variant of multicentric Castleman's disease. BMC pediatrics. 2014 Jun; 14(?):139. doi: 10.1186/1471-2431-14-139. [PMID: 24890946]
Clelia Tiziana Storlazzi, Lisa Pieri, Chiara Paoli, Giulia Daniele, Terra Lasho, Ayalew Tefferi, Alessandro M Vannucchi. Complex karyotype in a polycythemia vera patient with a novel SETD1B/GTF2H3 fusion gene. American journal of hematology. 2014 Apr; 89(4):438-42. doi: 10.1002/ajh.23659. [PMID: 24382738]
Isabel Desgagné-Penix, Peter J Facchini. Systematic silencing of benzylisoquinoline alkaloid biosynthetic genes reveals the major route to papaverine in opium poppy. The Plant journal : for cell and molecular biology. 2012 Oct; 72(2):331-44. doi: 10.1111/j.1365-313x.2012.05084.x. [PMID: 22725256]
Helena M Gaweska, Kenneth M Roberts, Paul F Fitzpatrick. Isotope effects suggest a stepwise mechanism for berberine bridge enzyme. Biochemistry. 2012 Sep; 51(37):7342-7. doi: 10.1021/bi300887m. [PMID: 22931234]
Wang-Dong Zhang, Wen-Hui Wang, Xiao-Hong Xu, Ying-Pai Zhaxi, Lin-Jiang Zhang, Shan-Shan Qi, Hang Li, Xue-Fen Tan. The histological characteristics of the aggregated lymphoid nodules area in abomasum of Bactrian camels (Camelus bactrianus) of different ages. Veterinary immunology and immunopathology. 2012 Jun; 147(3-4):147-53. doi: 10.1016/j.vetimm.2012.04.007. [PMID: 22578982]
Nadja Grobe, Toni M Kutchan, Meinhart H Zenk. Rat CYP2D2, not 2D1, is functionally conserved with human CYP2D6 in endogenous morphine formation. FEBS letters. 2012 Jun; 586(13):1749-53. doi: 10.1016/j.febslet.2012.05.021. [PMID: 22641033]
Thu-Thuy T Dang, Peter J Facchini. Characterization of three O-methyltransferases involved in noscapine biosynthesis in opium poppy. Plant physiology. 2012 Jun; 159(2):618-31. doi: 10.1104/pp.112.194886. [PMID: 22535422]
Champa P Wijekoon, Peter J Facchini. Systematic knockdown of morphine pathway enzymes in opium poppy using virus-induced gene silencing. The Plant journal : for cell and molecular biology. 2012 Mar; 69(6):1052-63. doi: 10.1111/j.1365-313x.2011.04855.x. [PMID: 22098111]
Harm van Bakel, Jake M Stout, Atina G Cote, Carling M Tallon, Andrew G Sharpe, Timothy R Hughes, Jonathan E Page. The draft genome and transcriptome of Cannabis sativa. Genome biology. 2011 Oct; 12(10):R102. doi: 10.1186/gb-2011-12-10-r102. [PMID: 22014239]
Ewa Matyja, Wiesława Grajkowska, Przemyslaw Kunert, Andrzej Rysz, Andrzej Marchel. Unclassified glioneuronal tumor with advanced lipidization. Brain tumor pathology. 2011 Jul; 28(3):265-71. doi: 10.1007/s10014-011-0036-2. [PMID: 21562835]
Syazreen Nadia Sulaiman, Mat Ropi Mukhtar, A Hamid A Hadi, Khalijah Awang, Hazrina Hazni, Azeana Zahari, Marc Litaudon, Kazumasa Zaima, Hiroshi Morita. Lancifoliaine, a new bisbenzylisoquinoline from the bark of Litsea lancifolia. Molecules (Basel, Switzerland). 2011 Apr; 16(4):3119-27. doi: 10.3390/molecules16043119. [PMID: 21490559]
Ran Wang, Shengan Tang, Huiyuan Zhai, Hongquan Duan. [Studies on anti-tumor metastatic constituents from Lindera glauca]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2011 Apr; 36(8):1032-6. doi: . [PMID: 21809579]
Akira Nakagawa, Hiromichi Minami, Ju-Sung Kim, Takashi Koyanagi, Takane Katayama, Fumihiko Sato, Hidehiko Kumagai. A bacterial platform for fermentative production of plant alkaloids. Nature communications. 2011; 2(?):326. doi: 10.1038/ncomms1327. [PMID: 21610729]
Isabel Desgagné-Penix, Morgan F Khan, David C Schriemer, Dustin Cram, Jacek Nowak, Peter J Facchini. Integration of deep transcriptome and proteome analyses reveals the components of alkaloid metabolism in opium poppy cell cultures. BMC plant biology. 2010 Nov; 10(?):252. doi: 10.1186/1471-2229-10-252. [PMID: 21083930]
Luis González-Candelas, Santiago Alamar, Paloma Sánchez-Torres, Lorenzo Zacarías, Jose F Marcos. A transcriptomic approach highlights induction of secondary metabolism in citrus fruit in response to Penicillium digitatum infection. BMC plant biology. 2010 Aug; 10(?):194. doi: 10.1186/1471-2229-10-194. [PMID: 20807411]
Ki Hyun Kim, Il Kyun Lee, Cheng Jie Piao, Sang Un Choi, Jei Hyun Lee, Yeong Shik Kim, Kang Ro Lee. Benzylisoquinoline alkaloids from the tubers of Corydalis ternata and their cytotoxicity. Bioorganic & medicinal chemistry letters. 2010 Aug; 20(15):4487-90. doi: 10.1016/j.bmcl.2010.06.035. [PMID: 20594848]
Xu Han, Marc Lamshöft, Nadja Grobe, Xuan Ren, Anthony J Fist, Toni M Kutchan, Michael Spiteller, Meinhart H Zenk. The biosynthesis of papaverine proceeds via (S)-reticuline. Phytochemistry. 2010 Aug; 71(11-12):1305-12. doi: 10.1016/j.phytochem.2010.04.022. [PMID: 20494383]
Lucie Cahlíková, Katerina Macáková, Jirí Kunes, Milan Kurfürst, Lubomír Opletal, Josef Cvacka, Jakub Chlebek, Gerald Blundene. Acetylcholinesterase and butyrylcholinesterase inhibitory compounds from Eschscholzia californica (Papaveraceae). Natural product communications. 2010 Jul; 5(7):1035-8. doi: NULL. [PMID: 20734935]
Elise Glattard, Ingeborg D Welters, Thomas Lavaux, Arnaud H Muller, Alexis Laux, Dan Zhang, Alexander R Schmidt, François Delalande, Benoît-Joseph Laventie, Sylvie Dirrig-Grosch, Didier A Colin, Alain Van Dorsselaer, Dominique Aunis, Marie-Hélène Metz-Boutigue, Francis Schneider, Yannick Goumon. Endogenous morphine levels are increased in sepsis: a partial implication of neutrophils. PloS one. 2010 Jan; 5(1):e8791. doi: 10.1371/journal.pone.0008791. [PMID: 20098709]
T T Salmi, P Collin, T Reunala, M Mäki, K Kaukinen. Diagnostic methods beyond conventional histology in coeliac disease diagnosis. Digestive and liver disease : official journal of the Italian Society of Gastroenterology and the Italian Association for the Study of the Liver. 2010 Jan; 42(1):28-32. doi: 10.1016/j.dld.2009.04.004. [PMID: 19473894]
Edwin G Pérez, Bruce K Cassels. Alkaloids from the genus Duguetia. The Alkaloids. Chemistry and biology. 2010; 68(?):83-156. doi: 10.1016/s1099-4831(10)06803-3. [PMID: 20334037]
Jörg Ziegler, Peter J Facchini, René Geissler, Jürgen Schmidt, Christian Ammer, Robert Kramell, Susan Voigtländer, Andreas Gesell, Silke Pienkny, Wolfgang Brandt. Evolution of morphine biosynthesis in opium poppy. Phytochemistry. 2009 Oct; 70(15-16):1696-707. doi: 10.1016/j.phytochem.2009.07.006. [PMID: 19665152]
Nadja Grobe, Baichen Zhang, Ursula Fisinger, Toni M Kutchan, Meinhart H Zenk, F Peter Guengerich. Mammalian cytochrome P450 enzymes catalyze the phenol-coupling step in endogenous morphine biosynthesis. The Journal of biological chemistry. 2009 Sep; 284(36):24425-31. doi: 10.1074/jbc.m109.011320. [PMID: 19561069]
Andreas Winkler, Martin Puhl, Hansjörg Weber, Toni M Kutchan, Karl Gruber, Peter Macheroux. Berberine bridge enzyme catalyzes the six electron oxidation of (S)-reticuline to dehydroscoulerine. Phytochemistry. 2009 Jun; 70(9):1092-1097. doi: 10.1016/j.phytochem.2009.06.005. [PMID: 19570558]
Marcos Antônio A Medeiros, Xirley P Nunes, José M Barbosa-Filho, Virginia S Lemos, José F Pinho, Danilo Roman-Campos, Isac A de Medeiros, Demetrius Antonio M Araújo, Jader S Cruz. (S)-reticuline induces vasorelaxation through the blockade of L-type Ca(2+) channels. Naunyn-Schmiedeberg's archives of pharmacology. 2009 Feb; 379(2):115-25. doi: 10.1007/s00210-008-0352-1. [PMID: 18825370]
Li-She Gan, Wei Yao, Jian-Xia Mo, Chang-Xin Zhou. Alkaloids from Lindera aggregata. Natural product communications. 2009 Jan; 4(1):43-6. doi: . [PMID: 19370873]
Zheng Han, Yunliang Zheng, Na Chen, Lianjun Luan, Changxin Zhou, Lishe Gan, Yongjiang Wu. Simultaneous determination of four alkaloids in Lindera aggregata by ultra-high-pressure liquid chromatography-tandem mass spectrometry. Journal of chromatography. A. 2008 Nov; 1212(1-2):76-81. doi: 10.1016/j.chroma.2008.10.017. [PMID: 18951552]
En-Jun Wang, Yun-Bao Ma, Xue-Mei Zhang, Zhi-Yong Jiang, Ji-Jun Chen. [Five alkaloids from vine stems of Diploclisia affinis]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2008 Nov; 33(21):2503-5. doi: . [PMID: 19149259]
Kristy M Hawkins, Christina D Smolke. Production of benzylisoquinoline alkaloids in Saccharomyces cerevisiae. Nature chemical biology. 2008 Sep; 4(9):564-73. doi: 10.1038/nchembio.105. [PMID: 18690217]
Hiromichi Minami, Ju-Sung Kim, Nobuhiro Ikezawa, Tomoya Takemura, Takane Katayama, Hidehiko Kumagai, Fumihiko Sato. Microbial production of plant benzylisoquinoline alkaloids. Proceedings of the National Academy of Sciences of the United States of America. 2008 May; 105(21):7393-8. doi: 10.1073/pnas.0802981105. [PMID: 18492807]
Nobuhiro Ikezawa, Kinuko Iwasa, Fumihiko Sato. Molecular cloning and characterization of CYP80G2, a cytochrome P450 that catalyzes an intramolecular C-C phenol coupling of (S)-reticuline in magnoflorine biosynthesis, from cultured Coptis japonica cells. The Journal of biological chemistry. 2008 Apr; 283(14):8810-21. doi: 10.1074/jbc.m705082200. [PMID: 18230623]
Raymond G Reid, David G Durham, Susanne P Boyle, Ann S Low, Jinda Wangboonskul. Differentiation of opium and poppy straw using capillary electrophoresis and pattern recognition techniques. Analytica chimica acta. 2007 Dec; 605(1):20-7. doi: 10.1016/j.aca.2007.10.023. [PMID: 18022406]
Hwa-Young Cho, Carolyn W T Lee-Parsons, Sung-Yong H Yoon, Hong Soon Rhee, Jong Moon Park. Enhanced benzophenanthridine alkaloid production and protein expression with combined elicitor in Eschscholtzia californica suspension cultures. Biotechnology letters. 2007 Dec; 29(12):2001-5. doi: 10.1007/s10529-007-9469-4. [PMID: 17628748]
T Raivio, I Korponay-Szabó, P Collin, K Laurila, H Huhtala, T Kaartinen, J Partanen, M Mäki, K Kaukinen. Performance of a new rapid whole blood coeliac test in adult patients with low prevalence of endomysial antibodies. Digestive and liver disease : official journal of the Italian Society of Gastroenterology and the Italian Association for the Study of the Liver. 2007 Dec; 39(12):1057-63. doi: 10.1016/j.dld.2007.09.005. [PMID: 17983878]
Wenhua Cui, Kinuko Iwasa, Makiko Sugiura, Atsuko Takeuchi, Chisato Tode, Yumi Nishiyama, Masataka Moriyasu, Harukuni Tokuda, Kazuyoshi Takeda. Biotransformation of phenolic 1-benzyl-N-methyltetrahydroisoquinolines in plant cell cultures followed by LC/NMR, LC/MS, and LC/CD. Journal of natural products. 2007 Nov; 70(11):1771-8. doi: 10.1021/np068060r. [PMID: 17988098]
Pi Cheng, Yun-bao Ma, Shu-ying Yao, Quan Zhang, En-jun Wang, Meng-hong Yan, Xue-mei Zhang, Feng-xue Zhang, Ji-jun Chen. Two new alkaloids and active anti-hepatitis B virus constituents from Hypserpa nitida. Bioorganic & medicinal chemistry letters. 2007 Oct; 17(19):5316-20. doi: 10.1016/j.bmcl.2007.08.027. [PMID: 17723297]
Somdej Kanokmedhakul, Kwanjai Kanokmedhakul, Ratsami Lekphrom. Bioactive constituents of the roots of Polyalthia cerasoides. Journal of natural products. 2007 Sep; 70(9):1536-8. doi: 10.1021/np070293a. [PMID: 17845001]
Andreas Winkler, Toni M Kutchan, Peter Macheroux. 6-S-cysteinylation of bi-covalently attached FAD in berberine bridge enzyme tunes the redox potential for optimal activity. The Journal of biological chemistry. 2007 Aug; 282(33):24437-43. doi: 10.1074/jbc.m703642200. [PMID: 17573342]
Fumihiko Sato, Takayuki Inui, Tomoya Takemura. Metabolic engineering in isoquinoline alkaloid biosynthesis. Current pharmaceutical biotechnology. 2007 Aug; 8(4):211-8. doi: 10.2174/138920107781387438. [PMID: 17691990]
T Karakan, O Ozyemisci-Taskiran, Z Gunendi, F Atalay, C Tuncer. Prevalence of IgA-antiendomysial antibody in a patient cohort with idiopathic low bone mineral density. World journal of gastroenterology. 2007 Jun; 13(21):2978-82. doi: 10.3748/wjg.v13.i21.2978. [PMID: 17589950]
Nanae Fujii, Takayuki Inui, Kinuko Iwasa, Takashi Morishige, Fumihiko Sato. Knockdown of berberine bridge enzyme by RNAi accumulates (S)-reticuline and activates a silent pathway in cultured California poppy cells. Transgenic research. 2007 Jun; 16(3):363-75. doi: 10.1007/s11248-006-9040-4. [PMID: 17103244]
Antigoni Mavroudi, Mavroudi Antigoni, Ioannis Xinias, Theodouli Papastavrou, Papastavrou Theodouli, Eliza Karatza, Maria Fotoulaki, Fotoulaki Maria, Christos Panteliadis, Kleomenis Spiroglou. Increased prevalence of silent celiac disease among Greek epileptic children. Pediatric neurology. 2007 Mar; 36(3):165-9. doi: 10.1016/j.pediatrneurol.2006.11.011. [PMID: 17352949]
Nicola Tosti, Stefania Pasqualini, Andrea Borgogni, Luisa Ederli, Egizia Falistocco, Stefania Crispi, Francesco Paolocci. Gene expression profiles of O3-treated Arabidopsis plants. Plant, cell & environment. 2006 Sep; 29(9):1686-702. doi: 10.1111/j.1365-3040.2006.01542.x. [PMID: 16913859]
L Laadhar, M Zitouni, M Kallel-Sellami, S Masmoudi, R Bouguerra, H Chaabouni, C Ben Slama, S Makni. [Prevalence of celiac disease serological markers in Tunisian type 1 diabetic adults]. Annales de biologie clinique. 2006 Sep; 64(5):439-44. doi: . [PMID: 17040874]
Grant Bledsoe, Bo Shen, Yuyu Yao, Jenny J Zhang, Lee Chao, Julie Chao. Reversal of renal fibrosis, inflammation, and glomerular hypertrophy by kallikrein gene delivery. Human gene therapy. 2006 May; 17(5):545-55. doi: 10.1089/hum.2006.17.545. [PMID: 16716111]
Sook Jung, Dorrie Main, Margaret Staton, Ilhyung Cho, Tatyana Zhebentyayeva, Pere Arús, Albert Abbott. Synteny conservation between the Prunus genome and both the present and ancestral Arabidopsis genomes. BMC genomics. 2006 Apr; 7(?):81. doi: 10.1186/1471-2164-7-81. [PMID: 16615871]
Jhonny Edmith Correa, Carlos Hernán Ríos, Amparo del Rosario Castillo, Luz I Romero, Eduardo Ortega-Barría, Phyllis D Coley, Thomas A Kursar, Maria Verónica Heller, William H Gerwick, Luis Cubilla Rios. Minor alkaloids from Guatteria dumetorum with antileishmanial activity. Planta medica. 2006 Feb; 72(3):270-2. doi: 10.1055/s-2005-916179. [PMID: 16534735]
Jonathan E Page. Silencing nature's narcotics: metabolic engineering of the opium poppy. Trends in biotechnology. 2005 Jul; 23(7):331-3. doi: 10.1016/j.tibtech.2005.05.001. [PMID: 15978315]
Chotima Boettcher, Monika Fellermeier, Christian Boettcher, Birgit Dräger, Meinhart H Zenk. How human neuroblastoma cells make morphine. Proceedings of the National Academy of Sciences of the United States of America. 2005 Jun; 102(24):8495-500. doi: 10.1073/pnas.0503244102. [PMID: 15937106]
D Nonaka, R Birbe, J Rosai. So-called inflammatory myofibroblastic tumour: a proliferative lesion of fibroblastic reticulum cells?. Histopathology. 2005 Jun; 46(6):604-13. doi: 10.1111/j.1365-2559.2005.02163.x. [PMID: 15910591]
Juergen Thiele, Hans Michael Kvasnicka, Volker Diehl. Bone marrow features of diagnostic impact in erythrocytosis. Annals of hematology. 2005 Jun; 84(6):362-7. doi: 10.1007/s00277-005-1030-8. [PMID: 15803315]
Joenel Alcantara, David A Bird, Vincent R Franceschi, Peter J Facchini. Sanguinarine biosynthesis is associated with the endoplasmic reticulum in cultured opium poppy cells after elicitor treatment. Plant physiology. 2005 May; 138(1):173-83. doi: 10.1104/pp.105.059287. [PMID: 15849302]
A Mankaï, W Sakly, H Landolsi, L Gueddah, B Sriha, A Ayadi, M T Sfar, K Skandrani, A Harbi, A S Essoussi, S Korbi, N Fabien, M Jeddi, I Ghedira. Tissue transglutaminase antibodies in celiac disease, comparison of an enzyme linked immunosorbent assay and a dot blot assay. Pathologie-biologie. 2005 May; 53(4):204-9. doi: 10.1016/j.patbio.2004.07.022. [PMID: 15850953]
Jürgen Schmidt, Klaus Raith, Chotima Boettcher, Meinhart H Zenk. Analysis of benzylisoquinoline-type alkaloids by electrospray tandem mass spectrometry and atmospheric pressure photoionization. European journal of mass spectrometry (Chichester, England). 2005; 11(3):325-33. doi: 10.1255/ejms.745. [PMID: 16107747]
Robert S Allen, Anthony G Millgate, Julie A Chitty, Jennifer Thisleton, James A C Miller, Anthony J Fist, Wayne L Gerlach, Philip J Larkin. RNAi-mediated replacement of morphine with the nonnarcotic alkaloid reticuline in opium poppy. Nature biotechnology. 2004 Dec; 22(12):1559-66. doi: 10.1038/nbt1033. [PMID: 15543134]
Susanne Frick, Julie A Chitty, Robert Kramell, Jürgen Schmidt, Robert S Allen, Philip J Larkin, Toni M Kutchan. Transformation of opium poppy (Papaver somniferum L.) with antisense berberine bridge enzyme gene (anti-bbe) via somatic embryogenesis results in an altered ratio of alkaloids in latex but not in roots. Transgenic research. 2004 Dec; 13(6):607-13. doi: 10.1007/s11248-004-2892-6. [PMID: 15672841]
Chotima Poeaknapo, Jürgen Schmidt, Matthias Brandsch, Birgit Dräger, Meinhart H Zenk. Endogenous formation of morphine in human cells. Proceedings of the National Academy of Sciences of the United States of America. 2004 Sep; 101(39):14091-6. doi: 10.1073/pnas.0405430101. [PMID: 15383669]
A M Al-Amri, R M Smith, B M El-Haj, M H Juma'a. The GC-MS detection and characterization of reticuline as a marker of opium use. Forensic science international. 2004 May; 142(1):61-9. doi: 10.1016/j.forsciint.2004.02.006. [PMID: 15272474]
Katy Lísias Dias, Celidarque Da Silva Dias, José Maria Barbosa-Filho, Reinaldo Nóbrega Almeida, Nadja De Azevedo Correia, Isac Almeida Medeiros. Cardiovascular effects induced by reticuline in normotensive rats. Planta medica. 2004 Apr; 70(4):328-33. doi: 10.1055/s-2004-818944. [PMID: 15095148]
A M Al-Amri, R M Smith, B M El-Haj, M H Juma'a. The GC-MS detection and characterization of reticuline as a marker of opium use. Forensic science international. 2004 Mar; 140(2-3):175-83. doi: 10.1016/j.forsciint.2003.10.022. [PMID: 15036439]
Medhat Shehata, Josef D Schwarzmeier, Martin Hilgarth, Rainer Hubmann, Markus Duechler, Heinz Gisslinger. TGF-beta1 induces bone marrow reticulin fibrosis in hairy cell leukemia. The Journal of clinical investigation. 2004 Mar; 113(5):676-85. doi: 10.1172/jci19540. [PMID: 14991065]
Clay J Carter, Robert W Thornburg. Tobacco nectarin V is a flavin-containing berberine bridge enzyme-like protein with glucose oxidase activity. Plant physiology. 2004 Jan; 134(1):460-9. doi: 10.1104/pp.103.027482. [PMID: 14730073]
Anan Ounaroon, Gabriele Decker, Jürgen Schmidt, Friedrich Lottspeich, Toni M Kutchan. (R,S)-Reticuline 7-O-methyltransferase and (R,S)-norcoclaurine 6-O-methyltransferase of Papaver somniferum - cDNA cloning and characterization of methyl transfer enzymes of alkaloid biosynthesis in opium poppy. The Plant journal : for cell and molecular biology. 2003 Dec; 36(6):808-19. doi: 10.1046/j.1365-313x.2003.01928.x. [PMID: 14675446]
David A Bird, Vincent R Franceschi, Peter J Facchini. A tale of three cell types: alkaloid biosynthesis is localized to sieve elements in opium poppy. The Plant cell. 2003 Nov; 15(11):2626-35. doi: 10.1105/tpc.015396. [PMID: 14508000]
Wei Zhu, Yuliang Ma, Patrick Cadet, David Yu, Thomas V Bilfinger, Enrica Bianchi, George B Stefano. Presence of reticuline in rat brain: a pathway for morphine biosynthesis. Brain research. Molecular brain research. 2003 Sep; 117(1):83-90. doi: 10.1016/s0169-328x(03)00323-1. [PMID: 14499484]
Yuh-Chwen Chang, Fang-Rong Chang, Ashraf T Khalil, Pei-Wen Hsieh, Yang-Chang Wu. Cytotoxic benzophenanthridine and benzylisoquinoline alkaloids from Argemone mexicana. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2003 Jul; 58(7-8):521-6. doi: 10.1515/znc-2003-7-813. [PMID: 12939038]
I R Korponay-Szabó, K Laurila, Z Szondy, T Halttunen, Z Szalai, I Dahlbom, I Rantala, J B Kovács, L Fésüs, M Mäki. Missing endomysial and reticulin binding of coeliac antibodies in transglutaminase 2 knockout tissues. Gut. 2003 Feb; 52(2):199-204. doi: 10.1136/gut.52.2.199. [PMID: 12524400]
Sang-Un Park, Min Yu, Peter J Facchini. Modulation of berberine bridge enzyme levels in transgenic root cultures of California poppy alters the accumulation of benzophenanthridine alkaloids. Plant molecular biology. 2003 Jan; 51(2):153-64. doi: 10.1023/a:1021199311049. [PMID: 12602874]
A Ilavská, E Paulovicová, M Mikulecký. [Importance of determining serologic markers in patients with celiac disease]. Casopis lekaru ceskych. 2002 Aug; 141(15):487-90. doi: NULL. [PMID: 12226916]
Wei Zhu, Yuliang Ma, George B Stefano. Presence of isoquinoline alkaloids in molluscan ganglia. Neuro endocrinology letters. 2002 Aug; 23(4):329-34. doi: ". [PMID: 12195236]
C P Chiang, R P Hsieh, T H H Chen, Y F Chang, B Y Liu, J T Wang, A Sun, M Y P Kuo. High incidence of autoantibodies in Taiwanese patients with oral submucous fibrosis. Journal of oral pathology & medicine : official publication of the International Association of Oral Pathologists and the American Academy of Oral Pathology. 2002 Aug; 31(7):402-9. doi: 10.1034/j.1600-0714.2002.00117.x. [PMID: 12165058]
P R Lev, R F Marta, P Vassallu, F C Molinas. Variation of PDGF, TGFbeta, and bFGF levels in essential thrombocythemia patients treated with anagrelide. American journal of hematology. 2002 Jun; 70(2):85-91. doi: 10.1002/ajh.10091. [PMID: 12111780]
Maria V Tsiper, Peter D Yurchenco. Laminin assembles into separate basement membrane and fibrillar matrices in Schwann cells. Journal of cell science. 2002 Mar; 115(Pt 5):1005-15. doi: 10.1242/jcs.115.5.1005. [PMID: 11870219]
Sang-Un Park, Min Yu, Peter J Facchini. Antisense RNA-mediated suppression of benzophenanthridine alkaloid biosynthesis in transgenic cell cultures of California poppy. Plant physiology. 2002 Feb; 128(2):696-706. doi: 10.1104/pp.010741. [PMID: 11842172]