D-Apiose (BioDeep_00000004699)

 

Secondary id: BioDeep_00000006739, BioDeep_00001869943

human metabolite Endogenous


代谢物信息卡片


2,3,4-trihydroxy-3-(hydroxymethyl)butanal

化学式: C5H10O5 (150.0528)
中文名称: D-阿朴糖
谱图信息: 最多检出来源 Homo sapiens(otcml) 5.63%

分子结构信息

SMILES: C(C(CO)(C(C=O)O)O)O
InChI: InChI=1S/C5H10O5/c6-1-5(9)2-10-4(8)3(5)7/h3-4,6-9H,1-2H2

描述信息

Beta-d-apiofuranose is a member of the class of compounds known as pentoses. Pentoses are monosaccharides in which the carbohydrate moiety contains five carbon atoms. Beta-d-apiofuranose is very soluble (in water) and a very weakly acidic compound (based on its pKa). Beta-d-apiofuranose can be found in parsley, which makes beta-d-apiofuranose a potential biomarker for the consumption of this food product.
D-Apiose is found in green vegetables. D-Apiose is first found in parsley as the glycoside Apiin CNR75-N, also present in celer

同义名列表

12 个代谢物同义名

4-(hydroxymethyl)oxolane-2,3,4-triol; 3-C-Hydroxymethyltetrose; beta-D-Apiofuranose; Β-D-apiofuranose; Apiose, 9ci, 8ci; b-D-Apiofuranose; beta-D-Apiose; D-apiose; (R)-form; Apiose; 2,3,4-trihydroxy-3-(hydroxymethyl)butanal; D-Apiose



数据库引用编号

18 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

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)

1 个相关的物种来源信息

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 8 ALB, GRK2, GRK5, ITPR3, PPARG, PRKCA, PRL, SLC6A3
Peripheral membrane protein 1 PRKCA
Endosome membrane 1 CD14
Endoplasmic reticulum membrane 1 ITPR3
Mitochondrion membrane 1 PRKCA
Nucleus 5 ALB, PPARA, PPARG, PRKCA, PRL
cytosol 6 ALB, GRK2, GRK5, LIPE, PPARG, PRKCA
dendrite 2 DRD2, OPRM1
mitochondrial membrane 1 PRKCA
centrosome 1 ALB
nucleoplasm 5 ITPR3, PPARA, PPARG, PRKCA, PRL
RNA polymerase II transcription regulator complex 2 PPARG, PRL
Cell membrane 8 CD14, DRD2, GRK2, LIPE, OPRM1, PRKCA, SLC6A3, TNF
Cell projection, axon 2 OPRM1, SLC6A3
Multi-pass membrane protein 4 DRD2, ITPR3, OPRM1, SLC6A3
Golgi apparatus membrane 1 DRD2
Synapse 3 DRD2, GRK2, OPRM1
cell surface 3 F3, SLC6A3, TNF
glutamatergic synapse 1 DRD2
Golgi apparatus 3 ALB, CD14, OPRM1
Golgi membrane 1 DRD2
neuronal cell body 3 ITPR3, SLC6A3, TNF
postsynapse 1 GRK2
presynaptic membrane 2 DRD2, SLC6A3
Cytoplasm, cytosol 1 LIPE
Presynapse 1 GRK2
acrosomal vesicle 1 DRD2
endosome 1 OPRM1
plasma membrane 10 CD14, DRD2, F3, GRK2, GRK5, ITPR3, OPRM1, PRKCA, SLC6A3, TNF
synaptic vesicle membrane 1 DRD2
Membrane 7 F3, GRK2, ITPR3, LIPE, OPRM1, PRKCA, SLC6A3
axon 4 CCK, DRD2, OPRM1, SLC6A3
brush border 1 ITPR3
caveola 1 LIPE
extracellular exosome 4 ALB, CCL28, CD14, PRKCA
endoplasmic reticulum 4 ALB, ITPR3, OPRM1, PRKCA
extracellular space 7 ALB, CCK, CCL28, CD14, F3, PRL, TNF
perinuclear region of cytoplasm 2 PPARG, PRKCA
mitochondrion 3 ABAT, AGXT2, PRKCA
protein-containing complex 1 ALB
intracellular membrane-bounded organelle 1 PPARG
Single-pass type I membrane protein 1 F3
Secreted 5 ALB, CCK, CCL28, CD14, PRL
extracellular region 6 ALB, CCK, CCL28, CD14, PRL, TNF
neuronal cell body membrane 1 SLC6A3
[Isoform 1]: Membrane 1 F3
[Isoform 2]: Secreted 1 F3
mitochondrial matrix 2 ABAT, AGXT2
anchoring junction 1 ALB
ciliary membrane 1 DRD2
nuclear membrane 1 GRK5
external side of plasma membrane 3 CD14, F3, TNF
dendritic spine 1 DRD2
perikaryon 2 DRD2, OPRM1
nucleolus 1 ITPR3
apical part of cell 1 ITPR3
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
postsynaptic membrane 2 DRD2, SLC6A3
Membrane raft 3 CD14, SLC6A3, TNF
GABA-ergic synapse 1 DRD2
flotillin complex 1 SLC6A3
sarcoplasmic reticulum 1 ITPR3
collagen-containing extracellular matrix 1 F3
lateral plasma membrane 1 DRD2
nuclear speck 1 GRK5
nuclear outer membrane 1 ITPR3
receptor complex 2 ITPR3, PPARG
Cell projection, neuron projection 1 SLC6A3
neuron projection 2 OPRM1, SLC6A3
ciliary basal body 2 ALB, PRKCA
cilium 2 DRD2, GRK2
chromatin 3 PPARA, PPARG, PRL
phagocytic cup 1 TNF
centriole 1 ALB
spindle pole 1 ALB
blood microparticle 1 ALB
non-motile cilium 1 DRD2
Lipid-anchor, GPI-anchor 1 CD14
sperm flagellum 1 DRD2
endosome lumen 1 PRL
Lipid droplet 1 LIPE
Membrane, caveola 1 LIPE
Cell projection, dendrite 1 OPRM1
side of membrane 1 CD14
lipopolysaccharide receptor complex 1 CD14
secretory granule membrane 2 CD14, ITPR3
endoplasmic reticulum lumen 1 ALB
platelet alpha granule lumen 1 ALB
axon terminus 2 DRD2, SLC6A3
endocytic vesicle 1 DRD2
platelet dense tubular network membrane 1 ITPR3
dopaminergic synapse 2 DRD2, SLC6A3
Cytoplasmic vesicle, secretory vesicle membrane 1 ITPR3
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
transport vesicle membrane 1 ITPR3
alphav-beta3 integrin-PKCalpha complex 1 PRKCA
serine-type peptidase complex 1 F3
G protein-coupled receptor complex 1 DRD2
cytoplasmic side of endoplasmic reticulum membrane 1 ITPR3
cytoplasmic side of mitochondrial outer membrane 1 GRK2
[Isoform 12]: Cytoplasm 1 OPRM1
ciliary transition fiber 1 ALB
4-aminobutyrate transaminase complex 1 ABAT
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Henryk Straube. A glycoside-specific glycosyltransferase transfers apiose to flavonoid glucosides in celery. Plant physiology. 2023 10; 193(3):1715-1717. doi: 10.1093/plphys/kiad443. [PMID: 37542476]
  • Vivek S Bharadwaj, Michael F Crowley, Maria J Peña, Breeanna Urbanowicz, Malcolm O'Neill. Mechanism and Reaction Energy Landscape for Apiose Cross-Linking by Boric Acid in Rhamnogalacturonan II. The journal of physical chemistry. B. 2020 11; 124(45):10117-10125. doi: 10.1021/acs.jpcb.0c06920. [PMID: 33112619]
  • James Amor Smith, Maor Bar-Peled. Identification of an apiosyltransferase in the plant pathogen Xanthomonas pisi. PloS one. 2018; 13(10):e0206187. doi: 10.1371/journal.pone.0206187. [PMID: 30335828]
  • Martina Pičmanová, Birger Lindberg Møller. Apiose: one of nature's witty games. Glycobiology. 2016 May; 26(5):430-42. doi: 10.1093/glycob/cww012. [PMID: 26848180]
  • Imre Boldizsár, Zsófia Füzfai, Ibolya Molnár-Perl. Characterization of the endogenous enzymatic hydrolyses of Petroselinum crispum glycosides: determined by chromatography upon their sugar and flavonoid products. Journal of chromatography. A. 2013 Jun; 1293(?):100-6. doi: 10.1016/j.chroma.2013.03.037. [PMID: 23623367]
  • Xufeng Xiao, Jianjun Lei, Bihao Cao, Guoju Chen, Changming Chen. cDNA-AFLP analysis on bolting or flowering of flowering Chinese cabbage and molecular characteristics of BrcuDFR-like/BrcuAXS gene. Molecular biology reports. 2012 Jul; 39(7):7525-31. doi: 10.1007/s11033-012-1586-z. [PMID: 22331487]
  • Sergey A Nepogodiev, Margherita Fais, David L Hughes, Robert A Field. Synthesis of apiose-containing oligosaccharide fragments of the plant cell wall: fragments of rhamnogalacturonan-II side chains A and B, and apiogalacturonan. Organic & biomolecular chemistry. 2011 Oct; 9(19):6670-84. doi: 10.1039/c1ob05587a. [PMID: 21847487]
  • Øyvind M Andersen, Monica Jordheim, Robert Byamukama, Angella Mbabazi, George Ogweng, Irene Skaar, Bernard Kiremire. Anthocyanins with unusual furanose sugar (apiose) from leaves of Synadenium grantii (Euphorbiaceae). Phytochemistry. 2010 Sep; 71(13):1558-63. doi: 10.1016/j.phytochem.2010.05.025. [PMID: 20594565]
  • E A Giunter, O V Popeĭko, Iu S Ovodov. [Production of polysaccharides by callus cultures of common duckweed]. Prikladnaia biokhimiia i mikrobiologiia. 2008 Jan; 44(1):117-22. doi: ". [PMID: 18491608]
  • Michael Mølhøj, Rajeev Verma, Wolf-Dieter Reiter. The biosynthesis of the branched-chain sugar d-apiose in plants: functional cloning and characterization of a UDP-d-apiose/UDP-d-xylose synthase from Arabidopsis. The Plant journal : for cell and molecular biology. 2003 Sep; 35(6):693-703. doi: 10.1046/j.1365-313x.2003.01841.x. [PMID: 12969423]
  • R B DUFF. THE OCCURRENCE OF APIOSE IN LEMNA (DUCKWEED) AND OTHER ANGIOSPERMS. The Biochemical journal. 1965 Mar; 94(?):768-72. doi: 10.1042/bj0940768. [PMID: 14340070]