N-OMEGA-hydroxy-L-arginine (BioDeep_00001869001)

Main id: BioDeep_00000006006

 


代谢物信息卡片


N-OMEGA-hydroxy-L-arginine

化学式: C6H14N4O3 (190.1066)
中文名称: L-羟基精氨酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C(CC(C(=O)O)N)CN=C(N)NO
InChI: InChI=1S/C6H14N4O3/c7-4(5(11)12)2-1-3-9-6(8)10-13/h4,13H,1-3,7H2,(H,11,12)(H3,8,9,10)/t4-/m0/s1

描述信息

同义名列表

3 个代谢物同义名

N-OMEGA-hydroxy-L-arginine; N(omega)-Hydroxyarginine; L-Hydroxyarginine



数据库引用编号

15 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)

0 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 12 ANG, ARG1, ARG2, BCL2, CASP3, CASP8, CDKN1A, CDKN2A, NOS1, NOS2, NOS3, ODC1
Peripheral membrane protein 3 CYP1B1, HSD17B6, NOS1
Endoplasmic reticulum membrane 3 BCL2, CD4, CYP1B1
Nucleus 10 ANG, ARG1, BCL2, CASP3, CASP8, CDKN1A, CDKN2A, NOS1, NOS2, NOS3
cytosol 11 ANG, ARG1, BCL2, CASP3, CASP8, CDKN1A, CDKN2A, NOS1, NOS2, NOS3, ODC1
nuclear body 1 CDKN1A
nucleoplasm 7 CASP3, CASP8, CDKN1A, CDKN2A, NOS1, NOS2, NOS3
Cell membrane 1 CD4
lamellipodium 1 CASP8
Cytoplasmic granule 1 ARG1
Early endosome membrane 1 HSD17B6
Synapse 1 NOS1
cell surface 1 ICAM1
glutamatergic synapse 1 CASP3
Golgi apparatus 1 NOS3
Golgi membrane 2 INS, NOS3
growth cone 1 ANG
neuronal cell body 2 ANG, CASP3
sarcolemma 1 NOS1
Cytoplasm, cytosol 1 NOS2
plasma membrane 7 CD4, ICAM1, IFNLR1, KNG1, NOS1, NOS2, NOS3
Membrane 4 BCL2, CYP1B1, ICAM1, IFNLR1
caveola 1 NOS3
extracellular exosome 2 ICAM1, KNG1
Lumenal side 1 HSD17B6
endoplasmic reticulum 2 BCL2, HSD17B6
extracellular space 6 ANG, ARG1, ICAM1, IL4, INS, KNG1
perinuclear region of cytoplasm 4 CDKN1A, NOS1, NOS2, NOS3
mitochondrion 6 ARG2, BCL2, CASP8, CDKN2A, CYP1B1, NOS1
protein-containing complex 5 BCL2, CASP8, CDKN1A, CDKN2A, NOS1
intracellular membrane-bounded organelle 2 CYP1B1, HSD17B6
Microsome membrane 2 CYP1B1, HSD17B6
postsynaptic density 2 CASP3, NOS1
Single-pass type I membrane protein 3 CD4, ICAM1, IFNLR1
Secreted 3 ANG, IL4, INS
extracellular region 5 ANG, ARG1, IL4, INS, KNG1
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 2 BCL2, CASP8
mitochondrial matrix 2 ARG2, CDKN2A
photoreceptor inner segment 1 NOS1
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 2 CD4, ICAM1
actin cytoskeleton 1 ANG
dendritic spine 1 NOS1
nucleolus 3 ANG, CDKN1A, CDKN2A
Cytoplasm, P-body 2 NOS2, NOS3
P-body 2 NOS2, NOS3
Early endosome 1 CD4
Cell membrane, sarcolemma 1 NOS1
Cell projection, lamellipodium 1 CASP8
Cytoplasm, perinuclear region 2 NOS1, NOS2
Membrane raft 3 CD4, ICAM1, NOS1
pore complex 1 BCL2
focal adhesion 1 ICAM1
Peroxisome 1 NOS2
basement membrane 1 ANG
sarcoplasmic reticulum 1 NOS1
peroxisomal matrix 1 NOS2
Cell projection, dendritic spine 1 NOS1
collagen-containing extracellular matrix 2 ICAM1, KNG1
cell periphery 1 NOS1
Chromosome 1 ANG
cytoskeleton 3 CASP8, NOS1, NOS3
Secreted, extracellular space 1 KNG1
Nucleus, nucleolus 2 ANG, CDKN2A
blood microparticle 1 KNG1
endosome lumen 1 INS
Nucleus, nucleoplasm 1 CDKN2A
Cytoplasm, Stress granule 2 ANG, NOS3
cytoplasmic stress granule 2 ANG, NOS3
cell body 1 CASP8
myelin sheath 1 BCL2
secretory granule lumen 1 INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 3 CD4, INS, KNG1
platelet alpha granule lumen 1 KNG1
specific granule lumen 1 ARG1
endocytic vesicle membrane 1 NOS3
endocytic vesicle 1 ANG
transport vesicle 1 INS
azurophil granule lumen 1 ARG1
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
immunological synapse 1 ICAM1
clathrin-coated endocytic vesicle membrane 1 CD4
CD95 death-inducing signaling complex 1 CASP8
death-inducing signaling complex 2 CASP3, CASP8
ripoptosome 1 CASP8
cyclin-dependent protein kinase holoenzyme complex 1 CDKN1A
T cell receptor complex 1 CD4
cortical cytoskeleton 1 NOS2
angiogenin-PRI complex 1 ANG
BAD-BCL-2 complex 1 BCL2
PCNA-p21 complex 1 CDKN1A
senescence-associated heterochromatin focus 1 CDKN2A
interleukin-28 receptor complex 1 IFNLR1
[Isoform smARF]: Mitochondrion 1 CDKN2A


文献列表

  • Rym Attia, Andy Zedet, Mélanie Bourjot, Eya Skhiri, Chokri Messaoud, Corine Girard. Thin-layer chromatography-bioautographic method for the detection of arginase inhibitors. Journal of separation science. 2020 Jun; 43(12):2477-2486. doi: 10.1002/jssc.201901210. [PMID: 32233066]
  • Alexander Bollenbach, Stephan J L Bakker, Dimitrios Tsikas. GC-MS measurement of biological NG-hydroxy-L-arginine, a stepmotherly investigated endogenous nitric oxide synthase substrate and arginase inhibitor. Amino acids. 2019 Apr; 51(4):627-640. doi: 10.1007/s00726-018-02695-x. [PMID: 30610471]
  • Alexander Bollenbach, Dimitrios Tsikas. Pharmacological activation of dimethylarginine dimethylaminohydrolase (DDAH) activity by inorganic nitrate and DDAH inhibition by NG-hydroxy-L-arginine, Nω,Nω-dimethyl-L-citrulline and Nω,Nω-dimethyl-Nδ-hydroxy-L-citrulline: results and overview. Amino acids. 2019 Mar; 51(3):483-494. doi: 10.1007/s00726-018-2684-6. [PMID: 30536052]
  • Alexander Bollenbach, Erik Hanff, Dimitrios Tsikas. Investigation of NG-hydroxy-l-arginine interference in the quantitative determination of nitrite and nitrate in human plasma and urine by GC-NICI-MS. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2018 Nov; 1100-1101(?):174-178. doi: 10.1016/j.jchromb.2018.10.007. [PMID: 30340066]
  • Qingzhi Zhang, Philip Milliken, Agnieszka Kulczynska, Alex M Z Slawin, Adele Gordon, Nicholas S Kirkby, David J Webb, Nigel P Botting, Ian L Megson. Development and characterization of glutamyl-protected N-hydroxyguanidines as reno-active nitric oxide donor drugs with therapeutic potential in acute renal failure. Journal of medicinal chemistry. 2013 Jul; 56(13):5321-34. doi: 10.1021/jm400146r. [PMID: 23782349]
  • Nasser Samadi, Raie T Bekele, Ing Swie Goping, Luis M Schang, David N Brindley. Lysophosphatidate induces chemo-resistance by releasing breast cancer cells from taxol-induced mitotic arrest. PloS one. 2011; 6(5):e20608. doi: 10.1371/journal.pone.0020608. [PMID: 21647386]
  • Gregory J Kato, Zeneng Wang, Roberto F Machado, William C Blackwelder, James G Taylor, Stanley L Hazen. Endogenous nitric oxide synthase inhibitors in sickle cell disease: abnormal levels and correlations with pulmonary hypertension, desaturation, haemolysis, organ dysfunction and death. British journal of haematology. 2009 May; 145(4):506-13. doi: 10.1111/j.1365-2141.2009.07658.x. [PMID: 19344390]
  • David J Tate, Derek J Vonderhaar, Yupanqui A Caldas, Toye Metoyer, John R Patterson, Diego H Aviles, Arnold H Zea. Effect of arginase II on L-arginine depletion and cell growth in murine cell lines of renal cell carcinoma. Journal of hematology & oncology. 2008 Sep; 1(?):14. doi: 10.1186/1756-8722-1-14. [PMID: 18817562]
  • Hui Chen, Bonnie C McCaig, Maeli Melotto, Sheng Yang He, Gregg A Howe. Regulation of plant arginase by wounding, jasmonate, and the phytotoxin coronatine. The Journal of biological chemistry. 2004 Oct; 279(44):45998-6007. doi: 10.1074/jbc.m407151200. [PMID: 15322128]
  • David E Ash. Structure and function of arginases. The Journal of nutrition. 2004 10; 134(10 Suppl):2760S-2764S; discussion 2765S. doi: 10.1093/jn/134.10.2760s. [PMID: 15465781]
  • Johan A Kers, Michael J Wach, Stuart B Krasnoff, Joanne Widom, Kimberly D Cameron, Raghida A Bukhalid, Donna M Gibson, Brian R Crane, Rosemary Loria. Nitration of a peptide phytotoxin by bacterial nitric oxide synthase. Nature. 2004 May; 429(6987):79-82. doi: 10.1038/nature02504. [PMID: 15129284]
  • N Yasuda, K Moriwaki, S Furuyama. Distribution and properties of arginase in the salivary glands of four species of laboratory mammals. Journal of comparative physiology. B, Biochemical, systemic, and environmental physiology. 2004 Apr; 174(3):237-42. doi: 10.1007/s00360-003-0407-z. [PMID: 14712329]
  • Mona Lotfy Zamzam, Manal Mohamed Yassin, Maha Mohamed Sallam. Implication of intercellular adhesion molecule-1 (ICAM-1) and serum N(G)-hydroxy-L-arginine (L-NHA) in the pathogenesis of systemic sclerosis. The Egyptian journal of immunology. 2003; 10(2):27-38. doi: . [PMID: 15719609]
  • R B Muijsers, N H ten Hacken, I Van Ark, G Folkerts, F P Nijkamp, D S Postma. L-Arginine is not the limiting factor for nitric oxide synthesis by human alveolar macrophages in vitro. The European respiratory journal. 2001 Oct; 18(4):667-71. doi: 10.1183/09031936.01.00101301. [PMID: 11716172]
  • C D Garlichs, J Beyer, H Zhang, A Schmeisser, K Plötze, A Mügge, S Schellong, W G Daniel. Decreased plasma concentrations of L-hydroxy-arginine as a marker of reduced NO formation in patients with combined cardiovascular risk factors. The Journal of laboratory and clinical medicine. 2000 May; 135(5):419-25. doi: 10.1067/mlc.2000.105975. [PMID: 10811058]
  • S N Waddington, F W Tam, H T Cook, V Cattell. Arginase activity is modulated by IL-4 and HOArg in nephritic glomeruli and mesangial cells. The American journal of physiology. 1998 03; 274(3):F473-80. doi: 10.1152/ajprenal.1998.274.3.f473. [PMID: 9530263]
  • R Wigand, J Meyer, R Busse, M Hecker. Increased serum NG-hydroxy-L-arginine in patients with rheumatoid arthritis and systemic lupus erythematosus as an index of an increased nitric oxide synthase activity. Annals of the rheumatic diseases. 1997 May; 56(5):330-2. doi: 10.1136/ard.56.5.330. [PMID: 9175936]
  • J Meyer, N Richter, M Hecker. High-performance liquid chromatographic determination of nitric oxide synthase-related arginine derivatives in vitro and in vivo. Analytical biochemistry. 1997 Apr; 247(1):11-6. doi: 10.1006/abio.1997.2008. [PMID: 9126364]
  • M Hecker, C Schott, B Bucher, R Busse, J C Stoclet. Increase in serum NG-hydroxy-L-arginine in rats treated with bacterial lipopolysaccharide. European journal of pharmacology. 1995 Feb; 275(1):R1-3. doi: 10.1016/0014-2999(95)00046-n. [PMID: 7539764]
  • K L Campos, J Giovanelli, S Kaufman. Characteristics of the nitric oxide synthase-catalyzed conversion of arginine to N-hydroxyarginine, the first oxygenation step in the enzymic synthesis of nitric oxide. The Journal of biological chemistry. 1995 Jan; 270(4):1721-8. doi: 10.1074/jbc.270.4.1721. [PMID: 7530247]