Glutamyltryptophan (BioDeep_00000026764)

 

Secondary id: BioDeep_00001871486

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


(4S)-4-amino-4-{[(1S)-1-carboxy-2-(1H-indol-3-yl)ethyl]carbamoyl}butanoic acid

化学式: C16H19N3O5 (333.1324644)
中文名称: 奥谷法奈
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 2.5%

分子结构信息

SMILES: C1=CC=C2C(=C1)C(=CN2)CC(C(=O)O)NC(=O)C(CCC(=O)O)N
InChI: InChI=1S/C16H19N3O5/c17-11(5-6-14(20)21)15(22)19-13(16(23)24)7-9-8-18-12-4-2-1-3-10(9)12/h1-4,8,11,13,18H,5-7,17H2,(H,19,22)(H,20,21)(H,23,24)/t11-,13-/m0/s1

描述信息

Glutamyltryptophan is a dipeptide composed of glutamate and tryptophan, and is a proteolytic breakdown product of larger proteins. It belongs to the family of N-acyl-alpha amino acids and derivatives. These are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. Glutamyltryptophan is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. Glutamyltryptophan can be found in feces (PMID: 27015276). The synthetic version of this dipeptide is named Oglufanide. It was originally developed to treat severe infectious disease in Russia (where it is a registered pharmaceutical), and was extensively studied in cancer clinical trials in the United States before being acquired by Implicit Bioscience in 2005. Oglufanide works as a regulator of the bodys immune response and is being given by intranasal administration to patients with chronic hepatitis C viral infection (DB05779).
C274 - Antineoplastic Agent > C1742 - Angiogenesis Inhibitor
C308 - Immunotherapeutic Agent
Oglufanide (H-Glu-Trp-OH) is a dipeptide immunomodulator isolated from calf thymus. Oglufanide inhibits vascular endothelial growth factor (VEGF). Oglufanide can stimulate the immune response to hepatitic C virus (HCV) and intracellular bacterial infections. Oglufanide shows antitumor and anti-angiogenesis activities[1][2][3].
Oglufanide (H-Glu-Trp-OH) is a dipeptide immunomodulator isolated from calf thymus. Oglufanide inhibits vascular endothelial growth factor (VEGF). Oglufanide can stimulate the immune response to hepatitic C virus (HCV) and intracellular bacterial infections. Oglufanide shows antitumor and anti-angiogenesis activities[1][2][3].

同义名列表

44 个代谢物同义名

(4S)-4-amino-4-{[(1S)-1-carboxy-2-(1H-indol-3-yl)ethyl]carbamoyl}butanoic acid; Glutamic acid tryptophan dipeptide; Glutamic acid-tryptophan dipeptide; N-L-alpha-Glutamyl-L-tryptophan; N-alpha-L-Glutamyl-L-tryptophan; Glutamate tryptophan dipeptide; Glutamate-tryptophan dipeptide; alpha-L-Glutamyl-L-tryptophan; L-alpha-Glutamyl-L-tryptophan; N-L-alpha-Glutamyltryptophan; N-L-Α-glutamyl-L-tryptophan; N-Α-L-glutamyl-L-tryptophan; N-alpha-Glutamyltryptophan; N-L-Glutamyl-L-tryptophan; L-Α-glutamyl-L-tryptophan; Α-L-glutamyl-L-tryptophan; alpha-Glutamyltryptophan; N-L-Α-glutamyltryptophan; L-Glutamyl-L-tryptophan; N-Α-glutamyltryptophan; Α-glutamyltryptophan; a-Glutamyltryptophan; N-Glutamyltryptophan; Glutamyl-tryptophan; Glutamyltryptophan; L-alpha-Glu-L-TRP; alpha-L-Glu-L-TRP; e-W Dipeptide; L-Α-glu-L-TRP; alpha-Glu-TRP; L-a-Glu-L-TRP; Α-L-glu-L-TRP; EW dipeptide; H-Glu-Trp-OH; L-Glu-L-TRP; Oglufanide; NSC 334073; a-Glu-TRP; Α-glu-TRP; NSC334073; Thymogen; Glu-TRP; Timogen; IM 862



数据库引用编号

12 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

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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)

2 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。



文献列表

  • Lin Zheng, Mouming Zhao, Chuqiao Xiao, Qiangzhong Zhao, Guowan Su. Practical problems when using ABTS assay to assess the radical-scavenging activity of peptides: Importance of controlling reaction pH and time. Food chemistry. 2016 Feb; 192(?):288-94. doi: 10.1016/j.foodchem.2015.07.015. [PMID: 26304349]
  • Julie A Bergeon, Yiu-Ngok Chan, Bruce G Charles, Istvan Toth. Oral absorption enhancement of dipeptide L-Glu-L-Trp-OH by lipid and glycosyl conjugation. Biopolymers. 2008; 90(5):633-43. doi: 10.1002/bip.21003. [PMID: 18428206]
  • M C Jackson, Y Choudry, A Bourne, J F Woodley, A J Kenny. A fluorimetric assay for aminopeptidase W. The Biochemical journal. 1988 Jul; 253(1):299-302. doi: 10.1042/bj2530299. [PMID: 3421947]