D-Cysteine (BioDeep_00000014497)

 

Secondary id: BioDeep_00000405568, BioDeep_00000897299, BioDeep_00001872187

natural product human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


(2S)-2-Amino-3-sulphanylpropanoic acid

化学式: C3H7NO2S (121.0197482)
中文名称: D-半胱氨酸, D-半胱氨酸
谱图信息: 最多检出来源 Homo sapiens(blood) 0.15%

分子结构信息

SMILES: C(C(C(=O)O)N)S
InChI: InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m1/s1

描述信息

D-cysteine is an optically active form of cysteine having D-configuration. It is a cysteine and a D-alpha-amino acid. It is a conjugate base of a D-cysteinium. It is a conjugate acid of a D-cysteinate(1-). It is an enantiomer of a L-cysteine. It is a tautomer of a D-cysteine zwitterion. D-Cysteine, also known as D-cystein or DCY, belongs to the class of organic compounds known as cysteine and derivatives. Cysteine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. It is a non-proteogenic sulfur-containing amino acid. D-Cysteine is known to be toxic to bacteria and several bacteria (and plants) have developed and enzyme called D-cysteine desulfhydrase (EC4.1.99.4). D-cysteine can be generated from D-Cysteine via cysteine racemase. D-Cysteine is a naturally occurring enantiomer of L-Cysteine. Cysteine is named after cystine, which comes from the Greek word kustis meaning bladder -cystine was first isolated from kidney stones. D-Cysteine exists in all living species, ranging from bacteria to humans. Outside of the human body, D-Cysteine has been detected, but not quantified in several different foods, such as chervils, fruits, lichee, nuts, and cherimoya.
Cysteine (abbreviated as Cys or C) is an alpha-amino acid. The L-isomer is one of the 22 proteinogenic amino acids, i.e., the building blocks of proteins. D-isomers are used as carbon, nitrogen, and energy source. Cysteine is unique among the twenty common amino acids because it contains a thiol group. [YMDB]. D-Cysteine is found in many foods, some of which are red raspberry, muscadine grape, pigeon pea, and groundcherry.
D-Cysteine is the D-isomer of cysteine and a powerful inhibitor of Escherichia coli growth. D-cysteine is mediated by D-amino acid oxidase to produce H2S and is a neuroprotectant against cerebellar ataxias. D-Cysteine could inhibit the growth and cariogenic virulence of dual-species biofilms formed by S. mutans and S. sanguinis[1][2][3].

同义名列表

23 个代谢物同义名

(2S)-2-Amino-3-sulphanylpropanoic acid; (2S)-2-Amino-3-sulfanylpropanoic acid; (2S)-2-Amino-3-mercaptopropanoic acid; (S)-2-Amino-3-mercaptopropanoic acid; (S)-2-Amino-3-mercaptopropionic acid; (2S)-2-Amino-3-sulphanylpropanoate; (2S)-2-Amino-3-sulfanylpropanoate; (2S)-2-Amino-3-mercaptopropanoate; D-Amino-3-mercaptopropionic acid; (S)-2-Amino-3-mercaptopropanoate; D-Amino-3-mercaptopropionate; beta-Mercapto-D-alanine; Cysteine hydrochloride; Zinc cysteinate; Half cystine; Half-cystine; D-Cysteine; L Cysteine; L-cysteine; D-Zystein; D-Cystein; Cysteine; DCY



数据库引用编号

19 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)

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

  • David T Thwaites, Catriona M H Anderson. The SLC36 family of proton-coupled amino acid transporters and their potential role in drug transport. British journal of pharmacology. 2011 Dec; 164(7):1802-16. doi: 10.1111/j.1476-5381.2011.01438.x. [PMID: 21501141]
  • Yufeng Shen, Nikola Tolić, Samuel O Purvine, Richard D Smith. Identification of disulfide bonds in protein proteolytic degradation products using de novo-protein unique sequence tags approach. Journal of proteome research. 2010 Aug; 9(8):4053-60. doi: 10.1021/pr1002559. [PMID: 20590115]
  • F H Passam, S Rahgozar, M Qi, M J Raftery, J W H Wong, K Tanaka, Y Ioannou, J Y Zhang, R Gemmell, J C Qi, B Giannakopoulos, W E Hughes, P J Hogg, S A Krilis. Redox control of β2-glycoprotein I-von Willebrand factor interaction by thioredoxin-1. Journal of thrombosis and haemostasis : JTH. 2010 Aug; 8(8):1754-62. doi: 10.1111/j.1538-7836.2010.03944.x. [PMID: 20979592]
  • Alex Engel, Pablo S Aguilar, Peter Walter. The yeast cell fusion protein Prm1p requires covalent dimerization to promote membrane fusion. PloS one. 2010 May; 5(5):e10593. doi: 10.1371/journal.pone.0010593. [PMID: 20485669]
  • Huiming Yan, Nan Wang, Michael Weinfeld, William R Cullen, X Chris Le. Identification of arsenic-binding proteins in human cells by affinity chromatography and mass spectrometry. Analytical chemistry. 2009 May; 81(10):4144-52. doi: 10.1021/ac900352k. [PMID: 19371058]
  • Bice Chini, Marco Parenti. G-protein-coupled receptors, cholesterol and palmitoylation: facts about fats. Journal of molecular endocrinology. 2009 May; 42(5):371-9. doi: 10.1677/jme-08-0114. [PMID: 19131499]
  • Patricia Souza dos Santos, Dayvison Francis Saraiva, Danielly Cristiny Ferraz da Costa, Helena Maria Scofano, Paulo Cesar de Carvalho-Alves. Trifluoperazine protects brain plasma membrane Ca(2+)-ATPase from oxidative damaging. Experimental brain research. 2007 Mar; 177(3):347-57. doi: 10.1007/s00221-006-0678-1. [PMID: 16955267]
  • Rundong Zhang, Dow P Hurst, Judy Barnett-Norris, Patricia H Reggio, Zhao-Hui Song. Cysteine 2.59(89) in the second transmembrane domain of human CB2 receptor is accessible within the ligand binding crevice: evidence for possible CB2 deviation from a rhodopsin template. Molecular pharmacology. 2005 Jul; 68(1):69-83. doi: 10.1124/mol.104.007823. [PMID: 15840841]
  • Malika Akermoun, Eric Testet, Claude Cassagne, Jean-Jacques Bessoule. Inhibition of the plastidial phosphatidylcholine synthesis by silver, copper, lead and mercury induced by formation of mercaptides with the lyso-PC acyltransferase. Biochimica et biophysica acta. 2002 Mar; 1581(1-2):21-8. doi: 10.1016/s1388-1981(02)00117-8. [PMID: 11960748]