Thiocysteine (BioDeep_00000004806)

 

Secondary id: BioDeep_00001869531

human metabolite Endogenous


代谢物信息卡片


(2S)-2-amino-3-disulfanyl-propanoic acid

化学式: C3H7NO2S2 (152.9918202)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 57.14%

分子结构信息

SMILES: C(C(C(=O)O)N)SS
InChI: InChI=1S/C3H7NO2S2/c4-2(1-8-7)3(5)6/h2,7H,1,4H2,(H,5,6)

描述信息

The reactive species in the phosphofructokinase modulation system could be considered thiocysteine (R-S-S-) or cystine trisulfide (R-S-S-S-R) produced from cystine in the presence of gamma-Cystathionase (CST, EC 4.4.1.1). The desulfuration reaction of cystine in vivo produces thiocysteine containing a bound sulfur atom. Persulfide generated from L-cysteine inactivates tyrosine aminotransferase. Thiocysteine is the reactive (unstable) intermediate of thiocystine which functions as a persulfide in transferring its sulfane sulfur to thiophilic acceptors. Thiocystine conversion to unstable thiocysteine is accelerated by sulfhydryl compounds, or reagents that cleave sulfur-sulfur bonds to yield sulfhydryl groups. Thiocystine is proposed as the storage form of sulfane sulfur in biological systems. Liver cytosols contain factors that produce an inhibitor of tyrosine aminotransferase in 3 steps: initial oxidation of cysteine to form cystine; desulfurization of cystine catalyzed by cystathionase to form the persulfide, thiocysteine; and reaction of thiocysteine (or products of its decomposition) with proteins to form protein-bound sulfane. (PMID: 2903161, 454618, 7287665) [HMDB]
The reactive species in the phosphofructokinase modulation system could be considered thiocysteine (R-S-S-) or cystine trisulfide (R-S-S-S-R) produced from cystine in the presence of gamma-Cystathionase (CST, EC 4.4.1.1). The desulfuration reaction of cystine in vivo produces thiocysteine containing a bound sulfur atom. Persulfide generated from L-cysteine inactivates tyrosine aminotransferase. Thiocysteine is the reactive (unstable) intermediate of thiocystine which functions as a persulfide in transferring its sulfane sulfur to thiophilic acceptors. Thiocystine conversion to unstable thiocysteine is accelerated by sulfhydryl compounds, or reagents that cleave sulfur-sulfur bonds to yield sulfhydryl groups. Thiocystine is proposed as the storage form of sulfane sulfur in biological systems. Liver cytosols contain factors that produce an inhibitor of tyrosine aminotransferase in 3 steps: initial oxidation of cysteine to form cystine; desulfurization of cystine catalyzed by cystathionase to form the persulfide, thiocysteine; and reaction of thiocysteine (or products of its decomposition) with proteins to form protein-bound sulfane. (PMID: 2903161, 454618, 7287665).

同义名列表

10 个代谢物同义名

(2S)-2-amino-3-disulfanyl-propanoic acid; (2S)-2-Amino-3-disulphanylpropanoic acid; (2S)-2-amino-3-disulfanylpropanoic acid; (2S)-2-Amino-3-disulphanylpropanoate; (2S)-2-Amino-3-disulfanylpropanoate; 3-(Thiosulfeno)-alanine; 3-Disulfanyl-L-alanine; s-thiocysteine; Thiocysteine; Thiocysteine



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

1 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(1)

PlantCyc(0)

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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。



文献列表

  • Inga Kwiecień, Małgorzata Iciek, Lidia Włodek. Acceleration of anaerobic cysteine transformations to sulfane sulfur consequent to γ-glutamyl transpeptidase inhibition. TheScientificWorldJournal. 2012; 2012(?):253724. doi: 10.1100/2012/253724. [PMID: 22629124]
  • Kaium Ma, Yan Liu, Qing Zhu, Chun-hua Liu, Jun-Li Duan, Benny K-H Tan, Yi Zhun Zhu. H2S donor, S-propargyl-cysteine, increases CSE in SGC-7901 and cancer-induced mice: evidence for a novel anti-cancer effect of endogenous H2S?. PloS one. 2011; 6(6):e20525. doi: 10.1371/journal.pone.0020525. [PMID: 21738579]
  • Patrik R Jones, Tomofumi Manabe, Motoko Awazuhara, Kazuki Saito. A new member of plant CS-lyases. A cystine lyase from Arabidopsis thaliana. The Journal of biological chemistry. 2003 Mar; 278(12):10291-6. doi: 10.1074/jbc.m212207200. [PMID: 12525491]
  • J L Hargrove, J F Trotter, H C Ashline, P V Krishnamurti. Experimental diabetes increases the formation of sulfane by transsulfuration and inactivation of tyrosine aminotransferase in cytosols from rat liver. Metabolism: clinical and experimental. 1989 Jul; 38(7):666-72. doi: 10.1016/0026-0495(89)90105-4. [PMID: 2567958]