Glutamylcysteine (BioDeep_00000027148)

   

human metabolite Endogenous


代谢物信息卡片


(4S)-4-Amino-4-{[(1R)-1-carboxy-2-sulphanylethyl]-C-hydroxycarbonimidoyl}butanoic acid

化学式: C8H14N2O5S (250.0623394)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C(CC(=O)O)C(C(=O)NC(CS)C(=O)O)N
InChI: InChI=1S/C8H14N2O5S/c9-4(1-2-6(11)12)7(13)10-5(3-16)8(14)15/h4-5,16H,1-3,9H2,(H,10,13)(H,11,12)(H,14,15)/t4-,5-/m0/s1

描述信息

Glutamylcysteine is a dipeptide composed of glutamate and cysteine, 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. Glutamylcysteine 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.

同义名列表

47 个代谢物同义名

(4S)-4-Amino-4-{[(1R)-1-carboxy-2-sulphanylethyl]-C-hydroxycarbonimidoyl}butanoic acid; (4S)-4-Amino-4-{[(1R)-1-carboxy-2-sulphanylethyl]-C-hydroxycarbonimidoyl}butanoate; (4S)-4-Amino-4-{[(1R)-1-carboxy-2-sulfanylethyl]-C-hydroxycarbonimidoyl}butanoate; (4S)-4-amino-4-{[(1R)-1-carboxy-2-sulfanylethyl]carbamoyl}butanoic acid; Glutamic acid cysteine dipeptide; Glutamic acid-cysteine dipeptide; N-(L-alpha-Glutamyl)-L-cysteine; N-L-alpha-Glutamyl-L-cysteine; N-alpha-L-Glutamyl-L-cysteine; Glutamate-cysteine dipeptide; Glutamate cysteine dipeptide; N-(L-Α-glutamyl)-L-cysteine; alpha-L-Glutamyl-L-cysteine; L-alpha-Glutamyl-L-cysteine; N-(L-a-Glutamyl)-L-cysteine; gamma-L-Glutamyl-L-cysteine; N-(alpha-Glutamyl)cysteine; N-L-alpha-Glutamylcysteine; N-L-Α-glutamyl-L-cysteine; N-Α-L-glutamyl-L-cysteine; N-alpha-Glutamylcysteine; Α-L-glutamyl-L-cysteine; L-Α-glutamyl-L-cysteine; N-L-Glutamyl-L-cysteine; alpha-Glutamylcysteine; N-L-Α-glutamylcysteine; N-(Α-glutamyl)cysteine; N-(a-Glutamyl)cysteine; L-Glutamyl-L-cysteine; N-Α-glutamylcysteine; Α-glutamylcysteine; N-Glutamylcysteine; a-Glutamylcysteine; Glutamyl-cysteine; alpha-L-Glu-L-cys; Glutamylcysteine; e-C Dipeptide; SCHEMBL536354; Α-L-glu-L-cys; alpha-Glu-cys; EC dipeptide; L-Glu-L-cys; Α-glu-cys; a-Glu-cys; Glu-cys; E-C; EC



数据库引用编号

7 个数据库交叉引用编号

分类词条

相关代谢途径

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代谢反应

0 个相关的代谢反应过程信息。

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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。



文献列表

  • Shimul Chowdhury, Charlotte A Hobbs, Stewart L MacLeod, Mario A Cleves, Stepan Melnyk, S Jill James, Ping Hu, Stephen W Erickson. Associations between maternal genotypes and metabolites implicated in congenital heart defects. Molecular genetics and metabolism. 2012 Nov; 107(3):596-604. doi: 10.1016/j.ymgme.2012.09.022. [PMID: 23059056]
  • Angelo Zinellu, Salvatore Sotgia, Giacomina Loriga, Luca Deiana, Andrea Ercole Satta, Ciriaco Carru. Oxidative stress improvement is associated with increased levels of taurine in CKD patients undergoing lipid-lowering therapy. Amino acids. 2012 Oct; 43(4):1499-507. doi: 10.1007/s00726-012-1223-0. [PMID: 22278741]
  • Liza E George, Mustafa F Lokhandwala, Mohammad Asghar. Novel role of NF-κB-p65 in antioxidant homeostasis in human kidney-2 cells. American journal of physiology. Renal physiology. 2012 Jun; 302(11):F1440-6. doi: 10.1152/ajprenal.00006.2012. [PMID: 22397926]
  • Qianqian Li, Fei Shang, Chao Lu, Zhixia Zheng, Jin-Ming Lin. Fluorosurfactant-prepared triangular gold nanoparticles as postcolumn chemiluminescence reagents for high-performance liquid chromatography assay of low molecular weight aminothiols in biological fluids. Journal of chromatography. A. 2011 Dec; 1218(50):9064-70. doi: 10.1016/j.chroma.2011.10.021. [PMID: 22055524]
  • Daigo Sumi, Takahiko Sasaki, Hideki Miyataka, Seiichiro Himeno. Rat H9c2 cardiac myocytes are sensitive to arsenite due to a modest activation of transcription factor Nrf2. Archives of toxicology. 2011 Dec; 85(12):1509-16. doi: 10.1007/s00204-011-0700-7. [PMID: 21465251]
  • G Harish, C Venkateshappa, Anita Mahadevan, Nupur Pruthi, M M Srinivas Bharath, S K Shankar. Glutathione metabolism is modulated by postmortem interval, gender difference and agonal state in postmortem human brains. Neurochemistry international. 2011 Dec; 59(7):1029-42. doi: 10.1016/j.neuint.2011.08.024. [PMID: 21945455]
  • Fatemeh Shaerzadeh, Abolhassan Ahmadiani, Mohammad Ali Esmaeili, Niloufar Ansari, Sareh Asadi, Solaleh Khoramian Tusi, Ali Sonboli, Mina Ghahremanzamaneh, Fariba Khodagholi. Antioxidant and antiglycating activities of Salvia sahendica and its protective effect against oxidative stress in neuron-like PC12 cells. Journal of natural medicines. 2011 Jul; 65(3-4):455-65. doi: 10.1007/s11418-011-0519-9. [PMID: 21424254]
  • Karin S Engström, Maria Wennberg, Ulf Strömberg, Ingvar A Bergdahl, Göran Hallmans, Jan-Håkan Jansson, Thomas Lundh, Margareta Norberg, Gerda Rentschler, Bengt Vessby, Staffan Skerfving, Karin Broberg. Evaluation of the impact of genetic polymorphisms in glutathione-related genes on the association between methylmercury or n-3 polyunsaturated long chain fatty acids and risk of myocardial infarction: a case-control study. Environmental health : a global access science source. 2011 Apr; 10(?):33. doi: 10.1186/1476-069x-10-33. [PMID: 21504558]
  • Essam M Hamad, Soad H Taha, Abdel-Gawad I Abou Dawood, Mahmoud Z Sitohy, Mahmoud Abdel-Hamid. Protective effect of whey proteins against nonalcoholic fatty liver in rats. Lipids in health and disease. 2011 Apr; 10(?):57. doi: 10.1186/1476-511x-10-57. [PMID: 21489294]
  • Sareh Asadi, Fariba Khodagholi, Mohammad Ali Esmaeili, Solaleh Khoramian Tusi, Niloufar Ansari, Fatemeh Shaerzadeh, Ali Sonboli, Mina Ghahremanzamaneh. Chemical composition analysis, antioxidant, antiglycating activities and neuroprotective effects of S. choloroleuca, S. mirzayanii and S. santolinifolia from Iran. The American journal of Chinese medicine. 2011; 39(3):615-38. doi: 10.1142/s0192415x1100907x. [PMID: 21598426]
  • Tongbing Su, Juan Xu, Yuan Li, Lei Lei, Luo Zhao, Hailian Yang, Jidong Feng, Guoqin Liu, Dongtao Ren. Glutathione-indole-3-acetonitrile is required for camalexin biosynthesis in Arabidopsis thaliana. The Plant cell. 2011 Jan; 23(1):364-80. doi: 10.1105/tpc.110.079145. [PMID: 21239642]
  • Boryana Stamova, Peter G Green, Yingfang Tian, Irva Hertz-Picciotto, Isaac N Pessah, Robin Hansen, Xiaowei Yang, Jennifer Teng, Jeffrey P Gregg, Paul Ashwood, Judy Van de Water, Frank R Sharp. Correlations between gene expression and mercury levels in blood of boys with and without autism. Neurotoxicity research. 2011 Jan; 19(1):31-48. doi: 10.1007/s12640-009-9137-7. [PMID: 19937285]
  • Ashley Galant, Mary L Preuss, Jeffrey C Cameron, Joseph M Jez. Plant glutathione biosynthesis: diversity in biochemical regulation and reaction products. Frontiers in plant science. 2011; 2(?):45. doi: 10.3389/fpls.2011.00045. [PMID: 22645536]
  • Caroline Ojaimi, Shintaro Kinugawa, Fabio A Recchia, Thomas H Hintze. Oxidant-NO dependent gene regulation in dogs with type I diabetes: impact on cardiac function and metabolism. Cardiovascular diabetology. 2010 Aug; 9(?):43. doi: 10.1186/1475-2840-9-43. [PMID: 20735837]
  • Antonio Pinna, Angelo Zinellu, Flavia Franconi, Ciriaco Carru. Plasma thiols and taurine levels in central retinal vein occlusion. Current eye research. 2010 Jul; 35(7):644-50. doi: 10.3109/02713681003698863. [PMID: 20597650]
  • Emily Indriolo, GunNam Na, Danielle Ellis, David E Salt, Jo Ann Banks. A vacuolar arsenite transporter necessary for arsenic tolerance in the arsenic hyperaccumulating fern Pteris vittata is missing in flowering plants. The Plant cell. 2010 Jun; 22(6):2045-57. doi: 10.1105/tpc.109.069773. [PMID: 20530755]
  • Angelo Zinellu, Giacomina Loriga, Bastianina Scanu, Elisabetta Pisanu, Manuela Sanna, Luca Deiana, Andrea Ercole Satta, Ciriaco Carru. Increased low-density lipoprotein S-homocysteinylation in chronic kidney disease. American journal of nephrology. 2010; 32(3):242-8. doi: 10.1159/000319012. [PMID: 20714130]
  • Antonio Pinna, Angelo Zinellu, Flavia Franconi, Giuliana Solinas, Ciriaco Carru. Decreased plasma cysteinylglycine and taurine levels in branch retinal vein occlusion. Ophthalmic research. 2010; 43(1):26-32. doi: 10.1159/000246575. [PMID: 19829009]
  • Angelo Zinellu, Antonio Lepedda, Salvatore Sotgia, Elisabetta Zinellu, Giommaria Marongiu, Maria Franca Usai, Leonardo Gaspa, Pierina De Muro, Marilena Formato, Luca Deiana, Ciriaco Carru. Albumin-bound low molecular weight thiols analysis in plasma and carotid plaques by CE. Journal of separation science. 2010 Jan; 33(1):126-31. doi: 10.1002/jssc.200900582. [PMID: 19950356]
  • Kwang-Hyung Kim, Sven D Willger, Sang-Wook Park, Srisombat Puttikamonkul, Nora Grahl, Yangrae Cho, Biswarup Mukhopadhyay, Robert A Cramer, Christopher B Lawrence. TmpL, a transmembrane protein required for intracellular redox homeostasis and virulence in a plant and an animal fungal pathogen. PLoS pathogens. 2009 Nov; 5(11):e1000653. doi: 10.1371/journal.ppat.1000653. [PMID: 19893627]
  • Gyeong In Mun, Sang Mi An, Heonyong Park, Hanjoong Jo, Yong Chool Boo. Laminar shear stress inhibits lipid peroxidation induced by high glucose plus arachidonic acid in endothelial cells. American journal of physiology. Heart and circulatory physiology. 2008 Nov; 295(5):H1966-73. doi: 10.1152/ajpheart.00727.2008. [PMID: 18790833]
  • Regina A Menezes, Catarina Amaral, Liliana Batista-Nascimento, Claudia Santos, Ricardo Boavida Ferreira, Fréderic Devaux, Elis C A Eleutherio, Claudina Rodrigues-Pousada. Contribution of Yap1 towards Saccharomyces cerevisiae adaptation to arsenic-mediated oxidative stress. The Biochemical journal. 2008 Sep; 414(2):301-11. doi: 10.1042/bj20071537. [PMID: 18439143]
  • Sarah Reisinger, Michela Schiavon, Norman Terry, Elizabeth A H Pilon-Smits. Heavy metal tolerance and accumulation in Indian mustard (Brassica juncea L.) expressing bacterial gamma-glutamylcysteine synthetase or glutathione synthetase. International journal of phytoremediation. 2008 Sep; 10(5):440-54. doi: 10.1080/15226510802100630. [PMID: 19260225]
  • Karin Schläwicke Engström, Ulf Strömberg, Thomas Lundh, Ingegerd Johansson, Bengt Vessby, Göran Hallmans, Staffan Skerfving, Karin Broberg. Genetic variation in glutathione-related genes and body burden of methylmercury. Environmental health perspectives. 2008 Jun; 116(6):734-9. doi: 10.1289/ehp.10804. [PMID: 18560528]
  • Jong Moon Hur, Jong Won Choi, Jong Cheol Park. Effects of methanol extract of Alisma orientale rhizome and its major component, alisol B 23-acetate, on hepatic drug metabolizing enzymes in rats treated with bromobenzene. Archives of pharmacal research. 2007 Dec; 30(12):1543-9. doi: 10.1007/bf02977323. [PMID: 18254241]
  • Chao Lu, Yanbing Zu, Vivian Wing-Wah Yam. Nonionic surfactant-capped gold nanoparticles as postcolumn reagents for high-performance liquid chromatography assay of low-molecular-mass biothiols. Journal of chromatography. A. 2007 Sep; 1163(1-2):328-32. doi: 10.1016/j.chroma.2007.07.045. [PMID: 17689546]
  • Amy Yang, Dusko Trajkovic, Oscar Illanes, Fernando Ramiro-Ibáñez. Clinicopathological and tissue indicators of para-aminophenol nephrotoxicity in sprague-dawley rats. Toxicologic pathology. 2007 Jun; 35(4):521-32. doi: 10.1080/01926230701338933. [PMID: 17562485]
  • Amnon C Sintov, Uri Wormser. Topical iodine facilitates transdermal delivery of insulin. Journal of controlled release : official journal of the Controlled Release Society. 2007 Apr; 118(2):185-8. doi: 10.1016/j.jconrel.2006.12.006. [PMID: 17270303]
  • Angelo Zinellu, Elisabetta Zinellu, Salvatore Sotgia, Marilena Formato, Gian Mario Cherchi, Luca Deiana, Ciriaco Carru. Factors affecting S-homocysteinylation of LDL apoprotein B. Clinical chemistry. 2006 Nov; 52(11):2054-9. doi: 10.1373/clinchem.2006.071142. [PMID: 16990421]
  • Angelo Zinellu, Salvatore Sotgia, Elisabetta Zinellu, Marilena Formato, Salvatorica Manca, Stefania Magliona, Renzo Ginanneschi, Luca Deiana, Ciriaco Carru. Distribution of low-density lipoprotein-bound low-molecular-weight thiols: a new analytical approach. Electrophoresis. 2006 Jul; 27(13):2575-81. doi: 10.1002/elps.200500762. [PMID: 16817161]
  • Jun Zhang, Wen-Sheng Shu. [Mechanisms of heavy metal cadmium tolerance in plants]. Zhi wu sheng li yu fen zi sheng wu xue xue bao = Journal of plant physiology and molecular biology. 2006 Feb; 32(1):1-8. doi: NULL. [PMID: 16477124]
  • Yumei Fan, Dongmei Wu, Lina Jin, Zhimin Yin. Human glutamylcysteine synthetase protects HEK293 cells against UV-induced cell death through inhibition of c-Jun NH2-terminal kinase. Cell biology international. 2005 Aug; 29(8):695-702. doi: 10.1016/j.cellbi.2005.04.006. [PMID: 15936221]
  • Angelo Zinellu, Salvatore Sotgia, Anna M Posadino, Valeria Pasciu, Maria G Perino, Bruna Tadolini, Luca Deiana, Ciriaco Carru. Highly sensitive simultaneous detection of cultured cellular thiols by laser induced fluorescence-capillary electrophoresis. Electrophoresis. 2005 Mar; 26(6):1063-70. doi: 10.1002/elps.200406191. [PMID: 15706569]
  • Jun Chen, Andrea Small-Howard, Amy Yin, Marla J Berry. The responses of Ht22 cells to oxidative stress induced by buthionine sulfoximine (BSO). BMC neuroscience. 2005 Feb; 6(?):10. doi: 10.1186/1471-2202-6-10. [PMID: 15707499]
  • Hipolito M Custodio, Raul Harari, Lars Gerhardsson, Staffan Skerfving, Karin Broberg. Genetic influences on the retention of inorganic mercury. Archives of environmental & occupational health. 2005 Jan; 60(1):17-23. doi: 10.3200/aeoh.60.1.17-23. [PMID: 16961004]
  • Phuong Oanh T Tran, Sarah M Parker, Eric LeRoy, Christopher C Franklin, Terrance J Kavanagh, Tao Zhang, Huarong Zhou, Portia Vliet, Elizabeth Oseid, Jamie S Harmon, R Paul Robertson. Adenoviral overexpression of the glutamylcysteine ligase catalytic subunit protects pancreatic islets against oxidative stress. The Journal of biological chemistry. 2004 Dec; 279(52):53988-93. doi: 10.1074/jbc.m404809200. [PMID: 15485876]
  • Hipolito M Custodio, Karin Broberg, Maria Wennberg, Jan-Håkan Jansson, Bengt Vessby, Göran Hallmans, Birgitta Stegmayr, Staffan Skerfving. Polymorphisms in glutathione-related genes affect methylmercury retention. Archives of environmental health. 2004 Nov; 59(11):588-95. doi: 10.1080/00039890409603438. [PMID: 16599007]
  • O S A Oluwole, A O Onabolu, I A Cotgreave, H Rosling, A Persson, H Link. Incidence of endemic ataxic polyneuropathy and its relation to exposure to cyanide in a Nigerian community. Journal of neurology, neurosurgery, and psychiatry. 2003 Oct; 74(10):1417-22. doi: 10.1136/jnnp.74.10.1417. [PMID: 14570837]
  • Gerlinde Scharf, Sonja Prustomersky, Siegfried Knasmuller, Rolf Schulte-Hermann, Wolfgang W Huber. Enhancement of glutathione and g-glutamylcysteine synthetase, the rate limiting enzyme of glutathione synthesis, by chemoprotective plant-derived food and beverage components in the human hepatoma cell line HepG2. Nutrition and cancer. 2003; 45(1):74-83. doi: 10.1207/s15327914nc4501_9. [PMID: 12791507]
  • A O Lau, J B Sacci, A F Azad. Host responses to Plasmodium yoelii hepatic stages: a paradigm in host-parasite interaction. Journal of immunology (Baltimore, Md. : 1950). 2001 Feb; 166(3):1945-50. doi: 10.4049/jimmunol.166.3.1945. [PMID: 11160243]