L-cysteinylglycine zwitterion (BioDeep_00000897262)
Main id: BioDeep_00000001313
代谢物信息卡片
化学式: C5H10N2O3S (178.0412)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C(C(C(=O)NCC(=O)[O-])[NH3+])S
InChI: InChI=1S/C5H10N2O3S/c6-3(2-11)5(10)7-1-4(8)9/h3,11H,1-2,6H2,(H,7,10)(H,8,9)/t3-/m0/s1
描述信息
The zwitterion of L-cysteinylglycine resulting from the transfer of a proton from the hydroxy group of glycine to the amino group of cysteine. Major microspecies at pH 7.3.
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同义名列表
1 个代谢物同义名
相关代谢途径
Reactome(5)
BioCyc(4)
代谢反应
76 个相关的代谢反应过程信息。
Reactome(70)
- Glutathione conjugation:
GSH + H2O ⟶ CysGly + L-Glu
- Metabolism:
3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-one-CoA + CoA-SH ⟶ choloyl-CoA + propionyl CoA
- Biological oxidations:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Phase II - Conjugation of compounds:
H2O + PNPB ⟶ BUT + PNP
- Glutathione conjugation:
GSH + H2O ⟶ CysGly + L-Glu
- Glutathione synthesis and recycling:
GSH + H2O ⟶ CysGly + L-Glu
- Metabolism:
3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-one-CoA + CoA-SH ⟶ choloyl-CoA + propionyl CoA
- Biological oxidations:
H+ + Oxygen + TPNH + aflatoxin B1 ⟶ AFXBO + H2O + TPN
- Phase II - Conjugation of compounds:
H2O + SAH ⟶ Ade-Rib + HCYS
- Phase II - Conjugation of compounds:
H2O + SAH ⟶ Ade-Rib + HCYS
- Glutathione synthesis and recycling:
GSH + H2O ⟶ CysGly + L-Glu
- Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Biological oxidations:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Phase II - Conjugation of compounds:
H2O + PNPB ⟶ BUT + PNP
- Glutathione conjugation:
GSH + H2O ⟶ CysGly + L-Glu
- Glutathione synthesis and recycling:
GSH + H2O ⟶ CysGly + L-Glu
- Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Biological oxidations:
CH3CHO + H2O + NAD ⟶ CH3COO- + H+ + NADH
- Glutathione conjugation:
GSH + H2O ⟶ CysGly + L-Glu
- Glutathione conjugation:
GSH + H2O ⟶ CysGly + L-Glu
- Glutathione synthesis and recycling:
GSH + H2O ⟶ CysGly + L-Glu
- Metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Biological oxidations:
H+ + Oxygen + TPNH + progesterone ⟶ 11DCORST + H2O + TPN
- Phase II - Conjugation of compounds:
H2O + PNPB ⟶ BUT + PNP
- Glutathione conjugation:
GSH + H2O ⟶ CysGly + L-Glu
- Glutathione synthesis and recycling:
GSH + H2O ⟶ CysGly + L-Glu
- Metabolism:
3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-one-CoA + CoA-SH ⟶ choloyl-CoA + propionyl CoA
- Biological oxidations:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Phase II - Conjugation of compounds:
H2O + PNPB ⟶ BUT + PNP
- Glutathione conjugation:
GSH + H2O ⟶ CysGly + L-Glu
- Glutathione synthesis and recycling:
GSH + H2O ⟶ CysGly + L-Glu
- Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Biological oxidations:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Phase II - Conjugation of compounds:
H2O + PNPB ⟶ BUT + PNP
- Glutathione conjugation:
GSH + H2O ⟶ CysGly + L-Glu
- Glutathione synthesis and recycling:
GSH + H2O ⟶ CysGly + L-Glu
- Metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Biological oxidations:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Phase II - Conjugation of compounds:
H2O + PNPB ⟶ BUT + PNP
- Glutathione conjugation:
GSH + H2O ⟶ CysGly + L-Glu
- Glutathione synthesis and recycling:
GSH + H2O ⟶ CysGly + L-Glu
- Metabolism:
CAR + propionyl CoA ⟶ CoA-SH + Propionylcarnitine
- Biological oxidations:
CH3CHO + H2O + NAD ⟶ CH3COO- + H+ + NADH
- Phase II - Conjugation of compounds:
H2O + SAH ⟶ Ade-Rib + HCYS
- Glutathione conjugation:
GSH + H2O ⟶ CysGly + L-Glu
- Glutathione synthesis and recycling:
GSH + H2O ⟶ CysGly + L-Glu
- Metabolism:
GAA + SAM ⟶ CRET + H+ + SAH
- Biological oxidations:
CH3CHO + H2O + NAD ⟶ CH3COO- + H+ + NADH
- Phase II - Conjugation of compounds:
H2O + SAH ⟶ Ade-Rib + HCYS
- Glutathione conjugation:
GSH + H2O ⟶ CysGly + L-Glu
- Glutathione synthesis and recycling:
GSH + H2O ⟶ CysGly + L-Glu
- Metabolism:
ATP + PROP-CoA + carbon dioxide ⟶ ADP + MEMA-CoA + Pi
- Biological oxidations:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Phase II - Conjugation of compounds:
PAPS + beta-estradiol ⟶ E2-SO4 + PAP
- Glutathione conjugation:
CysGly + H2O ⟶ Gly + L-Cys
- Glutathione synthesis and recycling:
CysGly + H2O ⟶ Gly + L-Cys
- Metabolism:
ATP + PROP-CoA + carbon dioxide ⟶ ADP + MEMA-CoA + Pi
- Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Biological oxidations:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Phase II - Conjugation of compounds:
H2O + PNPB ⟶ BUT + PNP
- Glutathione conjugation:
GSH + H2O ⟶ CysGly + L-Glu
- Glutathione synthesis and recycling:
GSH + H2O ⟶ CysGly + L-Glu
- Glutathione synthesis and recycling:
GSH + H2O ⟶ CysGly + L-Glu
- Biological oxidations:
H+ + Oxygen + TPNH + aflatoxin B1 ⟶ AFXBO + H2O + TPN
- Phase II - Conjugation of compounds:
H2O + SAH ⟶ Ade-Rib + HCYS
- Glutathione conjugation:
CysGly + H2O ⟶ Gly + L-Cys
- Glutathione synthesis and recycling:
CysGly + H2O ⟶ Gly + L-Cys
- Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Biological oxidations:
11DCORT + H+ + Oxygen + TPNH ⟶ CORT + H2O + TPN
- Phase II - Conjugation of compounds:
H2O + PNPB ⟶ BUT + PNP
BioCyc(5)
- glutathione degradation:
H2O + L-cysteinylglycine ⟶ cys + gly
- glutathione degradation (DUG pathway):
H2O + L-cysteinylglycine ⟶ cys + gly
- glutathione degradation (DUG pathway - yeast):
H2O + L-cysteinylglycine ⟶ cys + gly
- superpathway of glutathione metabolism (truncated γ-glutamyl cycle):
ATP + cys + glu ⟶ γ-L-glutamyl-L-cysteine + ADP + H+ + phosphate
- γ-glutamyl cycle:
ATP + cys + glu ⟶ γ-L-glutamyl-L-cysteine + ADP + H+ + phosphate
WikiPathways(0)
Plant Reactome(0)
INOH(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 |
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文献列表
- Zhenzhen Chen, Qian Shi, Weiqing Wang, Zhongyao Jiang, Guang-Lu Zhang, Lili Tong, Xiaoyan Mu, Bo Tang. Fabrication of a 'Selenium Signature' Chemical Probe-Modified Paper Substrate for Simultaneous and Efficient Determination of Biothiols by Paper Spray Mass Spectrometry.
Analytical chemistry.
2021 01; 93(3):1749-1756. doi:
10.1021/acs.analchem.0c04457
. [PMID: 33351590] - Evgeny Vladimirovich Kryukov, Alexander Vladimirovich Ivanov, Vladimir Olegovich Karpov, Valery Vasil'evich Alexandrin, Alexander Mikhaylovich Dygai, Maria Petrovna Kruglova, Gennady Ivanovich Kostiuchenko, Sergei Petrovich Kazakov, Aslan Amirkhanovich Kubatiev. Association of Low Molecular Weight Plasma Aminothiols with the Severity of Coronavirus Disease 2019.
Oxidative medicine and cellular longevity.
2021; 2021(?):9221693. doi:
10.1155/2021/9221693
. [PMID: 34557267] - Alessandra Vezzoli, Cinzia Dellanoce, Teresa Maria Caimi, Daniele Vietti, Michela Montorsi, Simona Mrakic-Sposta, Roberto Accinni. Influence of Dietary Supplementation for Hyperhomocysteinemia Treatments.
Nutrients.
2020 Jun; 12(7):. doi:
10.3390/nu12071957
. [PMID: 32630031] - Paulina Gątarek, Angelina Rosiak, Kamila Borowczyk, Rafał Głowacki, Joanna Kałużna-Czaplińska. Higher Levels of Low Molecular Weight Sulfur Compounds and Homocysteine Thiolactone in the Urine of Autistic Children.
Molecules (Basel, Switzerland).
2020 Feb; 25(4):. doi:
10.3390/molecules25040973
. [PMID: 32098164] - Kamila Borowczyk, Patrycja Olejarz, Grażyna Chwatko, Marcin Szylberg, Rafał Głowacki. A Simplified Method for Simultaneous Determination of α-Lipoic Acid and Low-Molecular-Mass Thiols in Human Plasma.
International journal of molecular sciences.
2020 Feb; 21(3):. doi:
10.3390/ijms21031049
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Oxidative medicine and cellular longevity.
2020; 2020(?):3562972. doi:
10.1155/2020/3562972
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International journal of cancer.
2019 04; 144(8):1929-1940. doi:
10.1002/ijc.31934
. [PMID: 30346061] - Andrea Forgacsova, Jaroslav Galba, Jana Mojzisova, Peter Mikus, Juraj Piestansky, Andrej Kovac. Ultra-high performance hydrophilic interaction liquid chromatography - Triple quadrupole tandem mass spectrometry method for determination of cysteine, homocysteine, cysteinyl-glycine and glutathione in rat plasma.
Journal of pharmaceutical and biomedical analysis.
2019 Feb; 164(?):442-451. doi:
10.1016/j.jpba.2018.10.053
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Clinical biochemistry.
2018 Jun; 56(?):33-40. doi:
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Neurological research.
2017 May; 39(5):381-386. doi:
10.1080/01616412.2017.1295520
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Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering.
2016 Sep; 51(11):962-73. doi:
10.1080/10934529.2016.1191816
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The American journal of clinical nutrition.
2016 Sep; 104(3):686-93. doi:
10.3945/ajcn.115.125799
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Clinical nutrition (Edinburgh, Scotland).
2016 08; 35(4):852-8. doi:
10.1016/j.clnu.2015.05.013
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World journal of pediatrics : WJP.
2016 Aug; 12(3):353-359. doi:
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Journal of neural transmission (Vienna, Austria : 1996).
2016 Apr; 123(4):401-6. doi:
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International journal of molecular sciences.
2014 Nov; 15(11):21202-14. doi:
10.3390/ijms151121202
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Journal of applied toxicology : JAT.
2014 Aug; 34(8):878-84. doi:
10.1002/jat.2906
. [PMID: 23836259] - Wenbing Zhang, Pingliang Li, Qianqian Geng, Yongheng Duan, Mingcheng Guo, Yongsong Cao. Simultaneous determination of glutathione, cysteine, homocysteine, and cysteinylglycine in biological fluids by ion-pairing high-performance liquid chromatography coupled with precolumn derivatization.
Journal of agricultural and food chemistry.
2014 Jun; 62(25):5845-52. doi:
10.1021/jf5014007
. [PMID: 24914733] - Thomas Müller, Siegfried Muhlack. Levodopa-related cysteinyl-glycine and cysteine reduction with and without catechol-O-methyltransferase inhibition in Parkinson's disease patients.
Journal of neural transmission (Vienna, Austria : 1996).
2014 Jun; 121(6):643-8. doi:
10.1007/s00702-013-1155-1
. [PMID: 24390153] - Terje Apeland, Hallvard Holdaas, Mohammad A Mansoor. Kidney donors and kidney transplants have abnormal aminothiol redox status, and are at increased risk of oxidative stress and reduced redox buffer capacity.
Clinical biochemistry.
2014 Apr; 47(6):378-82. doi:
10.1016/j.clinbiochem.2014.02.003
. [PMID: 24530370] - Kristýna Pimková, Leona Chrastinová, Jiří Suttnar, Jana Štikarová, Roman Kotlín, Jaroslav Čermák, Jan Evangelista Dyr. Plasma levels of aminothiols, nitrite, nitrate, and malondialdehyde in myelodysplastic syndromes in the context of clinical outcomes and as a consequence of iron overload.
Oxidative medicine and cellular longevity.
2014; 2014(?):416028. doi:
10.1155/2014/416028
. [PMID: 24669287] - A V Ivanov, A A Moskovtsev, E E Martynova, G D Savina, B P Luzyanin, A A Kubatiev. [Total aminothioles of rat plasma under intraperitoneal and subcutaneous introduction of homocysteine].
Patologicheskaia fiziologiia i eksperimental'naia terapiia.
2013 Oct; ?(4):41-5. doi:
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Prostaglandins, leukotrienes, and essential fatty acids.
2013 Oct; 89(5):297-303. doi:
10.1016/j.plefa.2013.09.007
. [PMID: 24120123] - Stefanie Platz, Carla Kühn, Sonja Schiess, Monika Schreiner, Inga Mewis, Margrit Kemper, Andreas Pfeiffer, Sascha Rohn. Determination of benzyl isothiocyanate metabolites in human plasma and urine by LC-ESI-MS/MS after ingestion of nasturtium (Tropaeolum majus L.).
Analytical and bioanalytical chemistry.
2013 Sep; 405(23):7427-36. doi:
10.1007/s00216-013-7176-7
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Journal of translational medicine.
2013 Apr; 11(?):99. doi:
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American journal of physiology. Renal physiology.
2013 Feb; 304(4):F403-9. doi:
10.1152/ajprenal.00412.2012
. [PMID: 23255614] - Magdalena Kędzierska, Rafał Głowacki, Urszula Czernek, Katarzyna Szydłowska-Pazera, Piotr Potemski, Janusz Piekarski, Arkadiusz Jeziorski, Beata Olas. Changes in plasma thiol levels induced by different phases of treatment in breast cancer; the role of commercial extract from black chokeberry.
Molecular and cellular biochemistry.
2013 Jan; 372(1-2):47-55. doi:
10.1007/s11010-012-1444-2
. [PMID: 22949034] - Arduino A Mangoni, Angelo Zinellu, Ciriaco Carru, John R Attia, Mark McEvoy. Transsulfuration pathway thiols and methylated arginines: the Hunter Community Study.
PloS one.
2013; 8(1):e54870. doi:
10.1371/journal.pone.0054870
. [PMID: 23365680] - Jonica Campolo, Renata De Maria, Caterina Mariotti, Chiara Tomasello, Marina Parolini, Marina Frontali, Domenico Inzitari, Raffaella Valenti, Antonio Federico, Franco Taroni, Oberdan Parodi. Is the oxidant/antioxidant status altered in CADASIL patients?.
PloS one.
2013; 8(6):e67077. doi:
10.1371/journal.pone.0067077
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Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2012 Dec; 911(?):15-20. doi:
10.1016/j.jchromb.2012.10.022
. [PMID: 23217300] - James C H Poon, P David Josephy. Hydrolysis of S-aryl-cysteinylglycine conjugates catalyzed by porcine kidney cortex membrane dipeptidase.
Xenobiotica; the fate of foreign compounds in biological systems.
2012 Dec; 42(12):1178-86. doi:
10.3109/00498254.2012.700427
. [PMID: 22742779] - Benedetta De Chiara, Valentina Sedda, Marina Parolini, Jonica Campolo, Renata De Maria, Raffaele Caruso, Gianluigi Pizzi, Olga Disoteo, Cinzia Dellanoce, Anna Rosa Corno, Giuliana Cighetti, Oberdan Parodi. Plasma total cysteine and cardiovascular risk burden: action and interaction.
TheScientificWorldJournal.
2012; 2012(?):303654. doi:
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. [PMID: 22593672] - Włodek Przemysław, Książek Piotr, Chwatko Grażyna, Kowalczyk-Pachel Danuta, Iciek Małgorzata, Marcykiewicz Bernadeta, Suliga Małgorzata, Smoleński Witold. Total, free, and protein-bound thiols in plasma of peritoneal dialysis and predialysis patients.
International urology and nephrology.
2011 Dec; 43(4):1201-9. doi:
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Journal of assisted reproduction and genetics.
2011 Sep; 28(9):863-8. doi:
10.1007/s10815-011-9606-9
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Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine.
2011 Aug; 31(8):1057-61. doi:
. [PMID: 21910334]
- Thomas Müller, Siegfried Muhlack. Cysteinyl-glycine reduction as marker for levodopa-induced oxidative stress in Parkinson's disease patients.
Movement disorders : official journal of the Movement Disorder Society.
2011 Feb; 26(3):543-6. doi:
10.1002/mds.23384
. [PMID: 21462263] - F H Hausheer, A R Parker, P N Petluru, K W Jair, S Chen, Q Huang, X Chen, P Y Ayala, D Shanmugarajah, H Kochat. Mechanistic study of BNP7787-mediated cisplatin nephroprotection: modulation of human aminopeptidase N.
Cancer chemotherapy and pharmacology.
2011 Feb; 67(2):381-91. doi:
10.1007/s00280-010-1333-x
. [PMID: 20440617] - Dagmar Drogan, Cornelia Weikert, Jutta Dierkes, Kerstin Klipstein-Grobusch, Brian Buijsse, Matthias Möhlig, Andreas F H Pfeiffer, Tobias Pischon, Joachim Spranger, Heiner Boeing. Plasma gamma-glutamyltransferase, cysteinyl-glycine, and oxidized low-density lipoprotein: a pathway associated with myocardial infarction risk?.
Arteriosclerosis, thrombosis, and vascular biology.
2010 Oct; 30(10):2053-8. doi:
10.1161/atvbaha.110.209346
. [PMID: 20671231] - 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] - Giorgio Cevasco, Anna Maria Piatek, Carlo Scapolla, Sergio Thea. An improved method for simultaneous analysis of aminothiols in human plasma by high-performance liquid chromatography with fluorescence detection.
Journal of chromatography. A.
2010 Apr; 1217(14):2158-62. doi:
10.1016/j.chroma.2010.02.012
. [PMID: 20181343] - 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] - Rafał Głowacki, Edward Bald. Fully automated method for simultaneous determination of total cysteine, cysteinylglycine, glutathione and homocysteine in plasma by HPLC with UV absorbance detection.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2009 Oct; 877(28):3400-4. doi:
10.1016/j.jchromb.2009.06.012
. [PMID: 19559659] - Krzysztof Kuśmierek, Edward Bald. Reversed-phase liquid chromatography method for the determination of total plasma thiols after derivatization with 1-benzyl-2-chloropyridinium bromide.
Biomedical chromatography : BMC.
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