L-L-Homoglutathione (BioDeep_00000005562)

 

Secondary id: BioDeep_00001869843

natural product human metabolite Endogenous


代谢物信息卡片


2-amino-4-[(Z)-{1-[(Z)-(2-carboxyethyl)-C-hydroxycarbonimidoyl]-2-sulfanylethyl}-C-hydroxycarbonimidoyl]butanoic acid

化学式: C11H19N3O6S (321.0994514)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 4.57%

分子结构信息

SMILES: C(CC(=O)NC(CS)C(=O)NCCC(=O)O)C(C(=O)O)N
InChI: InChI=1S/C11H19N3O6S/c12-6(11(19)20)1-2-8(15)14-7(5-21)10(18)13-4-3-9(16)17/h6-7,21H,1-5,12H2,(H,13,18)(H,14,15)(H,16,17)(H,19,20)

描述信息

L-l-homoglutathione is a member of the class of compounds known as hybrid peptides. Hybrid peptides are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond. L-l-homoglutathione is practically insoluble (in water) and a moderately acidic compound (based on its pKa). L-l-homoglutathione can be found in pulses, which makes L-l-homoglutathione a potential biomarker for the consumption of this food product.
L-L-Homoglutathione is found in pulses. L-L-Homoglutathione occurs in seeds of various legume

同义名列表

7 个代谢物同义名

2-amino-4-[(Z)-{1-[(Z)-(2-carboxyethyl)-C-hydroxycarbonimidoyl]-2-sulfanylethyl}-C-hydroxycarbonimidoyl]butanoic acid; 2-Amino-4-({1-[(2-carboxyethyl)-C-hydroxycarbonimidoyl]-2-sulphanylethyl}-C-hydroxycarbonimidoyl)butanoic acid; 2-Amino-4-({1-[(2-carboxyethyl)-C-hydroxycarbonimidoyl]-2-sulphanylethyl}-C-hydroxycarbonimidoyl)butanoate; 2-Amino-4-({1-[(2-carboxyethyl)-C-hydroxycarbonimidoyl]-2-sulfanylethyl}-C-hydroxycarbonimidoyl)butanoate; gamma-L-Glutamyl-L-cysteinyl-beta-alanine; L-L-Homoglutathione; Homoglutathione



数据库引用编号

17 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)

4 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

  • Hari B Krishnan, Bo Song, Nathan W Oehrle, Jeffrey C Cameron, Joseph M Jez. Impact of overexpression of cytosolic isoform of O-acetylserine sulfhydrylase on soybean nodulation and nodule metabolome. Scientific reports. 2018 02; 8(1):2367. doi: 10.1038/s41598-018-20919-8. [PMID: 29402985]
  • Agnieszka Hanaka, Małgorzata Wójcik, Sławomir Dresler, Magdalena Mroczek-Zdyrska, Waldemar Maksymiec. Does methyl jasmonate modify the oxidative stress response in Phaseolus coccineus treated with Cu?. Ecotoxicology and environmental safety. 2016 Feb; 124(?):480-488. doi: 10.1016/j.ecoenv.2015.11.024. [PMID: 26629660]
  • Louise Colville, Clara M Blanco Sáez, Gwilym P Lewis, Ilse Kranner. The distribution of glutathione and homoglutathione in leaf, root and seed tissue of 73 species across the three sub-families of the Leguminosae. Phytochemistry. 2015 Jul; 115(?):175-83. doi: 10.1016/j.phytochem.2015.01.011. [PMID: 25666129]
  • María Laura Flores-Cáceres, Sabrine Hattab, Sarra Hattab, Hamadi Boussetta, Mohammed Banni, Luis E Hernández. Specific mechanisms of tolerance to copper and cadmium are compromised by a limited concentration of glutathione in alfalfa plants. Plant science : an international journal of experimental plant biology. 2015 Apr; 233(?):165-173. doi: 10.1016/j.plantsci.2015.01.013. [PMID: 25711824]
  • María Verónica Pérez-Chaca, María Rodríguez-Serrano, Alicia S Molina, Hilda E Pedranzani, Fanny Zirulnik, Luisa M Sandalio, María C Romero-Puertas. Cadmium induces two waves of reactive oxygen species in Glycine max (L.) roots. Plant, cell & environment. 2014 Jul; 37(7):1672-87. doi: 10.1111/pce.12280. [PMID: 24433233]
  • Taras Pasternak, Han Asard, Geert Potters, Marcel A K Jansen. The thiol compounds glutathione and homoglutathione differentially affect cell development in alfalfa (Medicago sativa L.). Plant physiology and biochemistry : PPB. 2014 Jan; 74(?):16-23. doi: 10.1016/j.plaphy.2013.10.028. [PMID: 24246670]
  • Weiti Cui, Le Li, Zhaozhou Gao, Honghong Wu, Yanjie Xie, Wenbiao Shen. Haem oxygenase-1 is involved in salicylic acid-induced alleviation of oxidative stress due to cadmium stress in Medicago sativa. Journal of experimental botany. 2012 Sep; 63(15):5521-34. doi: 10.1093/jxb/ers201. [PMID: 22915740]
  • Fabien Baldacci-Cresp, Christine Chang, Mickaël Maucourt, Catherine Deborde, Julie Hopkins, Philippe Lecomte, Stéphane Bernillon, Renaud Brouquisse, Annick Moing, Pierre Abad, Didier Hérouart, Alain Puppo, Bruno Favery, Pierre Frendo. (Homo)glutathione deficiency impairs root-knot nematode development in Medicago truncatula. PLoS pathogens. 2012 Jan; 8(1):e1002471. doi: 10.1371/journal.ppat.1002471. [PMID: 22241996]
  • Sarra El Msehli, Annie Lambert, Fabien Baldacci-Cresp, Julie Hopkins, Eric Boncompagni, Samira Aschi Smiti, Didier Hérouart, Pierre Frendo. Crucial role of (homo)glutathione in nitrogen fixation in Medicago truncatula nodules. The New phytologist. 2011 Oct; 192(2):496-506. doi: 10.1111/j.1469-8137.2011.03810.x. [PMID: 21726232]
  • Hankuil Yi, Geoffrey E Ravilious, Ashley Galant, Hari B Krishnan, Joseph M Jez. From sulfur to homoglutathione: thiol metabolism in soybean. Amino acids. 2010 Oct; 39(4):963-78. doi: 10.1007/s00726-010-0572-9. [PMID: 20364282]
  • Chiara Pucciariello, Gilles Innocenti, Willem Van de Velde, Annie Lambert, Julie Hopkins, Mathilde Clément, Michel Ponchet, Nicolas Pauly, Sofie Goormachtig, Marcelle Holsters, Alain Puppo, Pierre Frendo. (Homo)glutathione depletion modulates host gene expression during the symbiotic interaction between Medicago truncatula and Sinorhizobium meliloti. Plant physiology. 2009 Nov; 151(3):1186-96. doi: 10.1104/pp.109.142034. [PMID: 19587096]
  • Juan Sobrino-Plata, Cristina Ortega-Villasante, M Laura Flores-Cáceres, Carolina Escobar, Francisca F Del Campo, Luis E Hernández. Differential alterations of antioxidant defenses as bioindicators of mercury and cadmium toxicity in alfalfa. Chemosphere. 2009 Nov; 77(7):946-54. doi: 10.1016/j.chemosphere.2009.08.007. [PMID: 19732935]
  • Jorge Loscos, Manuel A Matamoros, Manuel Becana. Ascorbate and homoglutathione metabolism in common bean nodules under stress conditions and during natural senescence. Plant physiology. 2008 Mar; 146(3):1282-92. doi: 10.1104/pp.107.114066. [PMID: 18218966]
  • Rubén Rellán-Alvarez, Luis E Hernández, Javier Abadía, Ana Alvarez-Fernández. Direct and simultaneous determination of reduced and oxidized glutathione and homoglutathione by liquid chromatography-electrospray/mass spectrometry in plant tissue extracts. Analytical biochemistry. 2006 Sep; 356(2):254-64. doi: 10.1016/j.ab.2006.05.032. [PMID: 16828049]
  • Facundo Rivera-Becerril, Diederik van Tuinen, Fabrice Martin-Laurent, Ashraf Metwally, Karl-Josef Dietz, Silvio Gianinazzi, Vivienne Gianinazzi-Pearson. Molecular changes in Pisum sativum L. roots during arbuscular mycorrhiza buffering of cadmium stress. Mycorrhiza. 2005 Dec; 16(1):51-60. doi: 10.1007/s00572-005-0016-7. [PMID: 16136340]
  • Akifumi Sugiyama, Jiro Sekiya. Homoglutathione confers tolerance to acifluorfen in transgenic tobacco plants expressing soybean homoglutathione synthetase. Plant & cell physiology. 2005 Aug; 46(8):1428-32. doi: 10.1093/pcp/pci143. [PMID: 15937325]
  • Pierre Frendo, Judith Harrison, Christel Norman, María Jesús Hernández Jiménez, Ghislaine Van de Sype, Alain Gilabert, Alain Puppo. Glutathione and homoglutathione play a critical role in the nodulation process of Medicago truncatula. Molecular plant-microbe interactions : MPMI. 2005 Mar; 18(3):254-9. doi: 10.1094/mpmi-18-0254. [PMID: 15782639]
  • Dharmendra K Gupta, Hiroshi Tohoyama, Masanori Joho, Masahiro Inouhe. Changes in the levels of phytochelatins and related metal-binding peptides in chickpea seedlings exposed to arsenic and different heavy metal ions. Journal of plant research. 2004 Jun; 117(3):253-6. doi: 10.1007/s10265-004-0152-8. [PMID: 15098099]
  • Manuel A Matamoros, David A Dalton, Javier Ramos, Maria R Clemente, Maria C Rubio, Manuel Becana. Biochemistry and molecular biology of antioxidants in the rhizobia-legume symbiosis. Plant physiology. 2003 Oct; 133(2):499-509. doi: 10.1104/pp.103.025619. [PMID: 14555779]
  • Lila Ferrat, Mauricette Gnassia-Barelli, Christine Pergent-Martini, Michèle Roméo. Mercury and non-protein thiol compounds in the seagrass Posidonia oceanica. Comparative biochemistry and physiology. Toxicology & pharmacology : CBP. 2003 Jan; 134(1):147-55. doi: 10.1016/s1532-0456(02)00220-x. [PMID: 12524027]
  • I Iturbe-Ormaetxe, M A Matamoros, M C Rubio, D A Dalton, M Becana. The antioxidants of legume nodule mitochondria. Molecular plant-microbe interactions : MPMI. 2001 Oct; 14(10):1189-96. doi: 10.1094/mpmi.2001.14.10.1189. [PMID: 11605958]
  • M Oven, K Raith, R H Neubert, T M Kutchan, M H Zenk. Homo-phytochelatins are synthesized in response to cadmium in azuki beans. Plant physiology. 2001 Jul; 126(3):1275-80. doi: 10.1104/pp.126.3.1275. [PMID: 11457978]
  • M A Matamoros, J F Moran, I Iturbe-Ormaetxe, M C Rubio, M Becana. Glutathione and homoglutathione synthesis in legume root nodules. Plant physiology. 1999 Nov; 121(3):879-88. doi: 10.1104/pp.121.3.879. [PMID: 10557236]