O-Phosphohomoserine (BioDeep_00000004573)

 

Secondary id: BioDeep_00001869252

human metabolite Endogenous natural product


代谢物信息卡片


L-2-amino-4-Hydroxy-butyric acid dihydrogen phosphate (ester)

化学式: C4H10NO6P (199.024573)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 2.26%

分子结构信息

SMILES: C(COP(=O)(O)O)C(C(=O)O)N
InChI: InChI=1S/C4H10NO6P/c5-3(4(6)7)1-2-11-12(8,9)10/h3H,1-2,5H2,(H,6,7)(H2,8,9,10)/t3-/m0/s1

描述信息

O-phosphohomoserine is a naturally occurring analogue of phosphonate amino acids. O-phosphohomoserine has been found in trace amounts in shotgun-metabolomics analysis in mouse tissue extracts, and is the substrate of a threonine analog enzyme in murine species. O-phosphohomoserine, an analogue of the excitatory amino acid antagonist 2-amino-phosphonovalerate is an N-methyl-D-aspartate (NMDA) antagonist. (PMID: 3528930, 17034760, 17665876) [HMDB]
O-phosphohomoserine is a naturally occurring analogue of phosphonate amino acids. O-phosphohomoserine has been found in trace amounts in shotgun-metabolomics analysis in mouse tissue extracts, and is the substrate of a threonine analog enzyme in murine species. O-phosphohomoserine, an analogue of the excitatory amino acid antagonist 2-amino-phosphonovalerate is an N-methyl-D-aspartate (NMDA) antagonist. (PMID: 3528930, 17034760, 17665876).

同义名列表

13 个代谢物同义名

L-2-amino-4-Hydroxy-butyric acid dihydrogen phosphate (ester); L-Homoserine, dihydrogen phosphoric acid (ester); (2S)-2-amino-4-(phosphonooxy)butanoic acid; L-Homoserine, dihydrogen phosphate (ester); 2-amino-4-Hydroxy-butyric acid phosphate; O-Phosphohomoserine, (DL)-isomer; Homoserine phosphoric acid; O-Phosphoryl-L-homoserine; O-phospho-L-Homoserine; O-Phosphorylhomoserine; O-phospho-Homoserine; Homoserine phosphate; O-Phosphohomoserine



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(6)

PlantCyc(0)

代谢反应

412 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(9)

WikiPathways(1)

Plant Reactome(395)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(7)

PharmGKB(0)

22 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

  • J Rinder, A P Casazza, R Hoefgen, H Hesse. Regulation of aspartate-derived amino acid homeostasis in potato plants (Solanum tuberosum L.) by expression of E. coli homoserine kinase. Amino acids. 2008 Feb; 34(2):213-22. doi: 10.1007/s00726-007-0504-5. [PMID: 17624493]
  • Tal Avraham, Rachel Amir. The expression level of threonine synthase and cystathionine-gamma-synthase is influenced by the level of both threonine and methionine in Arabidopsis plants. Transgenic research. 2005 Jun; 14(3):299-311. doi: 10.1007/s11248-005-0273-4. [PMID: 16145838]
  • Minsang Lee, Melinda N Martin, Andre' O Hudson, Jiyeon Lee, Michael J Muhitch, Thomas Leustek. Methionine and threonine synthesis are limited by homoserine availability and not the activity of homoserine kinase in Arabidopsis thaliana. The Plant journal : for cell and molecular biology. 2005 Mar; 41(5):685-96. doi: 10.1111/j.1365-313x.2004.02329.x. [PMID: 15703056]
  • Robert H White. The biosynthesis of cysteine and homocysteine in Methanococcus jannaschii. Biochimica et biophysica acta. 2003 Dec; 1624(1-3):46-53. doi: 10.1016/j.bbagen.2003.09.005. [PMID: 14642812]
  • Y Hacham, U Gophna, R Amir. In vivo analysis of various substrates utilized by cystathionine gamma-synthase and O-acetylhomoserine sulfhydrylase in methionine biosynthesis. Molecular biology and evolution. 2003 Sep; 20(9):1513-20. doi: 10.1093/molbev/msg169. [PMID: 12832650]
  • Oliver Kreft, Rainer Hoefgen, Holger Hesse. Functional analysis of cystathionine gamma-synthase in genetically engineered potato plants. Plant physiology. 2003 Apr; 131(4):1843-54. doi: 10.1104/pp.102.015933. [PMID: 12692344]
  • Albrecht Messerschmidt, Michael Worbs, Clemens Steegborn, Markus C Wahl, Robert Huber, Bernd Laber, Tim Clausen. Determinants of enzymatic specificity in the Cys-Met-metabolism PLP-dependent enzymes family: crystal structure of cystathionine gamma-lyase from yeast and intrafamiliar structure comparison. Biological chemistry. 2003 Mar; 384(3):373-86. doi: 10.1515/bc.2003.043. [PMID: 12715888]
  • Rachel Amir, Yael Hacham, Gad Galili. Cystathionine gamma-synthase and threonine synthase operate in concert to regulate carbon flow towards methionine in plants. Trends in plant science. 2002 Apr; 7(4):153-6. doi: 10.1016/s1360-1385(02)02227-6. [PMID: 11950610]
  • M Zeh, A P Casazza, O Kreft, U Roessner, K Bieberich, L Willmitzer, R Hoefgen, H Hesse. Antisense inhibition of threonine synthase leads to high methionine content in transgenic potato plants. Plant physiology. 2001 Nov; 127(3):792-802. doi: 10.1104/pp.010438. [PMID: 11706163]
  • M Lee, T Leustek. Identification of the gene encoding homoserine kinase from Arabidopsis thaliana and characterization of the recombinant enzyme derived from the gene. Archives of biochemistry and biophysics. 1999 Dec; 372(1):135-42. doi: 10.1006/abbi.1999.1481. [PMID: 10562426]
  • C Steegborn, A Messerschmidt, B Laber, W Streber, R Huber, T Clausen. The crystal structure of cystathionine gamma-synthase from Nicotiana tabacum reveals its substrate and reaction specificity. Journal of molecular biology. 1999 Jul; 290(5):983-96. doi: 10.1006/jmbi.1999.2935. [PMID: 10438597]
  • G Curien, D Job, R Douce, R Dumas. Allosteric activation of Arabidopsis threonine synthase by S-adenosylmethionine. Biochemistry. 1998 Sep; 37(38):13212-21. doi: 10.1021/bi980068f. [PMID: 9748328]
  • S Ravanel, M Droux, R Douce. Methionine biosynthesis in higher plants. I. Purification and characterization of cystathionine gamma-synthase from spinach chloroplasts. Archives of biochemistry and biophysics. 1995 Jan; 316(1):572-84. doi: 10.1006/abbi.1995.1077. [PMID: 7840669]
  • F S Sjöstrand, M Kreman. Freeze-fracture analysis of structure of plasma membrane of photoreceptor cell outer segments. Journal of ultrastructure research. 1979 Mar; 66(3):254-75. doi: 10.1016/s0022-5320(79)90123-0. [PMID: 439193]
  • M Sano. Subcellular localizations of guanylate cyclase and 3',5'-cyclic nucleotide phosphodiesterase in sea urchin sperm. Biochimica et biophysica acta. 1976 Apr; 428(2):525-31. doi: 10.1016/0304-4165(76)90061-1. [PMID: 6049]
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