Fucose 1-phosphate (BioDeep_00000004173)

 

Secondary id: BioDeep_00001869286

human metabolite Endogenous


代谢物信息卡片


{[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}phosphonic acid

化学式: C6H13O8P (244.0348028)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 1.97%

分子结构信息

SMILES: CC1C(C(C(C(O1)OP(=O)(O)O)O)O)O
InChI: InChI=1S/C6H13O8P/c1-2-3(7)4(8)5(9)6(13-2)14-15(10,11)12/h2-9H,1H3,(H2,10,11,12)/t2-,3+,4+,5-,6+/m0/s1

描述信息

Fucose 1-phosphate (CAS: 16562-58-6) belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphate group linked to the carbohydrate unit. Fucose 1-phosphate is an intermediate in the reversible synthesis of GDP-L-fucose catalyzed by the enzyme guanosine triphosphate fucose pyrophosphorylase (GFPP, EC 2.7.7.30). The reversible reaction is magnesium-dependent, although the enzyme is partially active when cobalt or manganese is substituted. The reaction is unusual in that, of the four canonical nucleoside triphosphates, only guanosine can be utilized efficiently to form a nucleotide-sugar. Free cytosolic fucose is phosphorylated by L-fucokinase (EC 2.7.1.52) to form fucose-1-phosphate in the salvage pathway of GDP-L-fucose (PMID: 16185085, 14686921).
Fucose-1-phosphate is an intermediate in the reversible synthesis of GDP-L-fucose, in a reaction catalyzed by the enzyme guanosine triphosphate fucose pyrophosphorylase (GFPP, E.C. 2.7.7.30) . The reversible reaction is magnesium-dependent, although the enzyme is partially active when cobalt or manganese is substituted. The reaction is unusual in that, of the four canonical nucleoside triphosphates, only guanosine can be utilized efficiently to form a nucleotide-sugar. Free cytosolic fucose is phosphorylated by L-fucokinase (EC 2.7.1.52) to form fucose-1-phosphate in the salvage pathway of GDP-L-fucose. (PMID: 16185085, 14686921) [HMDB]

同义名列表

25 个代谢物同义名

{[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}phosphonic acid; beta-L-Fucopyranosyl dicyclohexylammonium phosphate; 6-Deoxy-1-O-phosphono-beta-L-galactopyranose; 6-Deoxy-1-O-phosphono-b-L-galactopyranose; 6-Deoxy-1-O-phosphono-β-L-galactopyranose; L-Fucopyranose 1-(dihydrogen phosphate); 6-Deoxy-β-L-galactose 1-phosphate; 6-Deoxy-L-galactose 1-phosphoric acid; 6-Deoxy-L-galactose 1-phosphate; beta-L-Fucose 1-phosphoric acid; beta-L-Fucopyranosyl phosphate; Fucopyranosyl phosphoric acid; Β-L-fucose 1-phosphoric acid; b-L-Fucose 1-phosphoric acid; β-L-Fucose 1-phosphate; β-L-Fucopyranosyl phosphate; beta-L-Fucose 1-phosphate; Fucose 1-phosphoric acid; Fucopyranosyl phosphate; b-L-Fucose 1-phosphate; Β-L-fucose 1-phosphate; L-Fucose-1-phosphate; L-Fucose 1-phosphate; Fucose 1-phosphate; A11254



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(6)

BioCyc(0)

PlantCyc(0)

代谢反应

80 个相关的代谢反应过程信息。

Reactome(78)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(2)

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

  • Stephen Quirk, Katherine L Seley. Identification of catalytic amino acids in the human GTP fucose pyrophosphorylase active site. Biochemistry. 2005 Oct; 44(39):13172-8. doi: 10.1021/bi051288d. [PMID: 16185085]
  • Stephen Quirk, Katherine L Seley. Substrate discrimination by the human GTP fucose pyrophosphorylase. Biochemistry. 2005 Aug; 44(32):10854-63. doi: 10.1021/bi0503605. [PMID: 16086588]
  • I Pastuszak, C Ketchum, G Hermanson, E J Sjoberg, R Drake, A D Elbein. GDP-L-fucose pyrophosphorylase. Purification, cDNA cloning, and properties of the enzyme. The Journal of biological chemistry. 1998 Nov; 273(46):30165-74. doi: 10.1074/jbc.273.46.30165. [PMID: 9804772]
  • S H Park, I Pastuszak, R Drake, A D Elbein. Purification to apparent homogeneity and properties of pig kidney L-fucose kinase. The Journal of biological chemistry. 1998 Mar; 273(10):5685-91. doi: 10.1074/jbc.273.10.5685. [PMID: 9488699]
  • G C Douglas, J Hu, T L Thirkill, K Hovanes, M Fuller, B F King. Cyclohexylamine inhibits the adhesion of lymphocytic cells to human syncytiotrophoblast. Biochimica et biophysica acta. 1995 May; 1266(3):229-34. doi: 10.1016/0167-4889(95)00025-n. [PMID: 7766708]