Phosphoribosyl pyrophosphate (BioDeep_00000001269)

 

Secondary id: BioDeep_00000415791

human metabolite Endogenous blood metabolite


代谢物信息卡片


[({[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]oxy}(hydroxy)phosphoryl)oxy]phosphonic acid

化学式: C5H13O14P3 (389.9518188)
中文名称: 磷酸核糖焦磷酸
谱图信息: 最多检出来源 Homo sapiens(blood) 0.12%

分子结构信息

SMILES: C(C1C(C(C(O1)OP(=O)(O)OP(=O)(O)O)O)O)OP(=O)(O)O
InChI: InChI=1S/C5H13O14P3/c6-3-2(1-16-20(8,9)10)17-5(4(3)7)18-22(14,15)19-21(11,12)13/h2-7H,1H2,(H,14,15)(H2,8,9,10)(H2,11,12,13)/t2-,3-,4-,5+/m1/s1

描述信息

Phosphoribosyl pyrophosphate, also known as PRPP or PRib-PP, belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups. Phosphoribosyl pyrophosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Phosphoribosyl pyrophosphate exists in all living species, ranging from bacteria to humans. Within humans, phosphoribosyl pyrophosphate participates in a number of enzymatic reactions. In particular, guanine and phosphoribosyl pyrophosphate can be biosynthesized from guanosine monophosphate through its interaction with the enzyme adenine phosphoribosyltransferase. In addition, guanine and phosphoribosyl pyrophosphate can be biosynthesized from guanosine monophosphate; which is catalyzed by the enzyme hypoxanthine-guanine phosphoribosyltransferase. In humans, phosphoribosyl pyrophosphate is involved in adenosine deaminase deficiency. Phosphoribosyl pyrophosphate is a pentosephosphate and it is the key substance in the biosynthesis of histidine, tryptophan, and purine and pyrimidine nucleotides. It is formed from ribose 5-phosphate by the enzyme ribose-phosphate diphosphokinase. It plays a role in transferring phosphate groups in several reactions.
Phosphoribosyl pyrophosphate (PRPP) is a pentosephosphate. The key substance in the biosynthesis of histidine, tryptophan, and purine and pyrimidine nucleotides.
COVID info from COVID-19 Disease Map
KEIO_ID P023
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
SARS-CoV
COVID19
SARS2
SARS

同义名列表

63 个代谢物同义名

[({[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]oxy}(hydroxy)phosphoryl)oxy]phosphonic acid; alpha-D-Ribofuranose 5-(dihydrogen phosphoric acid) 1-(trihydrogen diphosphoric acid); a-D-Ribofuranose 5-(dihydrogen phosphoric acid) 1-(trihydrogen diphosphoric acid); Α-D-ribofuranose 5-(dihydrogen phosphoric acid) 1-(trihydrogen diphosphoric acid); alpha-D-5-(Dihydrogen phosphate) 1-(trihydrogen pyrophosphate) ribofuranose; alpha-D-Ribofuranose, 5-(dihydrogen phosphate) 1-(trihydrogen diphosphate); alpha-D-Ribofuranose 5-(dihydrogen phosphate) 1-(trihydrogen diphosphate); a-D-5-(Dihydrogen phosphate) 1-(trihydrogen pyrophosphate) ribofuranose; a-D-Ribofuranose, 5-(dihydrogen phosphate) 1-(trihydrogen diphosphate); Α-D-ribofuranose 5-(dihydrogen phosphate) 1-(trihydrogen diphosphate); a-D-Ribofuranose 5-(dihydrogen phosphate) 1-(trihydrogen diphosphate); alpha-D-Ribofuranose 5-phosphate 1-pyrophosphate; a-D-Ribofuranose 5-phosphate 1-pyrophosphate; 5-Phospho-alpha-D-ribose 1-diphosphoric acid; 5-Phospho-a-D-ribose 1-diphosphoric acid; alpha-D-5-Phosphoribosyl 1-pyrophosphate; 5-Phospho-α-D-ribose 1-diphosphoric acid; 5-Phospho-alpha-D-ribosyl pyrophosphate; ALPHA-PHOSPHORIBOSYLPYROphosphORIC ACID; 5-Phospho-alpha-D-ribose-1-diphosphate; 5-Phosphoribosyl 1-pyrophosphoric acid; 5-Phosphorylribose 1-alpha-diphosphate; 5-Phosphoribosyl alpha-1-pyrophosphate; 5-Phospho-alpha-D-ribose 1-diphosphate; a-D-5-Phosphoribosyl 1-pyrophosphate; Α-D-5-phosphoribosyl 1-pyrophosphate; a-PHOSPHORIBOSYLPYROphosphoric acid; 5-Phospho-a-D-ribosyl pyrophosphate; 5-Phosphorylribosyl 1-pyrophosphate; Α-phosphoribosylpyrophosphoric acid; 5-Phospho-α-D-ribosyl pyrophosphate; 5-Phosphoribosyl diphosphoric acid; 5-Phosphoribosyl a-1-pyrophosphate; 5-Phosphoribosyl α-1-pyrophosphate; 5-Phospho-a-D-ribose 1-diphosphate; 5-Phosphorylribose 1-a-diphosphate; 5-Phosphorylribose 1-α-diphosphate; 5-Phosphorylribose 1-pyrophosphate; 5-Phospho-α-D-ribose 1-diphosphate; Phosphoribosyl pyrophosphoric acid; 5-Phospho-α-D-ribose-1-diphosphate; 5-Phospho-a-D-ribose-1-diphosphate; alpha-PHOSPHORIBOSYLPYROphosphate; Phosphoribosylpyrophosphoric acid; 5-Phosphoribosyl 1-pyrophosphate; 5-Phospho-D-ribose 1-diphosphate; 5-Phosphoribosyl-1-pyrophosphate; 5-Phosphoribose 1-pyrophosphate; 5-Phosphoribosyl pyrophosphate; Phosphoribosyl-1-pyrophosphate; 5-phosphoribosyl-1-diphosphate; 5-Phosphoribosyl 1-diphosphate; a-PHOSPHORIBOSYLPYROphosphate; Phosphoribosylpyrophosphorate; Α-phosphoribosylpyrophosphate; Pyrophosphate, phosphoribosyl; Phosphoribosyl-pyrophosphate; 5-Phosphoribosyl diphosphate; Phosphoribosyl pyrophosphate; Phosphoribosylpyrophosphate; PP-Ribose-p; PRib-PP; PRPP



数据库引用编号

25 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(1)

BioCyc(13)

PlantCyc(0)

代谢反应

950 个相关的代谢反应过程信息。

Reactome(43)

BioCyc(37)

WikiPathways(3)

Plant Reactome(714)

INOH(14)

PlantCyc(0)

COVID-19 Disease Map(1)

PathBank(137)

PharmGKB(1)

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

  • Eziuche A Ugbogu, Lilian M Schweizer, Michael Schweizer. Contribution of Model Organisms to Investigating the Far-Reaching Consequences of PRPP Metabolism on Human Health and Well-Being. Cells. 2022 06; 11(12):. doi: 10.3390/cells11121909. [PMID: 35741038]
  • Qianqian Tian, Wanbo Li, Jiacheng Li, Yao Xiao, Baolan Wu, Zhiyong Wang, Fang Han. Towards Understanding PRPS1 as a Molecular Player in Immune Response in Yellow Drum (Nibea albiflora). International journal of molecular sciences. 2022 Jun; 23(12):. doi: 10.3390/ijms23126475. [PMID: 35742917]
  • Piero L Ipata, Marcella Camici, Vanna Micheli, Maria G Tozz. Metabolic network of nucleosides in the brain. Current topics in medicinal chemistry. 2011; 11(8):909-22. doi: 10.2174/156802611795347555. [PMID: 21401502]
  • Beata A Wolucka. Biosynthesis of D-arabinose in mycobacteria - a novel bacterial pathway with implications for antimycobacterial therapy. The FEBS journal. 2008 Jun; 275(11):2691-711. doi: 10.1111/j.1742-4658.2008.06395.x. [PMID: 18422659]
  • Hairong Huang, Stefan Berg, John S Spencer, Danny Vereecke, Wim D'Haeze, Marcelle Holsters, Michael R McNeil. Identification of amino acids and domains required for catalytic activity of DPPR synthase, a cell wall biosynthetic enzyme of Mycobacterium tuberculosis. Microbiology (Reading, England). 2008 Mar; 154(Pt 3):736-743. doi: 10.1099/mic.0.2007/013532-0. [PMID: 18310020]
  • Hairong Huang, Michael S Scherman, Wim D'Haeze, Danny Vereecke, Marcelle Holsters, Dean C Crick, Michael R McNeil. Identification and active expression of the Mycobacterium tuberculosis gene encoding 5-phospho-{alpha}-d-ribose-1-diphosphate: decaprenyl-phosphate 5-phosphoribosyltransferase, the first enzyme committed to decaprenylphosphoryl-d-arabinose synthesis. The Journal of biological chemistry. 2005 Jul; 280(26):24539-43. doi: 10.1074/jbc.m504068200. [PMID: 15878857]
  • Frederic D Sigoillot, David R Evans, Hedeel I Guy. Growth-dependent regulation of mammalian pyrimidine biosynthesis by the protein kinase A and MAPK signaling cascades. The Journal of biological chemistry. 2002 May; 277(18):15745-51. doi: 10.1074/jbc.m201112200. [PMID: 11872754]
  • Roger Schneiter, Andrew T Carter, Yolanda Hernando, Günther Zellnig, Lilian M Schweizer, Michael Schweizer. The importance of the five phosphoribosyl-pyrophosphate synthetase (Prs) gene products of Saccharomyces cerevisiae in the maintenance of cell integrity and the subcellular localization of Prs1p. Microbiology (Reading, England). 2000 Dec; 146 Pt 12(?):3269-3278. doi: 10.1099/00221287-146-12-3269. [PMID: 11101685]
  • E Zoref-Shani, S Feinstein, Y Frishberg, Y Bromberg, O Sperling. Kelley-Seegmiller syndrome due to a unique variant of hypoxanthine-guanine phosphoribosyltransferase: reduced affinity for 5-phosphoribosyl-1-pyrophosphate manifested only at low, physiological substrate concentrations. Biochimica et biophysica acta. 2000 Feb; 1500(2):197-203. doi: 10.1016/s0925-4439(99)00103-9. [PMID: 10657589]
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  • K A Steer, M Sochor, S Kunjara, W Doepfner, P McLean. The effect of a somatostatin analogue (SMS 201-995, Sandostatin) on the concentration of phosphoribosyl pyrophosphate and the activity of the pentose phosphate pathway in the early renal hypertrophy of experimental diabetes in the rat. Biochemical medicine and metabolic biology. 1988 Apr; 39(2):226-33. doi: 10.1016/0885-4505(88)90080-1. [PMID: 2454125]
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