ホスホリボシルピロリン酸
WordNet
- a salt or ester of pyrophosphoric acid
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2017/04/06 10:01:45」(JST)
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"PRPP" redirects here. It is not to be confused with Pooled Retirement Pension Plan.
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Phosphoribosyl pyrophosphate
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Names |
Other names
5-phospho-alpha-D-ribose 1-diphosphate
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Identifiers |
CAS Number
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3D model (Jmol)
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ChEBI |
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ChemSpider |
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DrugBank |
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MeSH |
Phosphoribosyl+pyrophosphate |
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InChI
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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 Y
Key: PQGCEDQWHSBAJP-TXICZTDVSA-N Y
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InChI=1/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
Key: PQGCEDQWHSBAJP-TXICZTDVBW
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SMILES
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O=P(O[C@H]1O[C@@H]([C@@H](O)[C@H]1O)COP(=O)(O)O)(O)OP(=O)(O)O
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Properties |
Chemical formula
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C5H13O14P3 |
Molar mass |
390.07 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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N verify (what is YN ?) |
Infobox references |
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Phosphoribosyl pyrophosphate (PRPP) is a pentosephosphate.
It is formed from ribose 5-phosphate by the enzyme ribose-phosphate diphosphokinase.
It plays a role in transferring phospho-ribose groups in several reactions:
Enzyme |
Reactant |
Product |
adenine phosphoribosyltransferase |
adenine |
AMP |
hypoxanthine-guanine phosphoribosyltransferase |
guanine |
GMP |
hypoxanthine-guanine phosphoribosyltransferase |
hypoxanthine |
IMP |
orotate phosphoribosyltransferase |
orotate |
OMP |
uracil phosphoribosyltransferase |
uracil |
UMP |
In de novo generation of purines, the enzyme amidophosphoribosyltransferase acts upon PRPP to create phosphoribosylamine.
Increased PRPP
Increased levels of PRPP is characterized by the overproduction and accumulation of uric acid leading to hyperuricemia and hyperuricosuria. It is one of the causes of gout.
Increased levels of PRPP are present in Lesch-Nyhan Syndrome. Decreased levels of hypoxanthine guanine phosphoribosyl transferase (HGPRT) causes this accumulation, as PRPP is a substrate used by HGPRT during purine salvage.
See also
Nucleotide metabolic intermediates
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Purine metabolism |
Anabolism |
R5P→IMP: |
- R5P
- PRPP
- PRA
- GAR
- FGAR
- FGAM
- AIR
- CAIR
- SAICAR
- AICAR
- FAICAR
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IMP→AMP: |
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IMP→GMP: |
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Catabolism |
- Hypoxanthine
- Xanthine
- Uric acid
- 5-Hydroxyisourate
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Pyrimidine metabolism |
Anabolism |
- Carbamoyl phosphate
- Carbamoyl aspartic acid
- 4,5-Dihydroorotic acid
- Orotic acid
- Orotidine 5'-monophosphate
- Uridine monophosphate
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Catabolism |
uracil: |
- Dihydrouracil
- 3-Ureidopropionic acid
- β-Alanine
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thymine: |
- Dihydrothymine
- β-Ureidoisobutyric acid
- 3-Aminoisobutyric acid
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UpToDate Contents
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English Journal
- Differential expression of six chicken genes associated with fatness traits in a divergently selected broiler population.
- Wu X1, Zhang Q1, Xu S1, Jin P1, Luan P1, Li Y1, Cao Z1, Leng L1, Wang Y1, Wang S2.
- Molecular and cellular probes.Mol Cell Probes.2015 Dec 30. pii: S0890-8508(15)30052-9. doi: 10.1016/j.mcp.2015.12.003. [Epub ahead of print]
- A genome-wide association study has shown a number of chicken (Gallus gallus) single nucleotide polymorphism (SNP) markers to be significantly associated with abdominal fat content in Northeast Agricultural University (NEAU) broiler lines selected divergently for abdominal fat content (NEAUHLF). The
- PMID 26746358
- Novel drug targets for personalized precision medicine in relapsed/refractory diffuse large B-cell lymphoma: a comprehensive review.
- Camicia R1,2,3, Winkler HC1,4, Hassa PO5.
- Molecular cancer.Mol Cancer.2015 Dec 11;14(1):207. doi: 10.1186/s12943-015-0474-2.
- Diffuse large B-cell lymphoma (DLBCL) is a clinically heterogeneous lymphoid malignancy and the most common subtype of non-Hodgkin's lymphoma in adults, with one of the highest mortality rates in most developed areas of the world. More than half of DLBLC patients can be cured with standard R-CHOP re
- PMID 26654227
- xIP-MS: topological analysis of chromatin-associated protein complexes using single affinity purification.
- Makowski MM1, Willems E1, Jansen PW1, Vermeulen M2.
- Molecular & cellular proteomics : MCP.Mol Cell Proteomics.2015 Nov 11. pii: mcp.M115.053082. [Epub ahead of print]
- In recent years, cross-linking mass spectrometry (XL-MS) has proven to be a robust and effective method of interrogating macromolecular protein complex topologies at peptide resolution. Traditionally, XL-MS workflows have utilized homogenous complexes obtained through time-limiting reconstitution, t
- PMID 26560067
Japanese Journal
- Identification of Endogenous Surrogate Ligands for Human P2Y Receptors Through an In Silico Search
- gsk Disruption Leads to Guanosine Accumulation in Escherichia coli
- Bioscience, biotechnology, and biochemistry 65(5), 1230-1235, 2001-05-23
- NAID 110002680423
- Escherichia coliにおけるチアミン・ピリミジン部の嫌気条件下での窒素の起源
Related Links
- Phosphoribosyl pyrophosphate. From Wikipedia, the free encyclopedia. Jump to: navigation, search. "PRPP" redirects here. It is not to be confused with Pooled Retirement Pension Plan.
- Phosphoribosyl pyrophosphate (PRPP) is a pentosephosphate.It is formed from ribose 5-phosphate by the enzyme ribose-phosphate diphosphokinase.In de novo generation of purines, the enzyme amidophosphoribosyltransferase acts upon ...
★リンクテーブル★
[★]
- 英
- nucleotide
- 関
- ヌクレオチド
- 核酸塩基+糖+リン酸
- ヌクレオシドの糖の部分に1個以上のリン酸基がエステル結合した物質
生合成
-
- アミノプテリンが途中の合成系路を阻害する ← モノクローナル抗体の作成における選抜に利用される (関:HAT培地)
-
- thymidine kinase(TK)が触媒
- hupoxanthine guanine phosphoribosyl transferase(HGPRT)が関与
[★]
- 英
- phosphoribosylpyrophosphate,5-phosphoribosyl 1-pyrophosphate ,PRPP
- 同
- 5-ホスホリボシル1-ピロリン酸、ホスホリボシルピロリン酸 phosphoribosyl pyrophosphate、5-ホスホリボシル1-二リン酸 5-phosphoribosyl 1-diphosphate
[★]
ホスホリボシルピロリン酸合成酵素、ホスホリボシルピロリン酸シンテターゼ
- 関
- PRPP synthetase、ribose-phosphate pyrophosphokinase
[★]
ピロリン酸、二リン酸
- 関
- bisphosphate、diphosphate、diphosphoric acid、PPi