Record Information
Version 1.0
Update Date 1/22/2018 12:54:54 PM
Metabolite IDPAMDB000115
Identification
Name: Phosphoribosyl pyrophosphate
Description:Phosphoribosyl pyrophosphate (PRPP) is a pentosephosphate. 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. (Wikipedia)
Structure
Thumb
Synonyms:
  • α-D-5-P-RibosylPP
  • α-D-5-phosphoribosylPP
  • 5-phospho-a-D-Ribose 1-diphosphate
  • 5-phospho-a-D-Ribose 1-diphosphoric acid
  • 5-Phospho-a-D-ribose-1-diphosphate
  • 5-phospho-a-D-Ribose-1-diphosphoric acid
  • 5-Phospho-a-D-ribosyl pyrophosphate
  • 5-phospho-a-D-Ribosyl pyrophosphoric acid
  • 5-phospho-a-D-Riobse 1-diphosphate
  • 5-phospho-a-D-Riobse 1-diphosphoric acid
  • 5-phospho-a-delta-Ribose 1-diphosphate
  • 5-phospho-a-delta-Ribose 1-diphosphoric acid
  • 5-phospho-a-delta-Ribose-1-diphosphate
  • 5-phospho-a-delta-Ribose-1-diphosphoric acid
  • 5-phospho-a-delta-Ribosyl pyrophosphate
  • 5-phospho-a-delta-Ribosyl pyrophosphoric acid
  • 5-phospho-a-δ-Ribose 1-diphosphate
  • 5-phospho-a-δ-Ribose 1-diphosphoric acid
  • 5-phospho-a-δ-Ribose-1-diphosphate
  • 5-phospho-a-δ-Ribose-1-diphosphoric acid
  • 5-phospho-a-δ-Ribosyl pyrophosphate
  • 5-phospho-a-δ-Ribosyl pyrophosphoric acid
  • 5-Phospho-alpha-D-ribose 1-diphosphate
  • 5-phospho-alpha-D-Ribose 1-diphosphoric acid
  • 5-Phospho-alpha-D-ribose-1-diphosphate
  • 5-phospho-alpha-D-Ribose-1-diphosphoric acid
  • 5-Phospho-alpha-D-ribosyl pyrophosphate
  • 5-phospho-alpha-D-Ribosyl pyrophosphoric acid
  • 5-Phospho-alpha-D-riobse 1-diphosphate
  • 5-phospho-alpha-D-Riobse 1-diphosphoric acid
  • 5-Phospho-alpha-delta-ribose 1-diphosphate
  • 5-phospho-alpha-delta-Ribose 1-diphosphoric acid
  • 5-Phospho-alpha-delta-ribose-1-diphosphate
  • 5-phospho-alpha-delta-Ribose-1-diphosphoric acid
  • 5-Phospho-alpha-delta-ribosyl pyrophosphate
  • 5-phospho-alpha-delta-Ribosyl pyrophosphoric acid
  • 5-Phospho-ribosyl-pyrophosphate
  • 5-phospho-Ribosyl-pyrophosphoric acid
  • 5-phospho-α-D-Ribose 1-diphosphate
  • 5-phospho-α-D-Ribose 1-diphosphoric acid
  • 5-phospho-α-D-Ribose-1-diphosphate
  • 5-phospho-α-D-Ribose-1-diphosphoric acid
  • 5-phospho-α-D-Ribosyl pyrophosphate
  • 5-phospho-α-D-Ribosyl pyrophosphoric acid
  • 5-phospho-α-D-Riobse 1-diphosphate
  • 5-phospho-α-D-Riobse 1-diphosphoric acid
  • 5-phospho-α-δ-Ribose 1-diphosphate
  • 5-phospho-α-δ-Ribose 1-diphosphoric acid
  • 5-phospho-α-δ-Ribose-1-diphosphate
  • 5-phospho-α-δ-Ribose-1-diphosphoric acid
  • 5-phospho-α-δ-Ribosyl pyrophosphate
  • 5-phospho-α-δ-Ribosyl pyrophosphoric acid
  • 5-Phosphoribose 1-pyrophosphate
  • 5-Phosphoribose 1-pyrophosphoric acid
  • 5-Phosphoribosyl 1-diphosphate
  • 5-Phosphoribosyl 1-diphosphoric acid
  • 5-Phosphoribosyl 1-pyrophosphate
  • 5-Phosphoribosyl 1-pyrophosphoric acid
  • 5-Phosphoribosyl a-1-pyrophosphate
  • 5-Phosphoribosyl a-1-pyrophosphoric acid
  • 5-Phosphoribosyl diphosphate
  • 5-Phosphoribosyl diphosphoric acid
  • 5-Phosphoribosyl-1-PP
  • 5-Phosphoribosyl-1-pyrophosphate
  • 5-Phosphoribosyl-1-pyrophosphoric acid
  • 5-Phosphoribosyl-PP
  • 5-Phosphoribosylpyrophosphate
  • 5-Phosphoribosylpyrophosphoric acid
  • 5-Phosphorylribose 1-a-diphosphate
  • 5-Phosphorylribose 1-a-diphosphoric acid
  • 5-Phosphorylribose 1-alpha-diphosphate
  • 5-Phosphorylribose 1-alpha-diphosphoric acid
  • 5-Phosphorylribose 1-pyrophosphate
  • 5-Phosphorylribose 1-pyrophosphoric acid
  • 5-Phosphorylribose 1-α-diphosphate
  • 5-Phosphorylribose 1-α-diphosphoric acid
  • 5-Phosphorylribosyl 1-pyrophosphate
  • 5-Phosphorylribosyl 1-pyrophosphoric acid
  • A-D-5-(Dihydrogen phosphate) 1-(trihydrogen pyrophosphate) Ribofuranose
  • a-D-5-(Dihydrogen phosphoric acid) 1-(trihydrogen pyrophosphoric acid) ribofuranose
  • a-D-5-P-RibosylPP
  • A-D-5-Phosphoribosyl 1-pyrophosphate
  • a-D-5-Phosphoribosyl 1-pyrophosphoric acid
  • a-D-5-PhosphoribosylPP
  • A-D-Ribofuranose 5-phosphate 1-pyrophosphate
  • a-D-Ribofuranose 5-phosphoric acid 1-pyrophosphoric acid
  • A-D-Ribofuranose, 5-(dihydrogen phosphate) 1-(trihydrogen diphosphate)
  • a-D-Ribofuranose, 5-(dihydrogen phosphoric acid) 1-(trihydrogen diphosphoric acid)
  • a-delta-5-(Dihydrogen phosphate) 1-(trihydrogen pyrophosphate) ribofuranose
  • a-delta-5-(Dihydrogen phosphoric acid) 1-(trihydrogen pyrophosphoric acid) ribofuranose
  • a-delta-5-Phosphoribosyl 1-pyrophosphate
  • a-delta-5-Phosphoribosyl 1-pyrophosphoric acid
  • a-delta-Ribofuranose 5-phosphate 1-pyrophosphate
  • a-delta-Ribofuranose 5-phosphoric acid 1-pyrophosphoric acid
  • a-δ-5-(Dihydrogen phosphate) 1-(trihydrogen pyrophosphate) ribofuranose
  • a-δ-5-(Dihydrogen phosphoric acid) 1-(trihydrogen pyrophosphoric acid) ribofuranose
  • a-δ-5-Phosphoribosyl 1-pyrophosphate
  • a-δ-5-Phosphoribosyl 1-pyrophosphoric acid
  • a-δ-Ribofuranose 5-phosphate 1-pyrophosphate
  • a-δ-Ribofuranose 5-phosphoric acid 1-pyrophosphoric acid
  • Alpha-D-5-(Dihydrogen phosphate) 1-(trihydrogen pyrophosphate) Ribofuranose
  • alpha-D-5-(Dihydrogen phosphoric acid) 1-(trihydrogen pyrophosphoric acid) ribofuranose
  • Alpha-D-5-P-RibosylPP
  • Alpha-D-5-Phosphoribosyl 1-pyrophosphate
  • alpha-D-5-Phosphoribosyl 1-pyrophosphoric acid
  • Alpha-D-5-PhosphoribosylPP
  • Alpha-D-Ribofuranose 5-phosphate 1-pyrophosphate
  • alpha-D-Ribofuranose 5-phosphoric acid 1-pyrophosphoric acid
  • Alpha-D-Ribofuranose, 5-(dihydrogen phosphate) 1-(trihydrogen diphosphate)
  • alpha-D-Ribofuranose, 5-(dihydrogen phosphoric acid) 1-(trihydrogen diphosphoric acid)
  • Alpha-delta-5-(Dihydrogen phosphate) 1-(trihydrogen pyrophosphate) Ribofuranose
  • alpha-delta-5-(Dihydrogen phosphoric acid) 1-(trihydrogen pyrophosphoric acid) ribofuranose
  • Alpha-delta-5-Phosphoribosyl 1-pyrophosphate
  • alpha-delta-5-Phosphoribosyl 1-pyrophosphoric acid
  • Alpha-delta-Ribofuranose 5-phosphate 1-pyrophosphate
  • alpha-delta-Ribofuranose 5-phosphoric acid 1-pyrophosphoric acid
  • Phosphoribosyl pyrophosphate
  • Phosphoribosyl pyrophosphoric acid
  • Phosphoribosyl-1-pyrophosphate
  • Phosphoribosyl-1-pyrophosphoric acid
  • Phosphoribosyl-pyrophosphate
  • Phosphoribosyl-pyrophosphoric acid
  • Phosphoribosylpyrophosphate
  • Phosphoribosylpyrophosphorate
  • Phosphoribosylpyrophosphoric acid
  • PP-Ribose-P
  • PRib-PP
  • PRPP
  • α-D-5-(Dihydrogen phosphate) 1-(trihydrogen pyrophosphate) ribofuranose
  • α-D-5-(Dihydrogen phosphoric acid) 1-(trihydrogen pyrophosphoric acid) ribofuranose
  • α-D-5-P-RibosylPP
  • α-D-5-Phosphoribosyl 1-pyrophosphate
  • α-D-5-Phosphoribosyl 1-pyrophosphoric acid
  • α-D-5-PhosphoribosylPP
  • α-D-Ribofuranose 5-phosphate 1-pyrophosphate
  • α-D-Ribofuranose 5-phosphoric acid 1-pyrophosphoric acid
  • α-D-Ribofuranose, 5-(dihydrogen phosphate) 1-(trihydrogen diphosphate)
  • α-D-Ribofuranose, 5-(dihydrogen phosphoric acid) 1-(trihydrogen diphosphoric acid)
  • α-δ-5-(Dihydrogen phosphate) 1-(trihydrogen pyrophosphate) ribofuranose
  • α-δ-5-(Dihydrogen phosphoric acid) 1-(trihydrogen pyrophosphoric acid) ribofuranose
  • α-δ-5-Phosphoribosyl 1-pyrophosphate
  • α-δ-5-Phosphoribosyl 1-pyrophosphoric acid
  • α-δ-Ribofuranose 5-phosphate 1-pyrophosphate
  • α-δ-Ribofuranose 5-phosphoric acid 1-pyrophosphoric acid
Chemical Formula: C5H13O14P3
Average Molecular Weight: 390.0696
Monoisotopic Molecular Weight: 389.95181466
InChI Key: PQGCEDQWHSBAJP-TXICZTDVSA-N
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
CAS number: 7540-64-9
IUPAC Name:[({[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]oxy}(hydroxy)phosphoryl)oxy]phosphonic acid
Traditional IUPAC Name: phosphoribosylpyrophosphate
SMILES:O[C@H]1[C@@H](O)[C@@H](O[P@](O)(=O)OP(O)(O)=O)O[C@@H]1COP(O)(O)=O
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit.
Kingdom Organic compounds
Super ClassOrganooxygen compounds
Class Carbohydrates and carbohydrate conjugates
Sub ClassMonosaccharides
Direct Parent Monosaccharide phosphates
Alternative Parents
Substituents
  • Organic pyrophosphate
  • Monosaccharide phosphate
  • Monoalkyl phosphate
  • Alkyl phosphate
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Organic phosphate
  • Oxolane
  • Secondary alcohol
  • 1,2-diol
  • Oxacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular Framework Aliphatic heteromonocyclic compounds
External Descriptors
Physical Properties
State: Solid
Charge:-4
Melting point: Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility11.6 mg/mLALOGPS
logP-0.74ALOGPS
logP-3ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)1.09ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge-4ChemAxon
Hydrogen Acceptor Count11ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area229.74 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity62.58 m3·mol-1ChemAxon
Polarizability27.45 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Cytoplasm
Reactions:
AICAR + Pyrophosphate <> 5-Amino-4-imidazolecarboxyamide + Phosphoribosyl pyrophosphate
6-Mercaptopurine + Phosphoribosyl pyrophosphate <> 6-Thioinosine-5'-monophosphate + Pyrophosphate
6-Methylmercaptopurine + Phosphoribosyl pyrophosphate <> 6-Methylthiopurine 5'-monophosphate ribonucleotide + Pyrophosphate
Thioguanine + Phosphoribosyl pyrophosphate <> 6-Thioguanosine monophosphate + Pyrophosphate
Nicotinamide ribotide + Pyrophosphate < Hydrogen ion + Nicotinic acid + Phosphoribosyl pyrophosphate
5-Phosphoribosylamine + Pyrophosphate + L-Glutamate < Phosphoribosyl pyrophosphate + L-Glutamine + Water
Adenosine triphosphate + D-Ribose-5-phosphate <> Hydrogen ion + Phosphoribosyl pyrophosphate + Adenosine monophosphate
N-(5-Phospho-D-ribosyl)anthranilate + Pyrophosphate < 2-Aminobenzoic acid + Phosphoribosyl pyrophosphate
Nicotinamide ribotide + Pyrophosphate > Nicotinic acid + Phosphoribosyl pyrophosphate
Phosphoribosyl pyrophosphate + Hydrogen ion > Pyrophosphate + Phosphoribosyl-ATP + Phosphoribosyl-ATP
2-Aminobenzoic acid + Phosphoribosyl pyrophosphate > Pyrophosphate + N-(5-phosphoribosyl)-anthranilate + N-(5-phosphoribosyl)-anthranilate
Quinolinic acid + Hydrogen ion + Phosphoribosyl pyrophosphate > Carbon dioxide + Pyrophosphate + nicotinate beta-D-ribonucleotide + Nicotinamide ribotide
Nicotinic acid + Water + Adenosine triphosphate + Phosphoribosyl pyrophosphate > Phosphate + Adenosine diphosphate + Pyrophosphate + nicotinate beta-D-ribonucleotide + ADP + Nicotinamide ribotide
Ribose 1,5-bisphosphate + Adenosine triphosphate + Ribose 1,5-bisphosphate > Adenosine diphosphate + Phosphoribosyl pyrophosphate + ADP
Phosphoribosyl pyrophosphate + Water + L-Glutamine > 5-Phosphoribosylamine + L-Glutamic acid + Pyrophosphate + 5-Phosphoribosylamine + L-Glutamate
Orotic acid + Phosphoribosyl pyrophosphate > Pyrophosphate + Orotidylic acid
More...

Pathways:
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-MSNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01tc-2934000000-e0fcfd13254fd3781439View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03dm-6593000000-b295e74d43b0dc625e47View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01r2-7920000000-a021603f22f19c083511View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0509000000-54231bd8f000ab2dd4a0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9301000000-447b996f7510c6ae354bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-54f70df2270a3e4f67d2View in MoNA
References
References:
  • Becker MA, Losman MJ, Itkin P, Simkin PA: Gout with superactive phosphoribosylpyrophosphate synthetase due to increased enzyme catalytic rate. J Lab Clin Med. 1982 Apr;99(4):495-511. Pubmed: 6174658
  • Bennett, B. D., Kimball, E. H., Gao, M., Osterhout, R., Van Dien, S. J., Rabinowitz, J. D. (2009). "Absolute metabolite concentrations and implied enzyme active site occupancy in Escherichia coli." Nat Chem Biol 5:593-599. Pubmed: 19561621
  • Blinov MN, Kamyshentsev MV, Luganova IS, Filanovskaia LI, Filippova VN: [Phosphoribosyl pyrophosphate and its metabolic enzymes in the erythrocytes in certain forms of anemia] Vopr Med Khim. 1976 Jul-Aug;22(4):456-62. Pubmed: 194412
  • Emmerson BT, Gordon RB, Thompson L: Adenine phosphoribosyltransferase deficiency: its inheritance and occurrence in a female with gout and renal disease. Aust N Z J Med. 1975 Oct;5(5):440-6. Pubmed: 1061547
  • Ghitis J, Schreiber C, Waxman S: Phosphate-induced phosphoribosylpyrophosphate elevations to assess deranged folate and purine nucleotide metabolism. Proc Soc Exp Biol Med. 1987 Oct;186(1):90-5. Pubmed: 2442765
  • Gorbach ZV: [Determination of phosphoribosyl pyrophosphate in the erythrocytes] Lab Delo. 1977;(12):724-5. Pubmed: 75318
  • Gordon RB, Keough DT, Emmerson BT: HPRT-deficiency associated with normal PRPP concentration and APRT activity. J Inherit Metab Dis. 1987;10(1):82-8. Pubmed: 2437388
  • Kane MA, Roth E, Raptis G, Schreiber C, Waxman S: Effect of intracellular folate concentration on the modulation of 5-fluorouracil cytotoxicity by the elevation of phosphoribosylpyrophosphate in cultured human KB cells. Cancer Res. 1987 Dec 15;47(24 Pt 1):6444-50. Pubmed: 2445472
  • Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510
  • Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882
  • Lachant NA, Zerez CR, Tanaka KR: Pyrimidine nucleotides impair phosphoribosylpyrophosphate (PRPP) synthetase subunit aggregation by sequestering magnesium. A mechanism for the decreased PRPP synthetase activity in hereditary erythrocyte pyrimidine 5'-nucleotidase deficiency. Biochim Biophys Acta. 1989 Jan 19;994(1):81-8. Pubmed: 2535789
  • MacDermot KD, Allsop J, Watts RW: The rate of purine synthesis de nova in blood mononuclear cells in vitro from patients with familial hyperuricaemic nephropathy. Clin Sci (Lond). 1984 Aug;67(2):249-58. Pubmed: 6744792
  • Marcolongo R, Pompucci G, Micheli V: Familial distribution of increased erythrocyte PP-ribose-P levels. Adv Exp Med Biol. 1977;76A:280-6. Pubmed: 193371
  • Micheli V, Taddeo A: [Spectrophotometric assay of 5-phosphoribosyl-1-pyrophosphate synthetase (PRPP) in erythrocyte lysate (author's transl)] Quad Sclavo Diagn. 1981 Jun;17(2):209-15. Pubmed: 6267652
  • Nishida Y, Akaoka I, Nishizawa T, Maruki M, Maruki K: Synthesis and concentration of 5-phosphoribosyl-1-pyrophosphate in erythrocytes from patients with Down's syndrome. Ann Rheum Dis. 1977 Jun;36(3):261-3. Pubmed: 141914
  • Rylance HJ, Wallace RC, Nuki G: A method for the determination of 5-phosphoribosyl 1-pyrophosphate concentrations in erythrocytes using high-performance liquid chromatography. Anal Biochem. 1987 Feb 1;160(2):337-41. Pubmed: 2437821
  • Sakuma R, Nishina T, Yamanaka H, Kamatani N, Nishioka K, Maeda M, Tsuji A: Phosphoribosylpyrophosphate synthetase in human erythrocytes: assay and kinetic studies using high-performance liquid chromatography. Clin Chim Acta. 1991 Dec 16;203(2-3):143-52. Pubmed: 1663846
  • Snyder FF, Dyer C, Seegmiller JE, Goldblum RM, Mills GC, Schmalstieg FC: Substrate inhibition of adenosine phosphorylation in adenosine deaminase deficiency and adenosine-mediated inhibition of PP-ribose-P dependent nucleotide synthesis in hypoxanthine phosphoribosyltransferase deficient erythrocytes. J Inherit Metab Dis. 1988;11(2):174-83. Pubmed: 2459496
  • Sperling O, Boer P, Brosh S, Elazar E, Szeinberg A, de Vries A: Normal activity of metabolic pathways involved in the formation and utilization of phosphoribosylpyrophosphate in erythrocytes of patients with primary metabolic gout. Nutr Metab. 1975;18(4):217-23. Pubmed: 172821
  • Tax WJ, Veerkamp JH: A simple and sensitive method for estimating the concentration and synthesis of 5-phosphoribosyl 1-pyrophosphate in red blood cells. Clin Chim Acta. 1977 Jul 15;78(2):209-16. Pubmed: 195752
  • van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. Pubmed: 17765195
  • Yamaoka T, Yano M, Kondo M, Sasaki H, Hino S, Katashima R, Moritani M, Itakura M: Feedback inhibition of amidophosphoribosyltransferase regulates the rate of cell growth via purine nucleotide, DNA, and protein syntheses. J Biol Chem. 2001 Jun 15;276(24):21285-91. Epub 2001 Apr 4. Pubmed: 11290738
  • Zerez CR, Lachant NA, Tanaka KR: Decreased erythrocyte phosphoribosylpyrophosphate synthetase activity and impaired formation in thalassemia minor: a mechanism for decreased adenine nucleotide content. J Lab Clin Med. 1989 Jul;114(1):43-50. Pubmed: 2544652
  • Zoref-Shani E, Feinstein S, Frishberg Y, Bromberg Y, Sperling O: 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. Biochim Biophys Acta. 2000 Feb 21;1500(2):197-203. Pubmed: 10657589
Synthesis Reference: Gross, Akiva; Abril, Obsidiana; Lewis, Jerome M.; Geresh, Shimona; Whitesides, George M. Practical synthesis of 5-phospho-D-ribosyl a-1-pyrophosphate (PRPP): enzymatic routes from ribose 5-phosphate or ribose. Journal of the American Chemical Society (
Material Safety Data Sheet (MSDS) Not Available
External Links:
ResourceLink
CHEBI ID17111
HMDB IDHMDB00280
Pubchem Compound ID7339
Kegg IDC00119
ChemSpider ID7062
WikipediaPhosphoribosyl pyrophosphate
BioCyc IDPRPP
EcoCyc IDPRPP
Ligand ExpoPRP