5-Phospho-alpha-D-ribose 1-diphosphate (BioCAD00000004935)

blood erythrocyte fibroblasts

Metabolite Card

Formula: C5H13O14P3 (389.9518)
SMILES: O[C@H]1[C@@H](O)[C@@H](OP(O)(=O)OP(O)(O)=O)O[C@@H]1COP(O)(O)=O

Synonyms [en]

5-Phospho-alpha-D-ribose 1-diphosphate; PRPP; Phosphoribosyl Pyrophosphate; 5-Phosphoribosyl 1-pyrophosphate; 5-Phosphoribosyl diphosphate; phosphoribosylpyrophosphate

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

5-Phospho-alpha-D-ribose 1-diphosphate. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000004935). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

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.

Cytoplasm
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 13270-65-0
  • CAS Registry Number: 7540-64-9
  • PubChem: 7339
  • ChEBI: ChEBI:17111
  • HMDB: HMDB0000280
  • KEGG: C00119
  • BioCyc: PRPP
  • NCBI MeSH: Phosphoribosyl Pyrophosphate
  • Wikipedia: Phosphoribosyl pyrophosphate
  • Wikipedia: Phosphoribosyl_pyrophosphate
  • DrugBank: DB01632
  • RefMet: RM0155969
  • MoNA: KO001581
  • MoNA: KO001582
  • MoNA: KO001583
  • MoNA: KO001584
  • MoNA: KO001585
  • MoNA: MoNA024054
  • MoNA: MoNA024072
  • Metlin: METLIN_158
  • Coconut NaturalProduct: CNP0130433.1
  • Coconut NaturalProduct: CNP0130433.2
  • Coconut NaturalProduct: CNP0130433.3

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R00190 2.4.2.7 AMP:diphosphate phospho-D-ribosyltransferase
KEGG:R00966 2.4.2.9 UMP:diphosphate phospho-alpha-D-ribosyltransferase
KEGG:R01049 2.7.6.1 ATP:D-ribose-5-phosphate diphosphotransferase
KEGG:R01071 2.4.2.17 1-(5-phospho-D-ribosyl)-ATP:diphosphate phospho-alpha-D-ribosyl-transferase
KEGG:R01072 2.4.2.14 5-phosphoribosylamine:diphosphate phospho-alpha-D-ribosyltransferase (glutamate-amidating)
KEGG:R01073 2.4.2.18 N-(5-phospho-D-ribosyl)anthranilate:pyrophosphate phosphoribosyl-transferase
KEGG:R01132 2.4.2.8 IMP:diphosphate phospho-D-ribosyltransferase
KEGG:R01229 2.4.2.8 GMP:diphosphate 5-phospho-alpha-D-ribosyltransferase
KEGG:R01271 2.4.2.12 nicotinamide-D-ribonucleotide:diphosphate phospho-alpha-D-ribosyltransferase
KEGG:R01724 6.3.4.21 5-phospho-alpha-D-ribose 1-diphosphate:nicotinate ligase (ADP, diphosphate-forming)
KEGG:R01870 2.4.2.10 orotidine-5'-phosphate:diphosphate phospho-alpha-D-ribosyl-transferase
KEGG:R02142 2.4.2.8 XMP:pyrophosphate phosphoribosyltransferase
KEGG:R03348 2.4.2.19 nicotinate-nucleotide:pyrophosphate phosphoribosyltransferase (carboxylating)
KEGG:R04068 6.3.4.8 imidazole-4-acetate:5-phosphoribosyl-diphosphate ligase (ADP- and pyrophosphate- forming)
KEGG:R04346 2.4.2.20 2,4-dioxotetrahydropyrimidine-nucleotide:pyrophosphate phospho-alpha-D-ribosyltransferase
KEGG:R04378 2.4.2.7 1-(5'-phosphoribosyl)-5-amino-4-imidazolecarboxamide:pyrophosphate phosphoribosyltransferase
KEGG:R06836 2.7.4.23 ATP:ribose-1,5-bisphosphate phosphotransferase
KEGG:R08231 2.4.2.10 5-fluorouridine monophosphate:diphosphate phospho-alpha-D-ribosyl-transferase
KEGG:R08237 2.4.2.8 6-thioinosine 5'-monophosphate:diphosphate phospho-D-ribosyltransferase
KEGG:R08238 2.4.2.8 6-methylthiopurine 5'-monophosphate ribonucleotide:diphosphate phospho-D-ribosyltransferase
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Organism Source

Taxonomy Source

  1. Arabidopsis thaliana [ncbi taxid: 3702]

Pathway Synthetic

pathway id name
BioCyc:LEISH_PWY-5381 pyridine nucleotide cycling (plants)
BioCyc:LEISH_PWY0-163 salvage pathways of pyrimidine ribonucleotides
BioCyc:TRYPANO_P1-PWY purine and pyrimidine metabolism
BioCyc:TRYPANO_PWY0-781 aspartate superpathway
BioCyc:TRYPANO_PRPP-PWY superpathway of histidine, purine, and pyrimidine biosynthesis
BioCyc:TRYPANO_PWY-5653 NAD biosynthesis from 2-amino-3-carboxymuconate semialdehyde
BioCyc:TRYPANO_PWY0-163 salvage pathways of pyrimidine ribonucleotides
BioCyc:TRYPANO_PWY0-662 PRPP biosynthesis I
BioCyc:CALBI_HISTSYN-PWY histidine biosynthesis
BioCyc:CALBI_TRYPTOPHAN-DEGRADATION-1 tryptophan degradation via kynurenine
BioCyc:CALBI_COMPLETE-ARO-PWY superpathway of phenylalanine, tyrosine and tryptophan biosynthesis
BioCyc:CALBI_PRPP-PWY superpathway of histidine, purine and pyrimidine biosynthesis
BioCyc:CALBI_TRPSYN-PWY tryptophan biosynthesis
BioCyc:CALBI_PWY0-662 PRPP biosynthesis
BioCyc:CALBI_SALVADEHYPOX-PWY salvage pathways of adenine, hypoxanthine, and their nucleosides
BioCyc:CALBI_DENOVOPURINE2-PWY purine nucleotides de novo biosynthesis
BioCyc:LEISH_PWY-5686 uridine-5'-phosphate biosynthesis
BioCyc:LEISH_PWY0-662 PRPP biosynthesis I
BioCyc:TRYPANO_NADSYN-PWY NAD biosynthesis II (from tryptophan)
BioCyc:TRYPANO_PYRIDNUCSYN-PWY NAD biosynthesis I (from aspartate)
View All Pathways