Ribose 5-phosphate

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Ribose 5-phosphate

IUPAC name (2,3,4-Trihydroxy-5-oxo-pentoxy)phosphonic acid
Identifiers
CAS number	4300-28-1^N
PubChem	77982
ChemSpider	19971025^Y
MeSH	ribose-5-phosphate
ChEBI	CHEBI:58273^Y
Jmol-3D images	Image 1
SMILES [O-]P([O-])(=O)OC[C@@H](O)[C@@H](O)[C@@H](O)C=O
InChI InChI=1S/C5H9O8P/c6-1-3(7)5(9)4(8)2-13-14(10,11)12/h1,3-5,7-9H,2H2,(H2,10,11,12)/p-2/t3-,4+,5-/m0/s1^N Key: PPQRONHOSHZGFQ-LMVFSUKVSA-L^Y InChI=1/C5H9O8P/c6-1-3(7)5(9)4(8)2-13-14(10,11)12/h1,3-5,7-9H,2H2,(H2,10,11,12)/p-2/t3-,4+,5-/m0/s1 Key: PPQRONHOSHZGFQ-QRUISDQRBJ
Properties
Molecular formula	C₅H₉O₈P
Molar mass	230.110
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Ribose 5-phosphate is both a product and an intermediate of the pentose phosphate pathway. The last step of the oxidative reactions in the pentose phosphate pathway is the production of ribulose-5-phosphate. Depending on the body's state, ribulose-5-phosphate can reversibly isomerize to ribose-5-phosphate. Ribulose-5-phosphate can alternatively undergo a series of isomerizations as well as transaldolations and transketolations that result in the production of other pentoses phosphates as well as fructose 6-phosphate and glyceraldehyde-3-phosphate (both intermediates in glycolysis).

The enzyme ribose-phosphate diphosphokinase converts ribose-5-phosphate into phosphoribosyl pyrophosphate.

Pentose phosphate pathway metabolic intermediates

Oxidative

6-Phosphogluconolactone · 6-Phosphogluconate · Ribulose 5-phosphate · Ribose 5-phosphate

Nonoxidative

Xylulose 5-phosphate · Sedoheptulose 7-phosphate · Erythrose 4-phosphate

M: MET

mt, k, c/g/r/p/y/i, f/h/s/l/o/e, a/u, n, m

k, cgrp/y/i, f/h/s/l/o/e, au, n, m, epon

m(A16/C10),i(k, c/g/r/p/y/i, f/h/s/o/e, a/u, n, m)

Nucleotide metabolic intermediates

Purine metabolism

Anabolism	R5P→IMP: R5P · PRPP · PRA · GAR · FGAR · FGAM · AIR · CAIR · SAICAR · AICAR · FAICAR IMP→AMP: Adenylosuccinate IMP→GMP: Xanthosine monophosphate

Catabolism	Hypoxanthine · Xanthine · Uric acid · 5-Hydroxyisourate

Pyrimidine metabolism

Anabolism	Carbamoyl phosphate · Carbamoyl aspartic acid · 4,5-Dihydroorotic acid · Orotic acid · Orotidine 5'-monophosphate · Uridine monophosphate

Catabolism	uracil: Dihydrouracil · 3-Ureidopropionic acid · β-Alanine thymine: Dihydrothymine · β-Ureidoisobutyric acid · 3-Aminoisobutyric acid

M: MET

mt, k, c/g/r/p/y/i, f/h/s/l/o/e, a/u, n, m

k, cgrp/y/i, f/h/s/l/o/e, au, n, m, epon

m(A16/C10),i(k, c/g/r/p/y/i, f/h/s/o/e, a/u, n, m)

biochemical families: proteins (amino acids/intermediates) · nucleic acids (constituents/intermediates) · carbohydrates (glycoproteins, alcohols, glycosides)
lipids (fatty acids/intermediates, phospholipids, steroids, sphingolipids, eicosanoids) · tetrapyrroles/intermediates

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Ribose 5-phosphate