6-phosphogluconic acid

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Structural formula
Structural formula
General
Surname 6-phosphogluconic acid
other names

(2 R , 3 S , 4 R , 5 R ) -2,3,4,5-tetrahydroxy-6-phosphonooxyhexanoic acid ( IUPAC )

Molecular formula C 6 H 13 O 10 P
External identifiers / databases
CAS number 921-62-0
EC number 213-069-9
ECHA InfoCard 100,011,882
PubChem 91493
ChemSpider 82615
DrugBank DB02076
Wikidata Q245501
properties
Molar mass 276.14 g mol −1
safety instructions
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 302-332
P: no P-phrases
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

6-phosphogluconic acid or its anion 6-phospho- D -gluconate is an intermediate product of carbohydrate metabolism. They are derived from D - gluconic acid , the C6 carbon atom being esterified with phosphoric acid .

6-phospho- D -gluconate occurs in the pentose phosphate route and in the Entner-Doudoroff route . The enantiomer 6-phospho- L- gluconate does not occur in nature.

The formation of 6-phospho- D -gluconate in the above-mentioned metabolic pathways is the same: In both cases, it is formed from D - glucose-6-phosphate via an intermediate step , which is achieved by two enzymes, a glucose-6-phosphate dehydrogenase and a phosphogluconate dehydratase , is enzymatically catalyzed. During this oxidation, NADPH is formed.

Individual evidence

  1. a b Data sheet 6-Phosphogluconic acid barium salt hydrate from Sigma-Aldrich , accessed on March 20, 2011 ( PDF ).
  2. ^ H. Robert Horton, Laurence A. Moran, K. Gray Scrimgeour, Marc D. Perry, J. David Rawn and Carsten Biele (translators): Biochemie. Pearson Studies; 4th updated edition 2008; ISBN 978-3-8273-7312-0 ; P. 474 and p. 493.