2,3-bis(phosphonatooxy)propanoate

2,3-Diphosphoglycerate A highly anionic organic phosphate which is present in human red blood cells at about the same molar ratio as hemoglobin. It binds to deoxyhemoglobin but not the oxygenated form, therefore diminishing the oxygen affinity of hemoglobin. This is essential in enabling hemoglobin to unload oxygen in tissue capillaries. It is also an intermediate in the conversion of 3-phosphoglycerate to 2-phosphoglycerate by phosphoglycerate mutase (EC 5.4.2.1). (From Stryer Biochemistry, 4th ed, p160; Enzyme Nomenclature, 1992, p508)

[1. An intermediate in the Rapoport-Luebering shunt, formed between 1,3-bisphosphoglycerate and 3-phosphoglycerate; an important regulator of the affinity of hemoglobin for oxygen; an intermediate of phosphoglycerate mutase.

Molecular Formula: C₃H₃O₁₀P₂^-5

InChI: InChI=1/C3H8O10P2/c4-3(5)2(13-15(9,10)11)1-12-14(6,7)8/h2H,1H2,(H,4,5)(H2,6,7,8)(H2,9,10,11)/p-5/fC3H3O10P2/q-5

InChIKey: InChIKey=XOHUEYCVLUUEJJ-UAXDGERLCN
SMILES: [O-]C(=O)C(COP([O-])([O-])=O)OP([O-])([O-])=O

Names:
    CHEBI:19324
    2,3-Bisphosphoglycerate
    2,3-bisphosphoglycerate
    2,3-bis(phosphonatooxy)propanoate
    2,3-diphosphoglycerate
    2,3-diphosphonatooxypropanoate

Registries:
    PubChem CID 9548671
    ChEBI 19324
    PubChem ID 14717940