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2,3-Diphosphoglyceric acid (PC000727)

Record Information
Version1.0
Creation date2015-10-09 22:32:15 UTC
Update date2017-01-19 02:36:34 UTC
FoodComEx IDPC000727
FoodDB RecordFDB022538
Chemical Information
Name2,3-Diphosphoglyceric acid
Description2,3-Diphosphoglyceric acid, also known as 2,3-disphospho-D-glycerate or DPG, belongs to the class of organic compounds known as sugar acids and derivatives. Sugar acids and derivatives are compounds containing a saccharide unit which bears a carboxylic acid group. The D-enantiomer of 2,3-bisphosphoglyceric acid. 2,3-Diphosphoglyceric acid is an extremely strong acidic compound (based on its pKa). 2,3-Diphosphoglyceric acid exists in all living species, ranging from bacteria to humans. Within humans, 2,3-diphosphoglyceric acid participates in a number of enzymatic reactions. In particular, 2,3-diphosphoglyceric acid can be biosynthesized from glyceric acid 1,3-biphosphate; which is catalyzed by the enzyme bisphosphoglycerate mutase. In addition, 2,3-diphosphoglyceric acid can be converted into 3-phosphoglyceric acid; which is catalyzed by the enzyme bisphosphoglycerate mutase. In humans, 2,3-diphosphoglyceric acid is involved in the metabolic disorder called the glycogen storage disease type 1A (gsd1a) or von gierke disease pathway.
CAS Number138-81-8
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(2R)-2,3-Bis(onooxy)-propanoateHMDB
(2R)-2,3-Bis(onooxy)-propanoic acidHMDB
(2R)-2,3-bis(phosphonooxy)-Propanoatehmdb
(2R)-2,3-bis(phosphonooxy)-Propanoic acidhmdb
(R)-2,3-Bis(onooxy)-propanoateHMDB
(R)-2,3-Bis(onooxy)-propanoic acidHMDB
(R)-2,3-bis(phosphonooxy)-Propanoatehmdb
(R)-2,3-bis(phosphonooxy)-Propanoic acidhmdb
2,3-Bis(onooxy)-propanoateHMDB
2,3-Bis(onooxy)-propanoic acidHMDB
2,3-bis(phosphonooxy)-Propanoatehmdb
2,3-bis(phosphonooxy)-Propanoic acidhmdb
2,3-BisO-D-glycerateChEBI
2,3-BisO-D-glyceric acidChEBI
2,3-Bisoglyceric acidHMDB
2,3-Bisphospho-D-glyceratehmdb
2,3-Bisphospho-D-glyceric acidhmdb
2,3-Bisphosphoglyceric acidhmdb
2,3-BPGChEBI
2,3-DiO-D-glycerateHMDB
2,3-DiO-D-glyceric acidHMDB
2,3-DiO-D-glyceric acid pentasodium saltHMDB
2,3-DioglycerateGenerator
2,3-Dioglyceric acidChEBI
2,3-Diphospho-D-glyceratehmdb
2,3-Diphospho-D-glyceric acidhmdb
2,3-Diphospho-D-glyceric acid pentasodium salthmdb
2,3-DisO-D-glycerateChEBI
2,3-DisO-D-glyceric acidGenerator
2,3-disphospho-D-glyceratehmdb
D-Glyceric acid bishmdb
D-Glyceric acid bis(dihydrogen ate)HMDB
D-Glyceric acid bis(dihydrogen phosphate)hmdb
D-Greenwald esterChEBI
DioglycerateHMDB
Dioglyceric acidHMDB
Diphosphoglyceratehmdb
Diphosphoglyceric acidhmdb
Glycerate 2,3-diateHMDB
Glycerate 2,3-diphosphatehmdb
Glyceric acid bis(dihydrogen ate)HMDB
Glyceric acid bis(dihydrogen phosphate)hmdb
Glyceric acid diateHMDB
Glyceric acid diphosphatehmdb
Chemical FormulaC3H8O10P2
IUPAC name(2R)-2,3-bis(phosphonooxy)propanoic acid
InChI IdentifierInChI=1S/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)/t2-/m1/s1
InChI KeyXOHUEYCVLUUEJJ-UWTATZPHSA-N
Isomeric SMILESOC(=O)[C@@H](COP(O)(O)=O)OP(O)(O)=O
Average Molecular Weight266.0371
Monoisotopic Molecular Weight265.9592695
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sugar acids and derivatives. Sugar acids and derivatives are compounds containing a saccharide unit which bears a carboxylic acid group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentSugar acids and derivatives
Alternative Parents
Substituents
  • Monoalkyl phosphate
  • Glyceric_acid
  • Alkyl phosphate
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Monosaccharide
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxide
  • Hydrocarbon derivative
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointNot Available
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 10 mg
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
Not Available