3-Phosphoglyceric acid

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3-Phosphoglyceric acid
Skeletal structure of 3-Phosphoglyceric acid
Names
Preferred IUPAC name
(2R)-2-Hydroxy-3-(phosphonooxy)propanoic acid
Identifiers
3D model (
JSmol
)
3DMet
ChEBI
ChEMBL
ChemSpider
DrugBank
KEGG
  • InChI=1S/C3H7O7P/c4-2(3(5)6)1-10-11(7,8)9/h2,4H,1H2,(H,5,6)(H2,7,8,9)/t2-/m1/s1 checkY
    Key: OSJPPGNTCRNQQC-UWTATZPHSA-N checkY
  • C([C@H](C(=O)O)O)OP(=O)(O)O
Properties
C3H7O7P
Molar mass 186.06 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

3-Phosphoglyceric acid (3PG, 3-PGA, or PGA) is the conjugate acid of 3-phosphoglycerate or glycerate 3-phosphate (GP or G3P).

1,3-bisphosphoglycerate.[4]
: 14 

Glycolysis

In the glycolytic pathway, 1,3-bisphosphoglycerate is dephosphorylated to form 3-phosphoglyceric acid in a coupled reaction producing two ATP via substrate-level phosphorylation.[5] The single phosphate group left on the 3-PGA molecule then moves from an end carbon to a central carbon, producing 2-phosphoglycerate.[5][a] This phosphate group relocation is catalyzed by phosphoglycerate mutase, an enzyme that also catalyzes the reverse reaction.[6]

1,3-bisphospho-D-glycerate
3-phosphoglycerate kinase
3-phospho-D-glycerate
Phosphoglyceromutase
2-phospho-D-glycerate
   
ADP ATP
ADP ATP
   
 
3-phosphoglycerate kinase
 
Phosphoglyceromutase

Compound C00236 at KEGG Pathway Database. Enzyme 2.7.2.3 at KEGG Pathway Database. Compound C00197 at KEGG Pathway Database. Enzyme 5.4.2.1 at KEGG Pathway Database. Compound C00631 at KEGG Pathway Database.

Click on genes, proteins and metabolites below to link to respective articles.[§ 1]

[[File:
GlycolysisGluconeogenesis_WP534go to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to WikiPathwaysgo to articlego to Entrezgo to article
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GlycolysisGluconeogenesis_WP534go to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to articlego to WikiPathwaysgo to articlego to Entrezgo to article
|alt=Glycolysis and Gluconeogenesis edit]]
Glycolysis and Gluconeogenesis edit
  1. ^ The interactive pathway map can be edited at WikiPathways: "GlycolysisGluconeogenesis_WP534".

Calvin-Benson cycle

In the

1,3-bisphosphoglyceric acid via the enzyme phosphoglycerate kinase (the reverse of the reaction seen in glycolysis) and the subsequent catalysis by glyceraldehyde 3-phosphate dehydrogenase into G3P.[8][9][10] G3P eventually reacts to form the sugars such as glucose or fructose or more complex starches.[4]: 156 [8][9]

Amino acid synthesis

Glycerate 3-phosphate (formed from 3-phosphoglycerate) is also a precursor for serine, which, in turn, can create cysteine and glycine through the homocysteine cycle.[11][12][13]

Measurement

3-phosphoglycerate can be separated and measured using paper chromatography[14] as well as with column chromatography and other chromatographic separation methods.[15] It can be identified using both gas-chromatography and liquid-chromatography mass spectrometry and has been optimized for evaluation using tandem MS techniques.[1][16][17]

See also

References

  1. ^ a b "3-Phosphoglyceric acid (HMDB0000807)". Human Metabolome Database. The Metabolomics Innovation Centre. Retrieved 23 May 2021.
  2. .
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  5. ^ a b Rye, Connie; Wise, Robert; Jurukovski, Vladimir; DeSaix, Jean; Choi, Jung; Avissar, Yael (2016). "Glycolysis". Biology. OpenStax College.
  6. PMID 8447
    .
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  8. ^ a b Moran, L. (2007). "The Calvin Cycle: Regeneration". Sandwalk. Retrieved 11 May 2021.
  9. ^
    PMID 3137030
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  1. ^ Note that 3-phosphoglycerate and 2-phosphoglycerate are isomers of one another