Glyceric acid
Names | |
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Preferred IUPAC name
2,3-Dihydroxypropanoic acid | |
Other names
Glyceric acid
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Identifiers | |
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3D model (
JSmol ) |
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ChEBI | |
ChemSpider | |
ECHA InfoCard
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100.006.795 |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C3H6O4 | |
Molar mass | 106.08 g/mol |
Appearance | colorless syrup |
Melting point | <25 °C |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Glyceric acid refers to
of glyceric acid are known as glycerates.Production
Glyceric acid is usually produced by oxidation of glycerol. A typical oxidant is nitric acid, but catalytic oxidations have been developed also:[2][3]
- HOCH2CH(OH)CH2OH + O2 → HOCH2CH(OH)CO2H + H2O
As glycerol is
prochiral, the oxidation of the two terminal alcohol groups gives distinct enantiomers of glyceric acid. Oxidation of both primary alcohols gives tartronic acid
:
- HOCH2CH(OH)CH2OH + 2 O2 → HO2CCH(OH)CO2H + 2 H2O
Biochemistry
Several
1,3-bisphosphoglyceric acid, are intermediates in glycolysis.[4] 3-Phosphoglyceric acid is an intermediate in the biosynthesis of the amino acid serine, which in turn can be used in the synthesis of glycine and cysteine.[5]
Glyceric acid occurs naturally in Populus tremula and Ardisia crenata.[6]
References
- ^ Merck Index, 11th Edition, 4378.
- S2CID 9144557.
- S2CID 196894235.
- ISBN 978-0-8053-6844-4.
- ^ J. Berg, J. L. Tymoczko, L. Stryer. Biochemistry, 7th Edition.
{{cite book}}
: CS1 maint: multiple names: authors list (link) - ^ PubChem. "Glyceric acid". pubchem.ncbi.nlm.nih.gov. Retrieved 2023-01-12.