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Names | |||
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IUPAC name
Pent-2-enedioic acid
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Identifiers | |||
3D model (
JSmol)
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ChEBI | |||
ChEMBL | |||
ChemSpider | |||
PubChem
CID
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UNII | |||
CompTox Dashboard (
EPA)
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Properties | |||
C5H6O4 | |||
Molar mass | 130.099 g/mol | ||
Appearance | Colorless solid | ||
Melting point | 137 to 139 °C (279 to 282 °F; 410 to 412 K) | ||
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
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trans-Glutaconic acid is an organic compound with formula HO2CCH=CHCH2CO2H. This dicarboxylic acid exists as a colorless solid and is related to the saturated chemical glutaric acid, HO2CC(CH2)3CO2H. Esters and salts of glutaconic acid are called glutaconates.
Glutaconate bound to coenzyme A, glutaconyl-CoA, is an intermediate in lysine metabolism. [1]
The geometric isomer, cis-glutaconic acid, has a noticeably lower melting point (130–132 °C). It can be prepared by bromination of levulinic acid followed by treatment of the dibromoketone with potassium carbonate. [2]
Glutaconic anhydride, which forms by dehydration the diacid, exists mainly as the dicarbonyl tautomer in solution. It is a colorless solid melting at 77–82 °C. Either the cis or trans diacid can be used to make it: the trans form isomerizes under the reaction conditions. [3]
Glutaric, 3-hydroxyglutaric, and glutaconic acids are structurally related metabolites. In glutaric aciduria type 1, glutaconic acid accumulates, resulting in brain damage.
| |||
| |||
Names | |||
---|---|---|---|
IUPAC name
Pent-2-enedioic acid
| |||
Identifiers | |||
3D model (
JSmol)
|
|||
ChEBI | |||
ChEMBL | |||
ChemSpider | |||
PubChem
CID
|
|||
UNII | |||
CompTox Dashboard (
EPA)
|
|||
| |||
| |||
Properties | |||
C5H6O4 | |||
Molar mass | 130.099 g/mol | ||
Appearance | Colorless solid | ||
Melting point | 137 to 139 °C (279 to 282 °F; 410 to 412 K) | ||
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
trans-Glutaconic acid is an organic compound with formula HO2CCH=CHCH2CO2H. This dicarboxylic acid exists as a colorless solid and is related to the saturated chemical glutaric acid, HO2CC(CH2)3CO2H. Esters and salts of glutaconic acid are called glutaconates.
Glutaconate bound to coenzyme A, glutaconyl-CoA, is an intermediate in lysine metabolism. [1]
The geometric isomer, cis-glutaconic acid, has a noticeably lower melting point (130–132 °C). It can be prepared by bromination of levulinic acid followed by treatment of the dibromoketone with potassium carbonate. [2]
Glutaconic anhydride, which forms by dehydration the diacid, exists mainly as the dicarbonyl tautomer in solution. It is a colorless solid melting at 77–82 °C. Either the cis or trans diacid can be used to make it: the trans form isomerizes under the reaction conditions. [3]
Glutaric, 3-hydroxyglutaric, and glutaconic acids are structurally related metabolites. In glutaric aciduria type 1, glutaconic acid accumulates, resulting in brain damage.