3-Carboxy-cis,cis-muconic acid
Chemical compound
From Wikipedia, the free encyclopedia
3-Carboxy-cis,cis-muconic acid is a metabolite of the catechin degradation by Bradyrhizobium japonicum.[2]
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| Names | |
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| Preferred IUPAC name
(1E,3Z)-Buta-1,3-diene-1,2,4-tricarboxylic acid[1] | |
| Identifiers | |
3D model (JSmol) |
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PubChem CID |
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CompTox Dashboard (EPA) |
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| Properties | |
| C7H6O6 | |
| Molar mass | 186.119 g·molâ1 |
| Density | 1.25 g cmâ3 |
| 0.40 D | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Biosynthesis
The enzyme protocatechuate 3,4-dioxygenase found in Pseudomonas aeruginosa uses protocatechuic acid and oxygen to produce 3-carboxy-cis,cis-muconate.[3]
Metabolism
The enzyme 3-carboxy-cis,cis-muconate cycloisomerase found in Pseudomonas putida converts 3-carboxy-cis,cis-muconate to 2-(carboxymethyl)-5-oxo-2,5-dihydro-2-furoic acid as part of a sequence which eventually gives β-ketoadipic acid.[4][5]
-5-oxo-2,5-dihydro-2-furoic_acid.svg)
The enzyme carboxy-cis,cis-muconate cyclase gives the isomeric 2-(carboxymethyl)-5-oxo-2,5-dihydro-3-furoic acid as its product.[6]
-5-oxo-2,5-dihydro-3-furoic_acid.svg)