2-Aminomuconic semialdehyde
Chemical compound
From Wikipedia, the free encyclopedia
2-Aminomuconic semialdehyde is a metabolite of tryptophan which is an unstable open-chain biochemical precursor of picolinic acid.[1][2][3]
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| Names | |
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| Preferred IUPAC name
(2Z,4E)-2-Amino-6-oxohexa-2,4-dienoic acid | |
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3D model (JSmol) |
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| Properties | |
| C6H7NO3 | |
| Molar mass | 141.12 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Biochemistry
2-Aminomuconic semialdehyde is an intermediate in the kynurenine pathway of tryptophan metabolism, which leads to picolinic acid or quinolinic acid. The enzyme aminocarboxymuconate-semialdehyde decarboxylase produces it from 2-amino-3-carboxymuconic semialdehyde, a compound which would form quinolinic acid in the absence of that enzyme.[3]
2-Aminomuconic semialdehyde itself is chemically unstable and spontaneously ring-closes to picolinic acid, with loss of water.[3][4]
