4-Maleylacetoacetic acid
Chemical compound
From Wikipedia, the free encyclopedia
4-Maleylacetoacetate (4-maleylacetoacetatic acid) is an intermediate in the metabolism of tyrosine. It is converted to fumarylacetoacetic acid by the enzyme 4-maleylacetoacetate cis-trans-isomerase.
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| Preferred IUPAC name
(2Z)-4,6-Dioxooct-2-enedioic acid | |
| Other names
4-Maleylacetoacetate | |
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| Properties | |
| C8H8O6 | |
| Molar mass | 200.146 g·mol−1 |
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 amino acid tyrosine is metabolised in a series of reactions, one of which is catalysed by homogentisate 1,2-dioxygenase. This converts the intermediate homogentisic acid into 4-maleylacetoacetic acid.[1][2]
Metabolism
The enzyme maleylacetoacetate isomerase converts 4-maleylacetoacetic acid to its geometric isomer, fumarylacetoacetic acid.[3]
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