Unique, one-step, double isomerization (2E, 4Z. dblharw. 2Z, 4E) of 6-oxo-2, 4-heptadienoic acid catalyzed by maleylacetone cis-trans isomerase

AL Feliu, KJ Smith, S Seltzer

文献索引：Feliu, Anthony L.; Smith, Karl J.; Seltzer, Stanley Journal of the American Chemical Society, 1984 , vol. 106, p. 3046 - 3047

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被引用次数: 12

摘要

To examine the structural requirements of the enzyme, 6-oxo-2, 4-heptadienoic acids (4) and methyl esters 5 were synthesized (Scheme I) to provide the four possible cis-trans isomeric skeletons, only one of which was reported previously. Base-catalyzed hydrolysis of the esters 5-EZ and 5-EE yielded the corresponding acids. Repeated attempts to hydrolyze methyl 6-oxo-2 (2), 4 (Z)-heptadienoate (5-ZZ), however, led only to the