Stereospecificity of an enzymatic monoene 1, 4-dehydrogenation reaction: conversion of (Z)-11-tetradecenoic acid into (E, E)-10, 12-tetradecadienoic acid
In this article, we report the first stereochemical study of an enzymatic 1, 4-dehydrogenation reaction, namely, the transformation of (Z)-11-tetradecenoic acid into (E, E)-10, 12- tetradecadienoic acid, involved in the sex pheromone biosynthesis of the moth Spodoptera littoralis. The investigation was carried out using the labeled substrates (R)-[10-2H]-and (S)- [10-2H]-tridecanoic acids ((R)-2 and (S)-2, respectively) and (R)-[2, 2, 3, 3, 13-2H5]-and (S ...
[Yang, Peng-Yu; Liu, Kai; Ngai, Mun Hong; Lear, Martin J.; Wenk, Markus R.; Yao, Shao Q. Journal of the American Chemical Society, 2010 , vol. 132, # 2 p. 656 - 666]
