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oximes： Unrecognized Chameleons in Genera and Specialized Plant Metabolism

Molecular Plant 2018年第1期11卷 95-117页

作者： Mette S rensen elizabeth H.J. Neilson Birger Lindberg Moiler Plant Biochemistry Laboratory Department of Plant and Environmental Sciences University of Copenhagen Thorvaldsensvej 40 Frederiksberg C Copenhagen Denmark VILLUM Center for Plant Plasticity University of Copenhagen Thorvaldsensvej 40 Frederiksberg C Copenhagen Denmark Center for Synthetic Biology University of Copenhagen Thorvaldsensvej 40 Frederiksberg C Copenhagen Denmark

oximes （R1R2C=NOH） are nitrogen-containing chemical constituents that are formed in species representing all kingdoms of life. In plants, oximes are positioned at important metabolic bifurcation points between general and specialized metabolism. The majority of plant oximes are amino acid-derived metabolites formed by the action of a cytochrome P450 from the CYP79 family. Auxin, cyanogenic glucosides, glucosinolates, and a number of other bioactive specialized metabolites including volatiles are produced from oximes. oximes with the e configuration have high biological activity compared with Z-oximes. oximes or their derivatives have been demonstrated or proposed to play roles in growth regulation, plant defense, pollinator attraction, and plant communication with the surrounding environment. In addition, oxime-derived products may serve as quenchers of reactive oxygen species and storage compounds for reduced nitrogen that may be released on demand by the activation of endogenous turnover pathways. As highly bioactive molecules, chemically synthesized oximes have found versatile uses in many sectors of society, especially in the agro- and medical sectors. This review provides an update on the structural diversity, occurrence, and biosynthesis of oximes in plants and discusses their role as key players in plant general and specialized metabolism.

关键词： structural diversity CYP79 auxin cyanogenic glucosides volatile organic compounds e-oxime Z-oxime

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