BIOSYNTHESIS OF AZETIDINE-2-CARBOXYLIC ACID

本项目的目的是建立生物合成途径， 在微生物中形成氮杂环丁烷-2-羧酸（A-2-C） 锈色游动放线菌，并进一步阐明立体课程的 从适当标记的前体形成A-2-C。 区域选择性和 立体特异性同位素标记的底物和产物（A-2-C）将 用于获得有关这种酶的机制的信息。 的 酶反应的总立体过程将从总和阐明 发生在α-，β-，和 每个底物氨基酸的γ-碳。 酶和化学方法都将用于合成 区域特异性和立体特异性13 C-和2 H-标记的底物氨基酸， A2C 基板、产品等的配置将由 使用1H-、2 H-和13 C-NMR、质谱和ORD的组合测定 和CD。

The aim of this project is to establish the biosynthetic pathway for the formation of azetidine-2-carboxylic (A-2-C) acid in the microorganism Actinoplanes ferrugineus and further to elucidate the steric course of the formation of A-2-C from the appropriately labeled precursor. Regio- and stereo-specific isotopically labeled substrates and products (A-2-C) will be used to gain information concerning the mechanism of this enzyme. The total steric course of the enzyme reaction will be elucidated from the sum of the individual stereochemical events occurring at the Alpha-, Beta-, and Gamma-carbons of each substrate amino acid. Both enzymatic and chemical methodology will be utilized to synthesize the regio- and stereo-specific 13C- and 2H-labeled substrate amino acids and A-2-C. The configuration of the substrate, products, etc. will be determined using a combination of 1H-, 2H- and 13C-NMR, mass spec. and ORD and CD.