72845-16-0Relevant academic research and scientific papers
Synthesis of a Deoxo Analog of (3S)-Citryl-CoA: (3RS)-3,4-Dicarboxy-3-hydroxybutyl-CoA
Eggerer, Hermann,Giesemann, Walter,Aigner, Horst
, p. 1551 - 1560 (2007/10/02)
The citryl thioester 1 was reduced in mmol scale with sodium tetrahydroborate to yield 2-hydroxy-2-(2-hydroxyethyl)butanedioic acid (2) in 70percent yield.The acid was converted into the dimethyl ester 3 and further to the 2-(2-bromoethyl) derivative 4.This bromide was used to prepare the title compound 7 by reaction with coenzyme A, either directly, or by hydrolysis of the isolated dimethyl ester 6.The kinetic and X-ray crystallographic results obtained with 7 and the enzyme citrate synthase of the tricarboxylic acid cycle are discussed.
