Abstract
A series of novel 5-deazaflavin derivatives possessing axial chirality at pyrimidine ring moiety have been prepared to investigate effects of the pyrimidine site on the stereoselective reactions between flavins and substrates. Successful optical resolution of the racemic compounds has been achieved by HPLC method on a chiral stationary phase and a diastereomer formation method. The chiral recognition ability of the 5-deazaflavin enantiomers was investigated in a model reaction of asymmetric intercoenzyme “(net) hydride transfer” reactions.
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