Synthesis and incorporation of [3-3H, U-14C]-l-valine into penicillin V using Penicillium chrysogenum

S Wolfe, RJ Bowers, DA Lowe…

Index: Wolfe; Bowers; Lowe; Morin Canadian Journal of Chemistry, 1982 , vol. 60, # 3 p. 355 - 361

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Citation Number: 5

Abstract

The title compound was synthesized by exchange of dimethylpyruvic acid with NaOH-HTO, followed by reductive amination using cyanoborohydride in methanol solvent, resolution of the N-chloroacetyl derivative, and admixture with [U-14C]-l-valine. Degradation of the compound revealed that 94.5% of the tritium was attached to C3, and 5.5% was located on the methyl groups. Incorporation of this doubly labelled valine into penicillin V, purified as ...