Reactions of coordinated molecules. 47. Preparation of rhena-β-ketoimine derivatives of iodoacetamide and of an N-hydroxysuccinimide ester: heavy-atom labeling reagents for sulfhydryl and amino groups

Abstract

A rhena-β-ketoimine complex containing an iodoacetamide moiety has been prepared as a reagent for effecting heavy-atom labeling of molecules containing sulfhydryl groups. This complex reacts with benzyl mercaptan, ethanethiol, N-t-BOC-cystamine, N-acetyl-L-cysteine, and N-acetyl-DL-penicillamine to give the corresponding rhena-labeled derivatives. A rhena-β-ketoimine containing a free carboxylic acid moiety has been converted to its N-hydroxysuccinimide ester. This reagent should be useful in effecting the heavy-atom labeling of molecules containing primary and secondary amino groups.