IRREVERSIBLE INHIBITION OF MAMMALIAN AND INSECT PEPTIDYLGLYCINE ALPHA-HYDROXYLATING MONOOXYGENASES (PHMS), PEPTIDE AMIDATING ENZYMES, BY N-FORMYL AMIDES

A series of N-formyl amides were synthesized by condensation of N,N-bi s(trimethylsilyl)formamide with acid chlorides (59-90% yields), or by reaction of hydroxyglycyl peptides with 90% hydrogen peroxide (45% yie ld); a number of N-formyl amides which bear a phenyl substituent are m echanism-based irreversible inactivators of peptidylglycine alpha-hydr oxylating monooxygenases purified from pig pituitary and from honeybee heads.