Irreversible inhibition of mammalian and insect peptidylglycine α-hydroxylating monooxygenases (PHMS), peptide amidating enzymes, by N-formyl amides
Abstract
A series of N-formyl amides were synthesized by condensation of N,N-bis(trimethylsilyl)formamide with acid chlorides (59–90% yields), or by reaction of hydroxyglycyl peptides with 90% hydrogen peroxide (45% yield); a number of N-formyl amides which bear a phenyl substituent are mechanis-based irreversible inactivators of peptidylglycine α-hydroxylating monooxygenases purified from pig pituitary and from honeybee heads.