Irreversible inhibition of mammalian and insect peptidylglycine α-hydroxylating monooxygenases (PHMS), peptide amidating enzymes, by N-formyl amides

Michael Klinge, Hengmiao Cheng, Mark Zabriskie, John C. Vederas

Research output: Contribution to journalArticle

22 Citations (Scopus)

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 mechanism-based irreversible inactivators of peptidylglycine α-hydroxylating monooxygenases purified from pig pituitary and from honeybee heads.

Original languageEnglish (US)
Pages (from-to)1379-1380
Number of pages2
JournalJournal of the Chemical Society, Chemical Communications
Issue number11
DOIs
StatePublished - 1994
Externally publishedYes

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Mixed Function Oxygenases
Amides
Peptides
Insects
Enzymes
Hydrogen peroxide
Hydrogen Peroxide
Chlorides
Condensation
Swine
Head
Acids
peptidylglycine monooxygenase
formamide

ASJC Scopus subject areas

  • Molecular Medicine

Cite this

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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 mechanism-based irreversible inactivators of peptidylglycine α-hydroxylating monooxygenases purified from pig pituitary and from honeybee heads.",
author = "Michael Klinge and Hengmiao Cheng and Mark Zabriskie and Vederas, {John C.}",
year = "1994",
doi = "10.1039/C39940001379",
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journal = "Chemical Communications",
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T1 - Irreversible inhibition of mammalian and insect peptidylglycine α-hydroxylating monooxygenases (PHMS), peptide amidating enzymes, by N-formyl amides

AU - Klinge, Michael

AU - Cheng, Hengmiao

AU - Zabriskie, Mark

AU - Vederas, John C.

PY - 1994

Y1 - 1994

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