Journal article
Irreversible inhibition of dihydrodipicolinate synthase by 4-oxo-heptenedioic acid analogues
Bioorganic & Medicinal Chemistry, Vol.16(23), pp.9975-9983
2008
Abstract
We report the synthesis of (2E,5E)-4-oxoheptadienedioic acid and (2E)-4-oxoheptenedioic acid and evaluation of both diester and diacid analogues as inhibitors of bacterial dihydrodipicolinate synthase. Enzyme kinetic studies allowed the determination of second-order rate constants of inactivation; and substrate co-incubation studies have shown the inhibitors act at the active-site. Mass spectrometric analyses have further explored the enzyme–inhibitor interaction and determined the sites of enzyme alkylation.
Details
- Title
- Irreversible inhibition of dihydrodipicolinate synthase by 4-oxo-heptenedioic acid analogues
- Authors/Creators
- B.A. Boughton (Author/Creator)M.D.W. Griffin (Author/Creator)P.A. O’Donnell (Author/Creator)R.C.J. Dobson (Author/Creator)M.A. Perugini (Author/Creator)J.A. Gerrard (Author/Creator)C.A. Hutton (Author/Creator)
- Publication Details
- Bioorganic & Medicinal Chemistry, Vol.16(23), pp.9975-9983
- Publisher
- Elsevier
- Identifiers
- 991005545567307891
- Copyright
- © 2008 Elsevier Ltd
- Murdoch Affiliation
- Murdoch University
- Language
- English
- Resource Type
- Journal article
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- Collaboration types
- Domestic collaboration
- International collaboration
- Citation topics
- 3 Agriculture, Environment & Ecology
- 3.180 Microbial Biotechnology
- 3.180.1184 Amino Acid Biosynthesis
- Web Of Science research areas
- Biochemistry & Molecular Biology
- Chemistry, Medicinal
- Chemistry, Organic
- ESI research areas
- Chemistry