Heterocyclic acyl-phosphate bioisostere-based inhibitors of Staphylococcus aureus biotin protein ligase

Tieu, William, Jarrad, Angie M., Paparella, Ashleigh S., Keeling, Kelly A., Soares da Costa, Tatiana P., Wallace, John C., Booker, Grant W., Polyak, Steven W. and Abell, Andrew D. (2014) Heterocyclic acyl-phosphate bioisostere-based inhibitors of Staphylococcus aureus biotin protein ligase. Bioorganic and Medicinal Chemistry Letters, 24 19: 4689-4693. doi:10.1016/j.bmcl.2014.08.030


Author Tieu, William
Jarrad, Angie M.
Paparella, Ashleigh S.
Keeling, Kelly A.
Soares da Costa, Tatiana P.
Wallace, John C.
Booker, Grant W.
Polyak, Steven W.
Abell, Andrew D.
Title Heterocyclic acyl-phosphate bioisostere-based inhibitors of Staphylococcus aureus biotin protein ligase
Formatted title
Heterocyclic acyl-phosphate bioisostere-based inhibitors of Staphylococcus aureus biotin protein ligase
Journal name Bioorganic and Medicinal Chemistry Letters   Check publisher's open access policy
ISSN 1464-3405
0960-894X
Publication date 2014-10-01
Year available 2014
Sub-type Article (original research)
DOI 10.1016/j.bmcl.2014.08.030
Open Access Status
Volume 24
Issue 19
Start page 4689
End page 4693
Total pages 5
Place of publication Kidlington, Oxford, United Kingdom
Publisher Pergamon Press
Collection year 2015
Language eng
Formatted abstract
Inhibitors of Staphylococcus aureus biotin protein ligase (SaBPL) are generated by replacing the acyl phosphate group of biotinyl-5′-AMP with either a 1,2,3-triazole (see 5/10a/10b) or a 1,2,4-oxadiazole (see 7) bioisostere. Importantly, the inhibitors are inactive against the human BPL. The nature of the 5-substituent in the component benzoxazolone of the optimum 1,2,3-triazole series is critical to activity, where this group binds in the ATP binding pocket of the enzyme.
Keyword Antibiotics
Bioisosteres
Inhibitors
Ligases
Drug design
Q-Index Code C1
Q-Index Status Provisional Code
Institutional Status Non-UQ

Document type: Journal Article
Sub-type: Article (original research)
Collections: Non HERDC
Institute for Molecular Bioscience - Publications
 
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