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Cyclobutanone mimics of intermediates in metallo-β-lactamase catalysis.

Abstract:

The most important resistance mechanism to β-lactam antibiotics involves hydrolysis by two β-lactamase categories: the nucleophilic serine (SBL) and the metallo- (MBL) β-lactamases. Cyclobutanones are hydrolytically stable β-lactam analogues with potential to inhibit both SBLs and MBLs. We describe solution and crystallographic studies on the interaction of a cyclobutanone penem analogue with the clinically important MBL SPM-1. NMR experiments using 19F-labeled SPM-1 imply the cyclobutanone b...

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Publication status:
Published
Peer review status:
Peer reviewed
Version:
Publisher's version

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Publisher copy:
10.1002/chem.201705886

Authors


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Institution:
University of Oxford
Division:
MPLS Division
Department:
Chemistry; Organic Chemistry
ORCID:
0000-0003-2141-5988
Kosmopoulou, M More by this author
Krismanich, A More by this author
Johnson, JW More by this author
Hinchliffe, P More by this author
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SWON Alliance More from this funder
Wellcome Trust More from this funder
Canadian Institute of Health Research More from this funder
Biochemical Society More from this funder
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Publisher:
Wiley Publisher's website
Journal:
Chemistry Journal website
Volume:
24
Issue:
22
Pages:
5734-5737
Publication date:
2017-12-17
Acceptance date:
2017-12-14
DOI:
EISSN:
1521-3765
ISSN:
0947-6539
Pubs id:
pubs:812171
URN:
uri:9be16721-4623-4760-9a1e-f4f110e4809e
UUID:
uuid:9be16721-4623-4760-9a1e-f4f110e4809e
Local pid:
pubs:812171

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