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On the Absolute Configuration in 1,4‐Dihydrothiazepine Covalent Complexes Derived from Inhibition of Class A and C β‐Lactamases with 6‐Methylidene Penems
Author(s) -
Mansour Tarek S.,
Agarwal Atul,
Venkatesan Aranapakam,
Abe Takao,
Mihira Ado,
Takasaki Tsuyoshi,
Sato Koichi,
Ushirogochi Hideki,
Yamamura Itsuki,
Isoda Takeshi,
Li Zhong,
Yang Youjun,
Kumagai Toshio
Publication year - 2007
Publication title -
chemmedchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.817
H-Index - 100
eISSN - 1860-7187
pISSN - 1860-7179
DOI - 10.1002/cmdc.200700144
Subject(s) - covalent bond , chemistry , serine , stereochemistry , combinatorial chemistry , lactam , antibiotics , broad spectrum , enzyme , biochemistry , organic chemistry
Bacterial resistance is addressed clinically by combining a β‐lactamase inhibitors with a β‐lactam antibiotic. Whereas this strategy is effective with the class A β‐lactamase inhibitors, there is an urgent need to extend the spectrum of activity to the other classes of serine β‐lactamases. Interaction energies and modeling studies on penem inhibitors described herein, show that β‐lactamases of the different classes prefer different stereochemistries.