1997年7月
Structure-activity relationships of penem antibiotics: crystallographic structures and implications for their antimicrobial activities
Bioorganic and Medicinal Chemistry
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- 巻
- 5
- 号
- 7
- 開始ページ
- 1389
- 終了ページ
- 1399
- 記述言語
- 英語
- 掲載種別
- DOI
- 10.1016/S0968-0896(97)00073-4
Twelve closely related crystal structures of the penem derivatives revealed a characteristic short contact of the oxygen atom in the C2 side-chains with the S1 atom. The side-chain conformations of the crystal structures showed a good correlation with the antimicrobial activity. In particular, the penems which show high antimicrobial activity have similar torsion angles for S1-C2-C1'-C2', suggesting that the disposition of the C2' atom would be important for binding to penicillin-interacting enzymes. Two conformations of the C6 hydroxyethyl group were observed in the crystal structures. Of those two, the conformation with a larger torsion angle (δ = 179.2°) is deduced to be the enzyme-bound conformation in the Michaelis complex.
- リンク情報
- ID情報
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- DOI : 10.1016/S0968-0896(97)00073-4
- ISSN : 0968-0896
- PubMed ID : 9377099
- SCOPUS ID : 0030861043