caa a22 4500 469072385 CHVBK 20180323132925.0 cr unu---uuuuu 170328e19921001xx s 000 0 eng 10.1007/BF00678556 doi (NATIONALLICENCE)springer-10.1007/BF00678556 An ab initio 4-21G gradient study of clavulanic acid [Elektronische Daten] [Berta Fernandez, Christian Van Alsenoy] The structure of five conformations of theβ-lac inhibitor clavulanic acid have been optimized using ab initio gradient methods at the 4-21G level. The conformations of lowest energy possess an intramolecular H bond and also have the lowest pyramidization of N1. Different side-chain conformations lead to (i) differences in anomeric interactions and variations of the hydroxyethylidene geometry and (ii) changes in the geometry of the ring skeleton, which are smaller in the four- than in the five-membered ring. Plenum Publishing Corporation, 1992 Fernandez Berta Department of Chemistry, University of Antwerp (UIA), Universiteitsplein 1, B-2610, Wilrijk, Belgium aut Van Alsenoy Christian Department of Chemistry, University of Antwerp (UIA), Universiteitsplein 1, B-2610, Wilrijk, Belgium aut Structural Chemistry Kluwer Academic Publishers 3/5(1992-10-01), 321-327 1040-0400 3:5<321 1992 3 11224 https://doi.org/10.1007/BF00678556 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/BF00678556 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Fernandez Berta Department of Chemistry, University of Antwerp (UIA), Universiteitsplein 1, B-2610, Wilrijk, Belgium aut NATIONALLICENCE 700 1- Van Alsenoy Christian Department of Chemistry, University of Antwerp (UIA), Universiteitsplein 1, B-2610, Wilrijk, Belgium aut NATIONALLICENCE 773 0- Structural Chemistry Kluwer Academic Publishers 3/5(1992-10-01), 321-327 1040-0400 3:5<321 1992 3 11224 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer