6-Aminopenicillanic acid (6-APA) derivatives equipped with anchoring arms
(2012) Tetrahedron — Vol. 68, n° 52, p. 10818-10826 (2012)
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- Abstract
- 6-APA derivatives were considered as selective labels for the construction of bifunctional linkers dedicated to the oriented immobilization of proteins on materials. Sulbactam-like compounds (i.e., 6-β-sulfonamido-penam sulfones) and penicillin G - like compounds (i.e., para-substituted 6-β- phenylacetamido-penams) were prepared and tested as irreversible inhibitors of representative β-lactamases and D,D-peptidases, respectively. The activity of the modified antibiotics was preserved despite their substitution with various anchoring arms. The (2-nitro-4,5-dimethoxy)-benzyl esters revealed of particular interest due to their capacity to acylate BlaR-CTD without deprotection. © 2012 Elsevier Ltd. All rights reserved.
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Favre, A., Grugier, J., Brans, A., Joris, B., & Marchand-Brynaert, J. (2012). 6-Aminopenicillanic acid (6-APA) derivatives equipped with anchoring arms. Tetrahedron, 68(52), 10818-10826. https://doi.org/10.1016/j.tet.2011.10.100 (Original work published 2012)