Evaluation of (acyloxy)alkyl ester linkers for antibiotic release from siderophore–antibiotic conjugates
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The syntheses of five ciprofloxacin-modified (acyloxyl)alkyl esters and two siderophore–ciprofloxacin conjugates based on enterobactin that harbor such hydrolyzable linkages are reported. The hydrolytic stabilities of ciprofloxacin-modified (acyloxy)alkyl esters, evaluated at pH 7.5 and 30 °C, vary by >370-fold depending on the substituents in the vicinity of the ester linkage.
Date issued
2015-02Department
Massachusetts Institute of Technology. Department of ChemistryJournal
Bioorganic & Medicinal Chemistry Letters
Publisher
Elsevier
Citation
Zheng, Tengfei, and Nolan, Elizabeth M. “Evaluation of (acyloxy)alkyl Ester Linkers for Antibiotic Release from Siderophore–antibiotic Conjugates.” Bioorganic & Medicinal Chemistry Letters 25, 21 (November 2015): 4987–4991 © 2015 Elsevier Ltd
Version: Author's final manuscript
ISSN
0960-894X