Evaluation of (acyloxy)alkyl ester linkers for antibiotic release from siderophore–antibiotic conjugates
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Linker-RevisedMS-020715-submitted021115.docx
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Checksum (MD5)
6371e0b00d63f6dc5cffa709bacc8af5
Author(s)
Zheng, Tengfei
Nolan, Elizabeth Marie
Date Issued
February 2015
Journal
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
Abstract
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.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
Terms of Use
Creative Commons Attribution-NonCommercial-NoDerivs License
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DOI of Published Version
https://doi.org/10.1016/j.bmcl.2015.02.034
