Journal
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 25, Issue 21, Pages 4987-4991Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2015.02.034
Keywords
Siderophore; Antibiotic delivery; Linker stability
Categories
Funding
- Searle Scholars Program (Kinship Foundation)
- Department of Chemistry at MIT
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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 degrees C, vary by >370-fold depending on the substituents in the vicinity of the ester linkage. (C) 2015 Elsevier Ltd. All rights reserved.
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