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Published on: March 2, 2020
Evaluation of (acyloxy)alkyl ester linkers for antibiotic release from siderophore-antibiotic conjugates
Tengfei Zheng1, Elizabeth M Nolan1
1Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue 16-573B, Cambridge, MA 02139, USA.
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.
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