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Development of carbapenem-based fluorogenic probes for the clinical screening of carbapenemase-producing bacteria

Title
Development of carbapenem-based fluorogenic probes for the clinical screening of carbapenemase-producing bacteria
Author
민선준
Issue Date
2020-01
Publisher
ACADEMIC PRESS INC ELSEVIER SCIENCE
Citation
BIOORGANIC CHEMISTRY, v. 94, Page. 103405-103418
Abstract
This report describes the synthesis of a library of fluorogenic carbapenemase substrates consisting of carbapenem derivatives, fluorescence dyes, and active cleavable linkers and their evaluation for specifically detecting carbapenemase-producing organisms (CPOs). We synthesized a series of compounds having three different types of linkers such as benzyl ether, carbamate, and amine using hydroxymethyl carbapenem 7a and hydroxyallyl carbapenem 7b as key intermediates. Probe 1b exhibited high stability and a prompt turn-on fluorescence signal upon hydrolysis by carbapenemases. In particular, the screening of clinical samples indicated that the probe 1b exhibited excellent selectivity to the CPOs over other β-lactamases or non-carbapenemase producing bacteria, which may be of clinical use for the rapid and accurate detection of CPOs for timely diagnosis and treatment.
URI
https://www.sciencedirect.com/science/article/pii/S0045206819309575https://repository.hanyang.ac.kr/handle/20.500.11754/163337
ISSN
0045-2068
DOI
10.1016/j.bioorg.2019.103405
Appears in Collections:
COLLEGE OF SCIENCE AND CONVERGENCE TECHNOLOGY[E](과학기술융합대학) > CHEMICAL AND MOLECULAR ENGINEERING(화학분자공학과) > Articles
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