Synthesis and Characterization of Preacinetobactin and 5-Phenyl Preacinetobactin

被引:2
作者
Bray, Jean M. [1 ]
Pierce, Scott [1 ]
Angeles-Boza, Alfredo M. [1 ]
Peczuh, Mark W. [1 ]
机构
[1] Univ Connecticut, Dept Chem, 55 N Eagleville Rd,U3060, Storrs, CT 06269 USA
关键词
acinetobactin; preacinetobactin; siderophore; synthesis; A; baumanii; ACINETOBACTER-BAUMANNII; SIDEROPHORE;
D O I
10.3390/molecules27123688
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
We report the first total synthesis of 5-phenyl preacinetobactin and its characterization. The route was developed for the synthesis of preacinetobactin, the siderophore critical to the Gram-negative pathogen A. baumannii. It leverages a C5-substituted benzaldehyde as a key starting material and should enable the synthesis of similar analogs. 5-Phenyl preacinetobactin binds iron in a manner analogous to the natural siderophore, but it did not rescue growth in a strain of A. baumannii unable to produce preacinetobactin.
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页数:13
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