Synthesis and Characterization of Preacinetobactin and 5-Phenyl Preacinetobactin |
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| Authors: | Jean M Bray Scott Pierce Alfredo M Angeles-Boza Mark W Peczuh |
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| Institution: | Department of Chemistry, University of Connecticut, 55 N. Eagleville Road, U3060, Storrs, CT 06269, USA; (J.M.B.); (S.P.); (A.M.A.-B.) |
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| Abstract: | 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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| Keywords: | acinetobactin preacinetobactin siderophore synthesis A baumanii |
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