Key Structural Elements for Cellular Uptake of Acinetobactin, a Major Siderophore of Acinetobacter baumannii

Woon Young Song; Dawa Jeong; Jimin Kim; Min Wook Lee; Man Hwan Oh; Hak Joong Kim

doi:10.1021/acs.orglett.6b03671

Key Structural Elements for Cellular Uptake of Acinetobactin, a Major Siderophore of Acinetobacter baumannii

Woon Young Song, Dawa Jeong, Jimin Kim, Min Wook Lee, Man Hwan Oh, Hak Joong Kim

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

22 Citations (Scopus)

Abstract

Acinetobactin is a major siderophore utilized by the human pathogen Acinetobacter baumannii. The rapid acquisition of drug resistance by A. baumannii has garnered concern globally. Herein, acinetobactin and systematically generated analogues were prepared and characterized; the binding and cellular delivery of Fe(III) by the analogues were evaluated. This investigation not only led to the clarification of the physiologically relevant acinetobactin structure but also revealed several key structural elements for its functionality as a siderophore.

Original language	English
Pages (from-to)	500-503
Number of pages	4
Journal	Organic Letters
Volume	19
Issue number	3
DOIs	https://doi.org/10.1021/acs.orglett.6b03671
Publication status	Published - 2017 Feb 3

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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title = "Key Structural Elements for Cellular Uptake of Acinetobactin, a Major Siderophore of Acinetobacter baumannii",

abstract = "Acinetobactin is a major siderophore utilized by the human pathogen Acinetobacter baumannii. The rapid acquisition of drug resistance by A. baumannii has garnered concern globally. Herein, acinetobactin and systematically generated analogues were prepared and characterized; the binding and cellular delivery of Fe(III) by the analogues were evaluated. This investigation not only led to the clarification of the physiologically relevant acinetobactin structure but also revealed several key structural elements for its functionality as a siderophore.",

author = "Song, {Woon Young} and Dawa Jeong and Jimin Kim and Lee, {Min Wook} and Oh, {Man Hwan} and Kim, {Hak Joong}",

note = "Funding Information: This work was supported by a National Research Foundation of Korea (NRF) grant (Grant Nos. NRF-2012R1A1A1042665, NRF-2015R1D1A1A01056815 NRF20110020033, and NRF-2016R1C1B1016370). We also thank Ms. Hyun Hee Lee and Mr. Yunhwa Choi for their helpful assistance on the mass data collection and the hemolytic activity assay, respectively. Publisher Copyright: {\textcopyright} 2017 American Chemical Society.",

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doi = "10.1021/acs.orglett.6b03671",

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AU - Song, Woon Young

AU - Jeong, Dawa

AU - Kim, Jimin

AU - Lee, Min Wook

AU - Oh, Man Hwan

AU - Kim, Hak Joong

N1 - Funding Information: This work was supported by a National Research Foundation of Korea (NRF) grant (Grant Nos. NRF-2012R1A1A1042665, NRF-2015R1D1A1A01056815 NRF20110020033, and NRF-2016R1C1B1016370). We also thank Ms. Hyun Hee Lee and Mr. Yunhwa Choi for their helpful assistance on the mass data collection and the hemolytic activity assay, respectively. Publisher Copyright: © 2017 American Chemical Society.

PY - 2017/2/3

Y1 - 2017/2/3

N2 - Acinetobactin is a major siderophore utilized by the human pathogen Acinetobacter baumannii. The rapid acquisition of drug resistance by A. baumannii has garnered concern globally. Herein, acinetobactin and systematically generated analogues were prepared and characterized; the binding and cellular delivery of Fe(III) by the analogues were evaluated. This investigation not only led to the clarification of the physiologically relevant acinetobactin structure but also revealed several key structural elements for its functionality as a siderophore.

AB - Acinetobactin is a major siderophore utilized by the human pathogen Acinetobacter baumannii. The rapid acquisition of drug resistance by A. baumannii has garnered concern globally. Herein, acinetobactin and systematically generated analogues were prepared and characterized; the binding and cellular delivery of Fe(III) by the analogues were evaluated. This investigation not only led to the clarification of the physiologically relevant acinetobactin structure but also revealed several key structural elements for its functionality as a siderophore.

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JO - Organic Letters

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Key Structural Elements for Cellular Uptake of Acinetobactin, a Major Siderophore of Acinetobacter baumannii

Abstract

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