본문으로 바로가기 주메뉴 바로가기

사용자별 맞춤메뉴

자주찾는 메뉴

추가하기
닫기

연구성과

contents area

detail content area

Total Syntheses of Fimsbactin A and B and Their Stereoisomers to Probe the Stereoselectivity of ....
  • 작성일2021-02-17
  • 최종수정일2021-02-17
  • 담당부서연구기획과
  • 연락처043-719-8033
  • 34

Organic Letters, 2020.22(7), 2806-2810, DOI: https://doi.org/10.1021/acs.orglett.0c00790


Total Syntheses of Fimsbactin A and B and Their Stereoisomers to Probe the Stereoselectivity of the Fimsbactin Uptake Machinery in Acinetobacter baumannii

Soojeong Kim, Haeun Lee, Woon Young Song, Hak Joong Kim*


Abstract

    Background: Fimsbacitn is one of the siderophores utilized by Acinetobacter baumannii for iron acquisition, but the investigation regarding this molecule has rarely been investigated. In this regard, this study intended to establish a synthetic method for its preparation and, at the same time, to investigate the relationship between its structure, particularly with respect to the stereochemistry, with its cellular uptake.

    Materials and methods: For syntheses of fimsbactin and its analogues, various organic reactions were utilized. The evaluation of their biological activities were conducted based on the monitoring of their growth stimulating activities for A. baumannii cultured under iron-deficient conditions.

    Results: By further streamlining the existing method for fimsbactin B synthesis reported by our laboratory earlier, the stereoselective synthetic method for fimsbactin A could be successfully established for the first time, and using this method a number of stereoisomers thereof were prepared. Then, the investigation of their growth stimulating activities for A. baumannii revealed that the cognate uptake machinery on this bacterium is indeed highly stereoselective.

    Conclusions: This study not only established an effective way to synthesize fimsbactin and its analogues, essential for future development of novel fimsbactin-based therapeutics, but also confirmed the chracteristic substrate specificity of the fimsbactin uptake machinery on A. baumannii. Keywords: siderophore, synthesis of fimsbactin, stereoselectivity of the fimsbactin uptake machinery



  • 본 연구는 질병관리본부 연구개발과제연구비를 지원받아 수행되었습니다.
  • This research was supported by a fund by Research of Korea Centers for Disease Control and Prevention.


본 공공저작물은 공공누리  출처표시 조건에 따라 이용할 수 있습니다 본 공공저작물은 공공누리 "출처표시" 조건에 따라 이용할 수 있습니다.
TOP