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Synfacts 2009(2): 0127-0127  
DOI: 10.1055/s-0028-1087604
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Fluvibactin

Contributor(s): Philip Kocienski
A. Sakakura, S. Umemura, K. Ishihara*
Nagoya University, Japan
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Publication History

Publication Date:
22 January 2009 (online)

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Significance

Fluvibactin and vibriobactin are ­siderophores isolated from low-iron cultures of Vibrio fluvialis and Vibrio cholerae. They are Fe(III)-specific chelators that facilitate Fe(III) ion-specific uptake. The synthesis of fluvibactin and vibriobactin (not shown) features the use of a highly efficient Mo(VI)-catalyzed dehydrative cyclization of the N-acyl threonine G to give the oxazoline H.