Total synthesis of pyoverdin D

Roi Mashiach; Michael M. Meijler

doi:10.1021/ol400490s

Total synthesis of pyoverdin D

Roi Mashiach, Michael M. Meijler

Department of Chemistry

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

24 Scopus citations

Abstract

Pyoverdin D is an important siderophore that is used by the human pathogen Pseudomonas aeruginosa to import iron and gain a competitive advantage. This unique partially cyclic octapeptide bears four nonproteinogenic amino acids, including ^δN-formyl-^δN-hydroxy-l-ornithine, and a catechol containing chiral chromophore. Here, we report the first total synthesis of pyoverdin D.

Original language	English
Pages (from-to)	1702-1705
Number of pages	4
Journal	Organic Letters
Volume	15
Issue number	7
DOIs	https://doi.org/10.1021/ol400490s
State	Published - 5 Apr 2013

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol400490s

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abstract = "Pyoverdin D is an important siderophore that is used by the human pathogen Pseudomonas aeruginosa to import iron and gain a competitive advantage. This unique partially cyclic octapeptide bears four nonproteinogenic amino acids, including δN-formyl-δN-hydroxy-l-ornithine, and a catechol containing chiral chromophore. Here, we report the first total synthesis of pyoverdin D.",

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AB - Pyoverdin D is an important siderophore that is used by the human pathogen Pseudomonas aeruginosa to import iron and gain a competitive advantage. This unique partially cyclic octapeptide bears four nonproteinogenic amino acids, including δN-formyl-δN-hydroxy-l-ornithine, and a catechol containing chiral chromophore. Here, we report the first total synthesis of pyoverdin D.

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JO - Organic Letters

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Total synthesis of pyoverdin D

Abstract

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