Efficient Synthesis of the Pyoverdine Chromophore: Expanding the Toolbox for the Preparation of Pyoverdine Conjugates

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Abstract

The pyoverdine chromophore is an important component of a family of siderophores which are secreted by the human pathogen Pseudomonas aeruginosa for iron absorption. In this study, an efficient and improved synthetic route to the chromophore structure is reported, beginning from readily available starting materials, D-glutamic acid and L-DOPA. This strategy has not only delivered the first synthesis of the free pyoverdine D chromophore, but also offers potential access to a wide range of other pyoverdine chromophore species.
Original languageEnglish
Article numbere202400745
Number of pages6
JournalEuropean Journal of Organic Chemistry
Volume27
Issue number46
Early online date20 Sept 2024
DOIs
Publication statusPublished - 9 Dec 2024

Data Availability Statement

The data that support the findings of this study are available in the supplementary material of this article.

Funding

The authors acknowledge the Material and Chemical Characterization Facility (MC2) at the University of Bath.

FundersFunder number
University of Bath

    Keywords

    • Chromophores
    • Natural products
    • Peptides
    • Siderophores
    • Total synthesis

    ASJC Scopus subject areas

    • Physical and Theoretical Chemistry
    • Organic Chemistry

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