Ahmadipour, S, Wahart, AJC, Dolan, JP, Beswick, L, Hawes, CS, Field, RA and Miller, GJ (2022) Synthesis of C6-modified mannose 1-phosphates and evaluation of derived sugar nucleotides against GDP‑mannose dehydrogenase. Beilstein Archives.

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<jats:p>Sufferers of cystic fibrosis are at significant risk of contracting chronic bacterial lung infections. The dominant pathogen in these cases is mucoid <jats:italic>Pseudomonas aeruginosa.</jats:italic> Such infections are characterised by overproduction of the exopolysaccharide alginate. We present herein the design and chemoenzymatic synthesis of sugar nucleotide tools to probe a critical enzyme within alginate biosynthesis, GDP-mannose dehydrogenase (GMD). We first synthesise C6-modified glycosyl 1-phosphates, incorporating 6-amino, 6-chloro and 6-sulfhydryl groups, followed by their evaluation as substrates for enzymatic pyrophosphorylative coupling. The development of this methodology enables access to GDP 6-chloro-6-deoxy-D-mannose and its evaluation against GMD.</jats:p>

Item Type: Article
Additional Information: This open access document is posted as a preprint in the Beilstein Archives at https://doi.org/10.3762/bxiv.2022.57.v1 and is considered to be an early communication for feedback before peer review. Before citing this document, please check if a final, peer-reviewed version has been published. This document is not formatted, has not undergone copyediting or typesetting, and may contain errors, unsubstantiated scientific claims or preliminary data.
Subjects: Q Science > Q Science (General)
Q Science > QD Chemistry
Depositing User: Symplectic
Date Deposited: 23 Aug 2022 10:56
Last Modified: 23 Aug 2022 10:56
URI: https://eprints.keele.ac.uk/id/eprint/11331

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