Literature DB >> 31944494

Synthetic Approaches for Accessing Pseudaminic Acid (Pse) Bacterial Glycans.

Emily K P Flack1, Harriet S Chidwick1, Matthew Best1, Gavin H Thomas2, Martin A Fascione1.   

Abstract

Pseudaminic acids (Pses) are a group of non-mammalian nonulosonic acids (nulOs) that have been shown to be an important virulence factor for a number of pathogenic bacteria, including emerging multidrug-resistant ESKAPE pathogens. Despite their discovery over 30 years ago, relatively little is known about the biological significance of Pse glycans compared with their sialic acid analogues, primarily due to a lack of access to the synthetically challenging Pse architecture. Recently, however, the Pse backbone has been subjected to increasing synthetic exploration by carbohydrate (bio)chemists, and the total synthesis of complex Pse glycans achieved with inspiration from the biosynthesis and subsequent detailed study of chemical glycosylation by using Pse donors. Herein, context is provided for these efforts by summarising recent synthetic approaches pioneered for accessing Pse glycans, which are set to open up this underexplored area of glycoscience to the wider scientific community.
© 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  biosynthesis; carbohydrates; enzymes; natural products; synthesis design

Mesh:

Substances:

Year:  2020        PMID: 31944494     DOI: 10.1002/cbic.202000019

Source DB:  PubMed          Journal:  Chembiochem        ISSN: 1439-4227            Impact factor:   3.164


  3 in total

1.  Syntheses of Legionaminic Acid, Pseudaminic Acid, Acetaminic Acid, 8-epi-Acetaminic Acid, and 8-epi-Legionaminic Acid Glycosyl Donors from N-Acetylneuraminic Acid by Side Chain Exchange.

Authors:  Sameera Siyabalapitiya Arachchige; David Crich
Journal:  Org Lett       Date:  2022-04-14       Impact factor: 6.072

2.  Reconstitution and optimisation of the biosynthesis of bacterial sugar pseudaminic acid (Pse5Ac7Ac) enables preparative enzymatic synthesis of CMP-Pse5Ac7Ac.

Authors:  Harriet S Chidwick; Emily K P Flack; Tessa Keenan; Julia Walton; Gavin H Thomas; Martin A Fascione
Journal:  Sci Rep       Date:  2021-02-26       Impact factor: 4.379

Review 3.  Structural and Biosynthetic Diversity of Nonulosonic Acids (NulOs) That Decorate Surface Structures in Bacteria.

Authors:  Nathan D McDonald; E Fidelma Boyd
Journal:  Trends Microbiol       Date:  2020-09-17       Impact factor: 17.079

  3 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.