Literature DB >> 32920523

Recent progress in chemical synthesis of bacterial surface glycans.

Riyao Li1, Hai Yu1, Xi Chen2.   

Abstract

With the continuing advancement of carbohydrate chemical synthesis, bacterial glycomes have become increasingly attractive and accessible synthetic targets. Although bacteria also produce carbohydrate-containing secondary metabolites, our review here will cover recent chemical synthetic efforts on bacterial surface glycans. The obtained compounds are excellent candidates for the development of improved structurally defined glycoconjugate vaccines to combat bacterial infections. They are also important probes for investigating glycan-protein interactions. Glycosylation strategies applied for the formation of some challenging glycosidic bonds of various uncommon sugars in a number of recently synthesized bacterial surface glycans are highlighted.
Copyright © 2020 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  Bacterial glycan; Carbohydrate; Glycoconjugate vaccine; Glycosyltransferase; Synthesis

Year:  2020        PMID: 32920523      PMCID: PMC7880230          DOI: 10.1016/j.cbpa.2020.08.003

Source DB:  PubMed          Journal:  Curr Opin Chem Biol        ISSN: 1367-5931            Impact factor:   8.822


  79 in total

Review 1.  A comprehensive review of glycosylated bacterial natural products.

Authors:  Sherif I Elshahawi; Khaled A Shaaban; Madan K Kharel; Jon S Thorson
Journal:  Chem Soc Rev       Date:  2015-11-07       Impact factor: 54.564

2.  Efficient Strategy for α-Selective Glycosidation of d-Glucosamine and Its Application to the Synthesis of a Bacterial Capsular Polysaccharide Repeating Unit Containing Multiple α-Linked GlcNAc Residues.

Authors:  Yanxin Zhang; Han Zhang; Ying Zhao; Zhongwu Guo; Jian Gao
Journal:  Org Lett       Date:  2020-02-07       Impact factor: 6.005

3.  Mapping the Reactivity and Selectivity of 2-Azidofucosyl Donors for the Assembly of N-Acetylfucosamine-Containing Bacterial Oligosaccharides.

Authors:  Bas Hagen; Sara Ali; Herman S Overkleeft; Gijsbert A van der Marel; Jeroen D C Codée
Journal:  J Org Chem       Date:  2017-01-10       Impact factor: 4.354

4.  Microbial glycan microarrays define key features of host-microbial interactions.

Authors:  Sean R Stowell; Connie M Arthur; Ryan McBride; Oren Berger; Nahid Razi; Jamie Heimburg-Molinaro; Lilian C Rodrigues; Jean-Philippe Gourdine; Alexander J Noll; Stephan von Gunten; David F Smith; Yuriy A Knirel; James C Paulson; Richard D Cummings
Journal:  Nat Chem Biol       Date:  2014-05-11       Impact factor: 15.040

5.  A Route to Polyprenol Pyrophosphate-Based Probes of O-Polysaccharide Biosynthesis in Klebsiella pneumoniae O2a.

Authors:  Ryan P Sweeney; Todd L Lowary
Journal:  Org Lett       Date:  2019-01-25       Impact factor: 6.005

Review 6.  Recent advances in synthesis of bacterial rare sugar building blocks and their applications.

Authors:  Madhu Emmadi; Suvarn S Kulkarni
Journal:  Nat Prod Rep       Date:  2014-04-04       Impact factor: 13.423

Review 7.  Advances in Protecting Groups for Oligosaccharide Synthesis.

Authors:  Bhaswati Ghosh; Suvarn S Kulkarni
Journal:  Chem Asian J       Date:  2020-01-23

Review 8.  Bacterial biopolymers: from pathogenesis to advanced materials.

Authors:  M Fata Moradali; Bernd H A Rehm
Journal:  Nat Rev Microbiol       Date:  2020-01-28       Impact factor: 60.633

9.  Total Synthesis of Polysaccharides by Automated Glycan Assembly.

Authors:  A Abragam Joseph; Alonso Pardo-Vargas; Peter H Seeberger
Journal:  J Am Chem Soc       Date:  2020-04-30       Impact factor: 15.419

Review 10.  Chemical Synthesis of Rare, Deoxy-Amino Sugars Containing Bacterial Glycoconjugates as Potential Vaccine Candidates.

Authors:  Archanamayee Behera; Suvarn S Kulkarni
Journal:  Molecules       Date:  2018-08-10       Impact factor: 4.411

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  2 in total

Review 1.  Recent progress in synthesis of carbohydrates with sugar nucleotide-dependent glycosyltransferases.

Authors:  Lan Na; Riyao Li; Xi Chen
Journal:  Curr Opin Chem Biol       Date:  2020-12-10       Impact factor: 8.822

Review 2.  Sweet impersonators: Molecular mimicry of host glycans by bacteria.

Authors:  Hanna de Jong; Marc M S M Wösten; Tom Wennekes
Journal:  Glycobiology       Date:  2022-02-26       Impact factor: 4.313

  2 in total

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