Literature DB >> 34523797

Developments in the Chemical Synthesis of Heparin and Heparan Sulfate.

Imlirenla Pongener1, Conor O'Shea1, Hannah Wootton1, Michael Watkinson1, Gavin J Miller1.   

Abstract

Heparin and heparan sulfate represent key members of the glycosaminoglycan family of carbohydrates and underpin considerable repertoires of biological importance. As such, their efficiency of synthesis represents a key requirement, to further understand and exploit the H/HS structure-to-biological function axis. In this review we focus on chemical approaches to and methodology improvements for the synthesis of these essential sugars (from 2015 onwards). We first consider advances in accessing the heparin-derived pentasaccharide anticoagulant fondaparinux. This is followed by heparan sulfate targets, including key building block synthesis, oligosaccharide construction and chemical sulfation techniques. We end with a consideration of technological improvements to traditional, solution-phase synthesis approaches that are increasingly being utilised.
© 2021 The Authors. Published by The Chemical Society of Japan & Wiley-VCH GmbH.

Entities:  

Keywords:  carbohydrates; glycosaminoglycan; glycosylation; heparan sulfate; heparin

Mesh:

Substances:

Year:  2021        PMID: 34523797     DOI: 10.1002/tcr.202100173

Source DB:  PubMed          Journal:  Chem Rec        ISSN: 1528-0691            Impact factor:   6.771


  3 in total

1.  Using NMR to Dissect the Chemical Space and O-Sulfation Effects within the O- and S-Glycoside Analogues of Heparan Sulfate.

Authors:  Maria C Z Meneghetti; Lucy Naughton; Conor O'Shea; Dindet S-E Koffi Teki; Vincent Chagnault; Helena B Nader; Timothy R Rudd; Edwin A Yates; José Kovensky; Gavin J Miller; Marcelo A Lima
Journal:  ACS Omega       Date:  2022-07-08

2.  Automated Solid Phase Assisted Synthesis of a Heparan Sulfate Disaccharide Library.

Authors:  Sherif Ramadan; Guowei Su; Kedar Baryal; Linda C Hsieh-Wilson; Jian Liu; Xuefei Huang
Journal:  Org Chem Front       Date:  2022-04-19       Impact factor: 5.456

Review 3.  Polymers Inspired by Heparin and Heparan Sulfate for Viral Targeting.

Authors:  Miriam Hoffmann; Nicole L Snyder; Laura Hartmann
Journal:  Macromolecules       Date:  2022-09-11       Impact factor: 6.057

  3 in total

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