Literature DB >> 21409288

Carbohydrate chemistry in drug discovery.

M Carmen Galan1, David Benito-Alifonso, Gregory M Watt.   

Abstract

The multitude of roles that carbohydrates and their glyco-conjugates play in biological processes has stimulated great interest in determining the nature of their interactions in both normal and diseased states. Manipulating such interactions will provide leads for drug discovery. Of the major classes of biomolecule, carbohydrates are the most structurally diverse. This hetereogeneity makes isolation of pure samples, and in sufficient amounts, from biological sources extremely difficult. Chemical synthesis offers the advantage of producing pure and structurally defined oligosaccharides for biological investigations. Although the complex nature of carbohydrates means that this is challenging, recent advances in the field have facilitated access to these molecules. The synthesis and isolation of oligosaccharides combined with progress in glycoarray technology have aided the identification of new carbohydrate-binding drug targets. This review aims to provide an overview of the latest advancements in carbohydrate chemistry and the role of these complex molecules in drug discovery, focusing particularly on synthetic methodologies, glycosaminoglycans, glycoprotein synthesis and vaccine development over the last few years.

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Year:  2011        PMID: 21409288     DOI: 10.1039/c0ob01017k

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  24 in total

1.  Asymmetric assembly of aldose carbohydrates from formaldehyde and glycolaldehyde by tandem biocatalytic aldol reactions.

Authors:  Anna Szekrenyi; Xavier Garrabou; Teodor Parella; Jesús Joglar; Jordi Bujons; Pere Clapés
Journal:  Nat Chem       Date:  2015-08-10       Impact factor: 24.427

Review 2.  Methods for 2-Deoxyglycoside Synthesis.

Authors:  Clay S Bennett; M Carmen Galan
Journal:  Chem Rev       Date:  2018-06-28       Impact factor: 60.622

3.  Methodology development and physical organic chemistry: a powerful combination for the advancement of glycochemistry.

Authors:  David Crich
Journal:  J Org Chem       Date:  2011-10-04       Impact factor: 4.354

4.  Multicomponent reaction derived small di- and tri-carbohydrate-based glycomimetics as tools for probing lectin specificity.

Authors:  Andreja Jakas; Ramya Ayyalasomayajula; Mare Cudic; Ivanka Jerić
Journal:  Glycoconj J       Date:  2022-08-24       Impact factor: 3.009

Review 5.  Synthesis and Glycosidation of Anomeric Halides: Evolution from Early Studies to Modern Methods of the 21st Century.

Authors:  Yashapal Singh; Scott A Geringer; Alexei V Demchenko
Journal:  Chem Rev       Date:  2022-06-08       Impact factor: 72.087

6.  Exploring the free-energy landscape of carbohydrate-protein complexes: development and validation of scoring functions considering the binding-site topology.

Authors:  Sameh Eid; Noureldin Saleh; Adam Zalewski; Angelo Vedani
Journal:  J Comput Aided Mol Des       Date:  2014-09-10       Impact factor: 3.686

7.  Regioselective monodeprotection of peracetylated carbohydrates.

Authors:  Marco Filice; Jose M Guisan; Marco Terreni; Jose M Palomo
Journal:  Nat Protoc       Date:  2012-09-06       Impact factor: 13.491

8.  Dissecting the mechanisms of a class of chemical glycosylation using primary ¹³C kinetic isotope effects.

Authors:  Min Huang; Graham E Garrett; Nicolas Birlirakis; Luis Bohé; Derek A Pratt; David Crich
Journal:  Nat Chem       Date:  2012-07-22       Impact factor: 24.427

9.  Palladium catalysed carbonylation of 2-iodoglycals for the synthesis of C-2 carboxylic acids and aldehydes taking formic acid as a carbonyl source.

Authors:  Ajaz Ahmed; Nazar Hussain; Monika Bhardwaj; Anuj Kumar Chhalodia; Amit Kumar; Debaraj Mukherjee
Journal:  RSC Adv       Date:  2019-07-17       Impact factor: 4.036

10.  A 3,4-trans-fused cyclic protecting group facilitates α-selective catalytic synthesis of 2-deoxyglycosides.

Authors:  Edward I Balmond; David Benito-Alifonso; Diane M Coe; Roger W Alder; Eoghan M McGarrigle; M Carmen Galan
Journal:  Angew Chem Int Ed Engl       Date:  2014-06-20       Impact factor: 15.336

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