Chiral auxiliaries: Usefullness in stereoselective glycosylation reactions and their synthetic applications.

1,2-Cis glycosidic bonds Chiral auxiliary Glycosylation Oligosaccharides Stereoselective

Journal

Carbohydrate research
ISSN: 1873-426X
Titre abrégé: Carbohydr Res
Pays: Netherlands
ID NLM: 0043535

Informations de publication

Date de publication:
Sep 2020
Historique:
received: 25 02 2020
revised: 07 05 2020
accepted: 22 05 2020
pubmed: 18 7 2020
medline: 1 6 2021
entrez: 18 7 2020
Statut: ppublish

Résumé

Oligosaccharides play a very important role in biological system and structure-activity relationships that is why it has a lot of application to medicinal chemistry and development of polysaccharide conjugate vaccines. The stereoselective introduction of a glycosidic linkage presents the principal challenge for biological importance oligosaccharide synthesis. The main aim of this review is to described the importance of chiral auxiliary and neibhouring group participation for the stereoselective 1,2-cis glycosidic bonds formation and their application in complex oligosaccharide synthesis.Numerous 1,2-cis-linked oligosaccharides and glyconjugates are naturally found in the compounds of blood group, human milk, antigens of bacterial lipopolysaccharide etc.that predominantly increased it's importance in this field.

Identifiants

pubmed: 32679340
pii: S0008-6215(20)30117-8
doi: 10.1016/j.carres.2020.108045
pii:
doi:

Substances chimiques

Glycosides 0
Oligosaccharides 0

Types de publication

Journal Article Review

Langues

eng

Sous-ensembles de citation

IM

Pagination

108045

Informations de copyright

Copyright © 2020 Elsevier Ltd. All rights reserved.

Auteurs

Ariza Khanam (A)

Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute, BS-10/1, Sector 10, Jankipuram Extension, Sitapur Road, P.O. Box 173, Lucknow, 226031, India.

Ashwani Tiwari (A)

Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute, BS-10/1, Sector 10, Jankipuram Extension, Sitapur Road, P.O. Box 173, Lucknow, 226031, India.

Pintu Kumar Mandal (PK)

Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute, BS-10/1, Sector 10, Jankipuram Extension, Sitapur Road, P.O. Box 173, Lucknow, 226031, India; Academy of Scientific and Innovative Research, New Delhi, 110001, India. Electronic address: pk.mandal@cdri.res.in.

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Classifications MeSH