Ionic Catch and Release Oligosaccharide Synthesis (ICROS)

Overview

Journal Chem Commun (Camb)

Publisher Royal Society of Chemistry

Specialty Chemistry

Date 2011 Mar 11

PMID 21390376

Citations 7

Authors

Anh-Tuan Tran

Richard Burden

Daugirdas T Racys

M Carmen Galan

Affiliations

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Abstract

A general and efficient chromatography-free ionic-liquid-supported "catch-and-release" strategy for oligosaccharide synthesis (ICROS) is reported. The methodology is compatible with current glycosylation strategies and amenable to protecting group manipulations. A series of β-(1→6) and β-(1→2)-linked glycan structures have been prepared to showcase the versatility of the strategy.

Citing Articles

Microfluidics-Based Ionic Catch and Release Oligosaccharide Synthesis (ICROS-Microflow) to Expedite Glycosylation Chemistry.

Zhang Y, Ghirardello M, Williams R, Diaz A, Rojo J, Voglmeir J JACS Au. 2024; 4(11):4328-4333.

PMID: 39610727 PMC: 11600195. DOI: 10.1021/jacsau.4c00686.

A promiscuous glycosyltransferase generates poly-β-1,4-glucan derivatives that facilitate mass spectrometry-based detection of cellulolytic enzymes.

Bulmer G, Mattey A, Parmeggiani F, Williams R, Ledru H, Marchesi A Org Biomol Chem. 2021; 19(25):5529-5533.

PMID: 34105582 PMC: 8243248. DOI: 10.1039/d1ob00971k.

Sugar-Based Ionic Liquids: Multifaceted Challenges and Intriguing Potential.

Zullo V, Iuliano A, Guazzelli L Molecules. 2021; 26(7).

PMID: 33916695 PMC: 8038380. DOI: 10.3390/molecules26072052.

Imidazolium-labeled glycosides as probes to harness glycosyltransferase activity in human breast milk.

Sittel I, Galan M Org Biomol Chem. 2017; 15(17):3575-3579.

PMID: 28401975 PMC: 5708356. DOI: 10.1039/c7ob00550d.

Superarming of glycosyl donors by combined neighboring and conformational effects.

Heuckendorff M, Premathilake H, Pornsuriyasak P, Madsen A, Pedersen C, Bols M Org Lett. 2013; 15(18):4904-7.

PMID: 24006853 PMC: 3823551. DOI: 10.1021/ol402371b.