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Chemical glycosylations for the synthesis of building units of post-translational modifications

Shirinfar, Bahareh and Ahmed, Nisar 2018. Chemical glycosylations for the synthesis of building units of post-translational modifications. Helvetica Chimica Acta 101 (1) , e1700226. 10.1002/hlca.201700226

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Abstract

In chemical glycosylation reactions, a glycosyl donor couples with a glycosyl acceptor through glycosidic linkage. Most of the products end up with a mixture due to the formation of a stereogenic center at the anomeric carbon. Activation with a suitable Lewis acid and introduction of the non‐participating protecting group on donor and acceptor results in a selective product. Herein, we used a suitably protected donor and acceptor which produced an orthogonally protected building block with α‐selectivity. We used also a donor for the synthesis of modified phosphoribosylated amino acid. The formation of glycoside products can be used to synthesize complex biologically important organic molecules.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Subjects: Q Science > QD Chemistry
Publisher: Wiley
ISSN: 0018-019X
Funders: CARBS Research Committee Internal Schemes, Fujitsu, NERC, Horizon 2020, Arthritis Research UK: Grant number 20305, Medical Research Council, Wellcome Trust, Cancer Research UK, Victorian Government's Operational Infrastructure Support Program, National Health and Medical Research Council of Australia (NHMRC), NHMRC Senior Research Fellowships, Australian Government Australian Postgraduate Award, Life Sciences Research Network Wales, International Postgraduate Scholarship (Monash University), Medical Research Council, Grant number: MR/M022552/1, ARC, SSHRC, Marie Sk�?odowska-Curie Actions COFUND (Early Career Fellowship 2016-2019, Marie Sk�?odowska-Curie grant agreement No 663830) and Novartis (Postdoctoral Fellowship 2013-2015) to Dr. Nisar. Ahmed are gratefully acknowledged. Royal Society Newton Postdoctoral Fellowship (2015-2017) to Dr. Bahareh shirinfar
Date of First Compliant Deposit: 30 November 2017
Date of Acceptance: 23 November 2017
Last Modified: 02 Jul 2019 03:31
URI: http://orca.cardiff.ac.uk/id/eprint/107156

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