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Monestier, Marie, Latousakis, Dimitrios, Bell, Andrew, Tribolo, Sandra, Tailford, Louise E, Colquhoun, Ian J, Le Gall, Gwenaelle 
ORCID: https://orcid.org/0000-0002-1379-2196, Yu, Hai, Chen, Xi, Rejzek, Martin, Dedola, Simone, Field, Robert A and Juge, Nathalie
(2017)
Membrane-enclosed multienzyme (MEME) synthesis of 2,7-anhydro-sialic acid derivatives.
Carbohydrate Research, 451.
pp. 110-117.
ISSN 0008-6215
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Abstract
Naturally occurring 2,7-anhydro-alpha-N-acetylneuraminic acid (2,7-anhydro-Neu5Ac) is a transglycosylation product of bacterial intramolecular trans-sialidases (IT-sialidases). A facile one-pot two-enzyme approach has been established for the synthesis of 2,7-anhydro-sialic acid derivatives including those containing different sialic acid forms such as Neu5Ac and N-glycolylneuraminic acid (Neu5Gc). The approach is based on the use of Ruminoccocus gnavus IT-sialidase for the release of 2,7-anhydro-sialic acid from glycoproteins, and the conversion of free sialic acid by a sialic acid aldolase. This synthetic method, which is based on a membrane-enclosed enzymatic synthesis, can be performed on a preparative scale. Using fetuin as a substrate, high-yield and cost-effective production of 2,7-anhydro-Neu5Ac was obtained to high-purity. This method was also applied to the synthesis of 2,7-anhydro-Neu5Gc. The membrane-enclosed multienzyme (MEME) strategy reported here provides an efficient approach to produce a variety of sialic acid derivatives.
| Item Type: | Article |
|---|---|
| Additional Information: | Copyright © 2017 The Authors. Published by Elsevier Ltd.. All rights reserved. |
| Uncontrolled Keywords: | sialic acid enzymatic synthesis,ruminococcus gnavus,intramolecular trans-sialidase,2,7-anhydro-neu5ac,2,7-anhydro-neu5gc |
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| Depositing User: | Pure Connector |
| Date Deposited: | 24 Aug 2017 05:06 |
| Last Modified: | 22 Oct 2022 03:04 |
| URI: | https://ueaeprints.uea.ac.uk/id/eprint/64652 |
| DOI: | 10.1016/j.carres.2017.08.008 |
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