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Thiol–ene immobilisation of carbohydrates onto glass slides as a simple alternative to gold–thiol monolayers, amines or lipid binding

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Biggs, Caroline I., Edmondson, Steve and Gibson, Matthew I. (2015) Thiol–ene immobilisation of carbohydrates onto glass slides as a simple alternative to gold–thiol monolayers, amines or lipid binding. Biomaterials Science, 3 (1). pp. 175-181. doi:10.1039/c4bm00176a ISSN 2047-4830.

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Official URL: http://dx.doi.org/10.1039/C4BM00176A

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Abstract

Carbohydrate arrays are a vital tool in studying infection, probing the mechanisms of bacterial, viral and toxin adhesion and the development of new treatments, by mimicking the structure of the glycocalyx. Current methods rely on the formation of monolayers of carbohydrates that have been chemically modified with a linker to enable interaction with a functionalised surface. This includes amines, biotin, lipids or thiols. Thiol-addition to gold to form self-assembled monolayers is perhaps the simplest method for immobilisation as thiolated glycans are readily accessible from reducing carbohydrates in a single step, but are limited to gold surfaces. Here we have developed a quick and versatile methodology which enables the use of thiolated carbohydrates to be immobilised as monolayers directly onto acrylate-functional glass slides via a ‘thiol–ene’/Michael-type reaction. By combining the ease of thiol chemistry with glass slides, which are compatible with microarray scanners this offers a cost effective, but also useful method to assemble arrays.

Item Type: Journal Article
Subjects: Q Science > QD Chemistry
R Medicine > R Medicine (General)
Divisions: Faculty of Science, Engineering and Medicine > Science > Chemistry
Faculty of Science, Engineering and Medicine > Medicine > Warwick Medical School
Library of Congress Subject Headings (LCSH): Carbohydrates -- Monomolecular films, Thiols, Gold, Bacteria, Viruses , Toxins , Medicine -- Research
Journal or Publication Title: Biomaterials Science
Publisher: R S C Publications
ISSN: 2047-4830
Official Date: 1 January 2015
Dates:
DateEvent
1 January 2015Published
18 September 2014Available
12 September 2014Accepted
20 May 2014Submitted
Volume: 3
Number: 1
Page Range: pp. 175-181
DOI: 10.1039/c4bm00176a
Status: Peer Reviewed
Publication Status: Published
Access rights to Published version: Restricted or Subscription Access

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