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The effect of linker length on ConA and DC-SIGN binding of S-glucosyl functionalized poly(2-oxazoline)s
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Yilmaz, Gokhan, Uzunova, Veselina, Hartweg, Manuel, Beyer, Valentin, Napier, R. (Richard) and Becer, C. Remzi (2018) The effect of linker length on ConA and DC-SIGN binding of S-glucosyl functionalized poly(2-oxazoline)s. Polymer Chemistry, 9 (5). 611-618 . doi:10.1039/C7PY01939D ISSN 1759-9954.
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Official URL: http://dx.doi.org/10.1039/C7PY01939D
Abstract
A new monomer, 2-[2-(2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosylthio) propyl)]-2-oxazoline (Ac4Glc-S-Ox), was synthesized by direct addition of 2,3,4,6-Tetra-O-acetyl-1-thio-β-D-glucopyranose (Ac4Glc-SH) to 2-Isopropenyl-2-oxazoline (iPOx) in the presence of solid butyl amine resin via thiol-ene click reaction. The living cationic ring-opening polymerization was performed to prepare copolymers of Ac4Glc-S-Ox with 2-ethyl-2-oxazoline (EtOx). In order to systematically investigate the effect of S-glucosyl substituent linked to the polymer backbone with different linkers on the cloud point and the binding ability, another series of glycopolymers were prepared by post polymerization modification method. Copolymers of 2-decenyl-2-oxazoline and 2-butenyl-2-oxazoline with EtOx were first polymerized and then reacted with Ac4Glc-SH. The obtained glycopolymers exhibited lower critical solution temperature behavior that could be tuned easily by manipulating the alkyl linker length. Moreover, the binding results obtained both turbidimetry and surface plasmon resonance techniques suggested that the relationship of linker to polymer backbone has a critical influence on glycopolymer-lectin binding behaviour.
| Item Type: | Journal Article | |||||||||
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| Subjects: | Q Science > QD Chemistry | |||||||||
| Divisions: | Faculty of Science, Engineering and Medicine > Science > Chemistry Faculty of Science, Engineering and Medicine > Science > Life Sciences (2010- ) |
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| Library of Congress Subject Headings (LCSH): | Monomers -- Synthesis, Addition polymerization, Copolymers, Lectins | |||||||||
| Journal or Publication Title: | Polymer Chemistry | |||||||||
| Publisher: | Royal Society of Chemistry | |||||||||
| ISSN: | 1759-9954 | |||||||||
| Official Date: | 7 February 2018 | |||||||||
| Dates: |
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| Volume: | 9 | |||||||||
| Number: | 5 | |||||||||
| Page Range: | 611-618 | |||||||||
| DOI: | 10.1039/C7PY01939D | |||||||||
| Status: | Peer Reviewed | |||||||||
| Publication Status: | Published | |||||||||
| Access rights to Published version: | Open Access (Creative Commons) | |||||||||
| Date of first compliant deposit: | 4 January 2018 | |||||||||
| Date of first compliant Open Access: | 8 November 2018 | |||||||||
| RIOXX Funder/Project Grant: |
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