at Google ScholarTitle data
Pröhl, Michael ; Englert, Christoph ; Gottschaldt, Michael ; Brendel, Johannes C. ; Schubert, Ulrich S.:
RAFT polymerization and thio‐bromo substitution : An efficient way towards well‐defined glycopolymers.
In: Journal of Polymer Science Part A: Polymer Chemistry.
Vol. 55
(2017)
Issue 21
.
- pp. 3617-3626.
ISSN 0360-6376
DOI: https://doi.org/10.1002/pola.28745
Abstract in another language
Despite an increasing effort to design well-defined glycopolymers, the convenient synthesis of polymers with higher DPs (>100) and without tedious protection and deprotection steps remains a challenge. Combining the reversible addition fragmentation transfer (RAFT) polymerization and the efficient substitution of primary bromo groups by thiols, we were able to synthesize a set of well-defined glycopolymers with DPs of up to 115. With the polymerization of the highly reactive monomer (2-bromoethyl)-acrylate polymers with low dispersities were obtained that could efficiently be functionalized with various sugar thiol(ate)s. In particular, derivatives of d-glucose, d-galactose, and d-mannose gave excellent degrees of functionalization close to quantitative conversion using only a slight excess of the thiol. This atom efficient synthesis can even be applied for copolymers with acid or base labile components due to the use of unprotected sugar moieties and, hence, the lack of further deprotection steps. Binding studies with the lectin concanavalin A and the subsequent competition studies with α-d-methyl-mannopyranose (αMeMan) proved the effective binding of these derivatives and revealed a DP- and carbohydrate-dependent clustering and dissolution.
Further data
| Item Type: | Article in a journal |
|---|---|
| Refereed: | Yes |
| Institutions of the University: | Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Chair Macromolecular Chemistry I Faculties Faculties > Faculty of Biology, Chemistry and Earth Sciences Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Chair Macromolecular Chemistry I > Chair Macromolecular Chemistry I - Univ.-Prof. Dr. Johannes C. Brendel |
| Result of work at the UBT: | No |
| DDC Subjects: | 500 Science > 540 Chemistry |
| Date Deposited: | 19 Feb 2024 12:51 |
| Last Modified: | 02 May 2024 07:39 |
| URI: | https://eref.uni-bayreuth.de/id/eprint/88607 |