One-Pot Synthesis of Thermoresponsive Amyloidogenic Peptide-Polymer Conjugates via Thio-Bromo "Click" Reaction of RAFT Polymers

Macromolecular Rapid Communications
Sonu KumarWolfgang H Binder

Abstract

A synthetic strategy to efficiently prepare main-chain peptide-polymer conjugates probing their aggregation in solution is described. An in situ tandem reaction based on aminolysis/thio-bromo "click" reaction is performed to tether an amyloidogenic peptide fragment amyloid-β17-20 (Leu-Val-Phe-Phe (LVFF)) to the ω-chain end of poly(diethylene glycol methyl ether acrylate) (PDEGA), prepared via reversible addition fragmentation chain transfer polymerization. Structural confirmation of the constructed conjugates PDEGA-LVFF (Mn,SEC = 5600, Ð = 1.21), (Mn,SEC = 7600, Ð = 1.16), and (Mn,SEC = 8900, Ð = 1.15) is successfully made by combined studies of 1 H NMR, size-exclusion chromatography, matrix-assisted laser desorption ionization time-of-flight (MALDI-TOF) mass spectrometry, and electrospray ionization time-of-flight (ESI-TOF) mass spectrometry. The effect of the peptidic constituent on the thermoresponsive behavior of the polymer is examined by UV-vis spectroscopy, and the self-assembly behavior of the amphiphilic conjugate is further exploited, exhibiting micellar morphology in aqueous solution.

References

Jan 27, 2005·Chemical Communications : Chem Comm·Irene C ReynhoutRoeland J M Nolte
Oct 21, 2006·Angewandte Chemie·Wolfgang H Binder, Oskar W Smrzka
Jun 7, 2008·Chemical Communications : Chem Comm·Marc A Gauthier, Harm-Anton Klok
Jul 12, 2008·Chemistry : a European Journal·Ian W HamleyDarrin J Pochan
Sep 20, 2008·Chemical Communications : Chem Comm·Florentina StoicaAlberto Saiani
Oct 22, 2008·Accounts of Chemical Research·Tsuyoshi Takahashi, Hisakazu Mihara
Sep 12, 2009·Biomacromolecules·Erinc Sahin, Kristi L Kiick
Oct 8, 2009·Chemical Communications : Chem Comm·Cyrille Boyer, Thomas P Davis
Dec 22, 2009·Chemical Society Reviews·Luiz A CanalleJan C M van Hest
Mar 24, 2010·Chemical Society Reviews·Charles E HoyleChristopher N Bowman
May 11, 2010·Langmuir : the ACS Journal of Surfaces and Colloids·V CastellettoL Noirez
Jul 30, 2010·Langmuir : the ACS Journal of Surfaces and Colloids·V CastellettoC Cenker
Jan 13, 2012·Current Pharmaceutical Design·Susanne Aileen Funke, Dieter Willbold
Jul 10, 2012·Biomacromolecules·Sabrina DehnSébastien Perrier
Mar 26, 2014·Journal of the American Chemical Society·Yang SongJeffrey S Moore
Apr 12, 2014·Biomacromolecules·Ian W Hamley
May 9, 2014·Journal of the American Chemical Society·Maarten DanialSébastien Perrier
May 24, 2014·Nature Reviews. Molecular Cell Biology·Tuomas P J KnowlesChristopher M Dobson
Nov 18, 2014·Nature Materials·Isidro CoboSébastien Perrier
Jun 9, 2015·Advanced Drug Delivery Reviews·Benjamin D FairbanksLaurence Meagher
Mar 16, 2017·Journal of the American Chemical Society·Yang SongJeffrey S Moore
Jul 20, 2017·Chemical Communications : Chem Comm·Senbin ChenWolfgang H Binder
May 2, 2016·Polymers·Sebastian FuntanWolfgang H Binder

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Citations

Oct 22, 2019·Macromolecular Rapid Communications·Steve NeumannWolfgang H Binder
Oct 22, 2019·Macromolecular Rapid Communications·Zhanna EvgrafovaWolfgang H Binder

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