scholarly journals Protecting Group-Free Synthesis of Glycopolymer-Type Amphiphilic Macromonomers and Their Use for the Preparation of Carbohydrate-Decorated Polymer Particles

Biomolecules ◽  
2019 ◽  
Vol 9 (2) ◽  
pp. 72 ◽  
Author(s):  
Jin Motoyanagi ◽  
Minh Nguyen ◽  
Tomonari Tanaka ◽  
Masahiko Minoda
Keyword(s):  
Cationic Polymerization ◽  
Dispersion Polymerization ◽  
Click Reaction ◽  
Terminal Group ◽  
Protecting Group ◽  
Polymer Particles ◽  
Living Cationic Polymerization ◽  
Polar Media ◽  
Significant Interest ◽  
New Strategy

Polymer particles modified with carbohydrates on their surfaces are of significant interest, because their specific recognition abilities to biomolecules are valuable for developing promising materials in biomedical fields. Carbohydrate-decorated core-shell polymer particles are expected to be efficiently prepared by dispersion polymerization using a glycopolymer-based amphiphilic macromonomer as both a polymeric steric stabilizer and a monomer. To create glycopolymer-type macromonomers, we propose a new strategy combining living cationic polymerization of an alkynyl-functionalized vinyl ether (VE), and the click reaction for the preparation of glycopolymers having a polymerizable terminal group, and investigate their dispersion copolymerization with styrene for generating carbohydrate-decorated polymer particles. This study deals with (i) the synthesis of block copolymer-type amphiphilic macromonomers bearing a methacryloyl group at the α-terminus, and pendant alkynyl groups by living cationic polymerization of alkynyl-substituted VE (VEEP), (ii) the derivatization of maltose-carrying macromonomers by click chemistry of the pendant alkynyl groups of the precursor macromonomers with maltosyl azide without any protecting/deprotecting processes, and (iii) the preparation of maltose-decorated (Mal-decorated) polymer particles through the dispersion copolymerization of glycopolymer-type macromonomers with styrene in polar media. Moreover, this study concerns the specific interactions of the resultant polymer particles with the lectin concanavalin A (Con A).

scholarly journals The synthesis of polymeric dual-functional antimicrobial surface based on poly(2-methyl-2-oxazoline)

2015 ◽  
Vol 19 (1) ◽  
pp. 12 ◽  
Author(s):  
Bidhari Pidhatika ◽  
Ekaterina Rakhmatullina
Keyword(s):  
Cationic Polymerization ◽  
Click Reaction ◽  
Polymeric Chain ◽  
Ammonium Compound ◽  
Antimicrobial Coatings ◽  
Chemical Structures ◽  
Dual Functional ◽  
Living Cationic Polymerization ◽  
Grafting Density ◽  
Coated Surface

There is a high interest in the development of antimicrobial coatings to fi ght bacterial infections.We present the development of dual-functional antimicrobial surface, in which a biopassive platform wasfunctionalized with bioactive compounds on the surface, using a graft copolymer system poly(L-lysine)-graftpoly(2-methyl-2-oxazoline)-quarternery ammonium compound (PLL-g-PMOXA-QAC). Alkyne functionalitywas introduced to the PMOXA chain at α-terminus by initiating the living cationic polymerization of 2-methyl-2-oxazoline with a propargylic-initiator. The reaction was terminated with carboxy derivative-terminator thatallows grafting of the polymeric chain from the β-terminus to poly(L-lysine) (PLL) backbone, resulting in graftcopolymer alkynyl PLL-g-PMOXA. The conjugation between alkynyl PLL-g-PMOXA and QAC was thenperformed using click reaction. The chemical structures of the polymers were characterized by MALDI-TOFspectrometry and NMR spectroscopy. The results demonstrate that we have successfully synthesized PLL-g-PMOXA-QAC copolymer with grafting density (number of lysine/number of PMOXA) of 0.33. The resultingPLL-g-PMOXA-QAC copolymer was then immobilized onto carboxylated tissue cultured polystyrene (TCPS)surface and exposed to bacteria solution to test its dual-functional properties. Preliminary live-and-deadbacteria study indicates dual-functionality of the PLL-g-PMOXA-QAC-coated surface.

Living cationic polymerization of vinyl monomers by organoaluminum halides

1987 ◽  
Vol 18 (2) ◽  
Author(s):  
Toshinobu Higashimura ◽  
Yasuhisa Kishimoto ◽  
Sadahito Aoshima
Keyword(s):  
Cationic Polymerization ◽  
Vinyl Monomers ◽  
Living Cationic Polymerization

scholarly journals RGD-decorated conjugated polymer particles as fluorescent biomedical probes prepared by Sonogashira dispersion polymerization

2015 ◽  
Vol 51 (45) ◽  
pp. 9358-9361 ◽  
Author(s):  
Naveed Anwar ◽  
Anne Rix ◽  
Wiltrud Lederle ◽  
Alexander J. C. Kuehne
Keyword(s):  
Click Chemistry ◽  
Fluorescent Probes ◽  
Conjugated Polymer ◽  
Dispersion Polymerization ◽  
Cell Labelling ◽  
Polymer Particles ◽  
Free Thiol ◽  
One Step

We present a one-step Sonogashira dispersion polymerization generating monodisperse conjugated polymer particles with acetylene units on their surface. These moieties can be bio-functionalized using copper-free thiol-yne click chemistry providing fluorescent probes for cell labelling and imaging.

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