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3 protocols using dimethyl acrylamide

1

Synthesis and Characterization of Polymeric Biomaterials

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Dimethyl acrylamide (DMAm, 99 %; Sigma Aldrich 274135), Acrylic Acid (AA, 99 %; Sigma Aldrich 147230), (Methacryloyloxy)ethyl] trimethylammonium chloride (QDMAEMA, 75 % in H2O; Sigma Aldrich 408107), (Methacryloyloxy)ethyl]dimethyl-(3-sulfopropyl)ammonium hydroxide (DMAPS, 95 %; Sigma Aldrich 537284), 4,4′-azobis(4-cyanovaleric acid) (ACVA, 99%; Sigma Aldrich 11590), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC, 98%; Sigma Aldrich 341006), deuterated methanol (CD3OD, 99.8%; Sigma Aldrich 151947-10G-GL) and deuterium oxide (D2O, 99.9%; Sigma Aldrich 151882) were purchased from Sigma Aldrich (UK). DAAm (99%) was purchased from Alfa Aesar (UK; A15940.30). 4,4-Difluoro-5,7-dimethyl-4-bora-3a,4a-diaza-s-indacene-3-propionic acyl hydrazide (BODIPY FL, 99 %) was purchased from ThermoFisher Scientific (UK; D2371). 4-((((2-Carboxyethyl)thio)carbonothioyl)thio)−4-cyanopentanoic acid (BM1433, 95%) was purchased from Boron Molecular (USA; BM1433).
For protoplast preparation, cellulase “Onozuka RS” was purchased from Melford biolaboratories (Duchefa; C8003.0005) and pectolyase from Sigma Aldrich (P3026).
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2

Synthesizing Functional Polymeric Materials

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Monomers like AAm, dimethylacrylamide (DMA), N‐isopropylacrylamide (NIPAm), N‐hydroxyethyl acrylamide (HEAm), acrylic acid (AA), 2‐(dimethylamino)‐ethyl methacrylate (DMAEMA), poly(ethylene glycol) methacrylate (PEGMA), 1‐vinyl‐3‐ethyl‐imidazolium bromide (ViEt), and 3‐[2‐(methacryloyloxy)ethyl](dimethyl)ammonio‐1‐propanesulfonate (MPS) are purchased from Sigma‐Aldrich. Unless specified, all the chemicals used in this work were used without further purification.
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3

Synthesis of Stimuli-Responsive Polymers

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Dimethyl
acrylamide (DAAm , 99%), 4,4′-azobis(4-cyanopentanoic
acid) (ACVA, 99%), hydrochloric acid (<37%), deuterated methanol
(CD3OD, 99.9%), and deuterium oxide (D2O, 99.9%)
were purchased from Sigma-Aldrich. Diacetone acrylamide (DAAm, 99%)
was purchased from Alfa Aesar. 2-(Butylthiocarbonothioylthio) propanoic
acid (PABTC, 95%) was purchased from Boron Molecular. 2,2-Azobis[2-(2-imidiazolin-2-yl)
propane (VA-044, 97%) was purchased from WAKO Chemical. All Reagents
were used as received.
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