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α bromoisobutyryl bromide

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α-Bromoisobutyryl bromide is a chemical reagent used in organic synthesis. It is a bifunctional compound containing both a bromoalkyl and an acyl bromide group. This reagent is commonly used in the initiation of atom transfer radical polymerization (ATRP) reactions.

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3 protocols using α bromoisobutyryl bromide

1

Synthesis of Functionalized Magnetic Nanoparticles

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All reagents were ACS grade or higher, unless specified. Methanol, glycerol and acetonitrile were purchased from MilliporeSigma (Billerica, MA, USA). Triethylamine (TEA); 4-dimethylaminopyridine (DMAP); N,N,N′,N″,N″-pentamethyl diethylenetriamine (PMDETA, 99%); sodium phosphate monobasic (99%); sodium phosphate dibasic (99%) copper (I) chloride; copper (II) chloride and copper(I) bromide (CuCl, CuCl2 and CuBr 99.999% trace metal basis) were purchased from Sigma-Aldrich (Munich, Germany). α-Bromoisobutyryl bromide (BIB, 98%) was purchased from Alfa-Aesar (Ward Hill, MA, USA). 1,2-epoxy-5-hexene and 2-hydroxyethylmethacrylate (HEMA, >97%, stabilized) was purchased from Acros Organic (98%, Pittsburgh, PA, USA). Bovine serum albumin (BSA, biotechnology grade) and L-(+)-ascorbic acid (AA) were purchased from Amresco (Solon, OH, USA). 2,2′-Bipyridine (Bpy) was purchased from BeanTown Chemical (Hudson, NH, USA). Iron oxide superparamagnetic nanoparticles with a 15-nm core diameter and a 5-nm coating layer functionalized with amine groups were purchased from Ocean Nanotech (San Diego, CA, USA). All water used in this work was obtained from a Thermo Fisher 18 MΩ Barnstead Smart2Pure System (Schwerte, Germany). Commercially available regenerated cellulose membranes with a nominal molecular weight cutoff of 100 kDa were purchased from MilliporeSigma (product codes: PLCHK and PCLMK).
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2

Surface Functionalization for Biomolecular Imaging

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Dry toluene, dry dichloromethane (DCM), α-bromoisobutyryl bromide (BIBB), copper(ii)bromide, N,N,N′,N′′,N′′-pentamethyldiethylenetriamine (PMTDA) and tin(ii) 2-ethylhexanoate were purchased from Alfa Aesar. Styrene, ethyl-α-bromoisobutyrate (EBIB), triethylamine (TEA) dimethylformamide (DMF) and aminopropyltrimethoxysilane (APTMS) were obtained from Sigma Aldrich. N-Aminoethyl-aza-2,2-dimethyl-4-methylsilacyclopentane (thereafter referred to as cycloazasilane) and 2,2-dimethoxy-1-thia-2-silacyclopentane (thereafter referred to as cyclothiasilane) were purchased from Gelest. The fluorescent dyes ATTO 647 NHS and ATTO 655 maleimide were obtained from ATTO-TEC GmbH, Germany. Dibenzocyclooctyne-(polyethyleneglycol-12)-N-hydroxysuccinimidyl ester (NHS-PEG12-DBCO) was purchased from Click Chemistry Tools, USA. Azido-HaloTag-Ligand (click-HTL) was synthesized as described previously.31 (link) The IUPAC name of click-HTL is 3-(4-azidophenyl)-N-(2-(2-(6-chlorohexyloxy)ethoxy)ethyl)propanamide. HaloTag-fused monomeric enhanced GFP protein (HaloTag-mEGFP) and poly(l-lysine)-graft-poly(ethylene glycol) terminated with methoxy groups (PLL-PEG-OMe) were prepared according protocols described previously.32,33 (link) Chemicals for preparing HEPES buffered saline (HBS), such as 4-(2-hydroxyethyl)-1-piperazineethanesulfonic acid and NaCl were purchased from Sigma Aldrich.
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3

Synthesis of N-Isopropylacrylamide Polymer

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All reagents were ACS grade unless otherwise specified. Acetonitrile and methanol were purchased from EMD Millipore, Billerica, MA, USA, while ethanol was purchased from VWR International, Radnor, PA, USA. N-Isopropylacrylamide (>98%) was purchased from TCI America, Boston, MA, USA. α-Bromoisobutyryl bromide (98%) was purchased from Alfa–Aesar, Ward Hill, MA, USA. Triethylamine, 4-dimethylaminopyridine, N,N,N’,N”,N”-pentamethyl diethylenetriamine (99% (PMDETA)), sodium chloride, CuBr, and CuBr2 were purchased from Sigma–Aldrich, Munich, Germany. The deionized water used throughout the investigation was obtained from a Thermo Fisher 18 MΩ Barnstead Smart2Pure system, Schwerte, Germany. The NF 270 membranes were provided by Dow Filmtec, Edina, MN, USA. The membranes were cut into 25 mm discs.
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