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2 protocols using 2 methyl 2 oxazoline meox

1

Synthesis of Functionalized Polymers

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Barium oxide (BaO, 90%, ACROS), calcium hydride (CaH2, Sigma-Aldrich), triethylamine (TEA, Sigma-Aldrich), potassium phthalimide (Sigma-Aldrich), hydrazine monohydrate (N2H2, 64 to 66% N2H4, Sigma-Aldrich), sodium trifluoroacetate (NaTFA, 98%, Sigma-Aldrich), 2,5-dihydroxybenzoic acid (DHB, 98%, Sigma-Aldrich) were used as purchased. Prior to use, 2-ethyl-2-oxazoline (EtOx, Sigma-Aldrich) and 2-methyl-2-oxazoline (MeOx, Sigma-Aldrich) were stirred over BaO overnight, distilled and stored under argon atmosphere. Methyl p-tosylate (MeTos, Sigma-Aldrich) was pre-dried over CaH2, distilled under reduced pressure and stored under argon atmosphere. Acetonitrile was obtained from a solvent purification system (SPS; Pure solv EN, InnovativeTechnology). HPLC and MS grade acetonitrile and water for HPLC measurements were obtained from VWR. All other chemicals and solvents were received from common commercial sources and used without further purification unless otherwise stated.
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2

Synthesis and Characterization of Functional Polymers

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Acrylic acid (AA, 99%, anhydrous, Sigma-Aldrich), acetonitrile (ACN, 99.8%, Sigma-Aldrich), 4-methoxyphenol (MEHQ, 99%, Sigma-Aldrich), diethyl ether (DEE, >98%, Sigma-Aldrich), ethanol (>99.8%, Sigma-Aldrich), 1,4-dioxane (>99%, Sigma-Aldrich), Luperox® TBH70X tertbutyl hydroperoxide solution (tBuOOH, 70% wt.% in H2O, Sigma-Aldrich), L-ascorbic acid (AsAc, Sigma Aldrich), 2-methoxyethylamine (MeOEtNH2, 99%, Sigmal-Aldrich), poly(ethylene glycol) methyl ether acrylate (Sigma-Aldrich), 4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4methylmorpholinium chloride (DMTMM-HCl, >96%, Sigma-Aldrich) and 4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium tetrafluoroborate (DMTMM-BF4, 97%, Sigma Aldrich) were used as purchased without further purification. 2-Methyl-2-oxazoline (MeOx, 98%, Sigma-Aldrich) was distilled to dryness over barium oxide (BaO) and stored in a nitrogen atmosphere.
The chain transfer agent (CTA), 2-(((butylthio)-carbonothioyl)thio)-propanoic acid was prepared according to a literature procedure. 35 Amine-terminated poly(2-ethyl-2-oxazoline) (PEtOxNH2) was synthesized following a literature procedure. 36 2-(pyridyldithio)-ethylamine hydrochloride (PDS) was obtained from Speed Chemical, China. Cyanine5 amine was purchased from Lumiprobe. CellLight™ ER-GFP, BacMam 2.0 and CellLight™ Golgi-GFP, BacMam 2.0 were purchased from Thermo Fisher Scientific.
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