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2 protocols using dimethyl acetylenedicarboxylate

1

Synthesis of Organic Compounds Using Common Reagents

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Anhydrous dichloromethane (DCM) and tetrahydrofuran (THF) were purchased from Sigma Aldrich. Absolute ethanol was obtained from Decon Laboratories. Diethyl ether (Et2O), methyl tert‐butyl ether (MTBE), and sodium azide were purchased from Fisher Scientific. Triethylamine (NEt3) and methanesulfonyl chloride (MsCl) were obtained from Acros and distilled from CaH2 and P2O5, respectively. Trifluoroacetic acid (TFA) was purchased from Oakwood Products. Pearlman's catalyst (Pd(OH)2/C), 2,2,6,6‐tetramethylpiperidine‐1‐oxyl (TEMPO), phenylacetylene (PA), diphenylacetylene (DPA), dimethyl acetylenedicarboxylate (DMAD), and diethyl acetylenedicarboxylate (DEBD) were purchased from Sigma Aldrich and used as received. Potassium bromide and di‐tert‐butyl dicarbonate ((Boc)2O) were purchased from Acros and used as received.
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2

Fluorescent Dye Binding Assay

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ThT was purchased from Acros Organics (Fair Lawn, New Jersey). Lipids [dioleoylphosphatidylglycerol (DOPG) and dioleoylphosphatidylcholine (DOPC)] were purchased from Avanti Polar Lipids, Inc. (Alabaster, Al). The 96-well plates (coated, non-binding surface, black, flat bottom) were bought from Greiner Bio-One (Monroe, NC). All of the chemicals were purchased from commercial suppliers and used without further purification. Silica plates (w/UV254, aluminum backed, 200 micron) and silica gel (standard grade, particle size = 40–63 micron, 230 × 400 mesh) for flash column chromatography were purchased from Sorbent Technologies (Atlanta, GA). Dry solvents were purchased from Sigma Aldrich (St. Louis, MI) or VWR (Bridgeport, NJ). Triethylamine (dry), 2-chloro-1-methylpyridinium iodide, tert-Butyl bromoacetate, 2-nitroaniline, dimethylacetylene dicarboxylate, and polyphosphoric acid were purchased from Sigma Aldrich (St. Louis, MI).
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