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2 protocols using 4 nitrophthalonitrile

1

Synthesis and Characterization of Functional PEG

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Phosphate-buffered saline (PBS, 10× concentrate) and formaldehyde (for molecular biology, 36.5–38% in H2O) were purchased from (Sigma Aldrich, St. Louis, MI, USA). Human colon cancer cells (CaCo-2 Cellonex Cat SS1402 CCAC-FL; CCAC-C) were purchased from the (American Type Culture Collection, Manassas, VA, USA). Tetrahydrofuran (THF), 1,8-diazabicyclo [5.4.0] undec-7-ene (DBU), aluminum chloride, dimethyl sulfoxide (DMSO), dimethyl formamide (DMF), sodium 2-mercaptoacetate, deuterated water (D2O), 4-nitrophthalonitrile, dichloromethane (DCM), methanol, 1-pentanol, N-hydroxysuccinimide (NHS), amino-polyethylene glycol-thiol (NH2-PEG(2000)-SH), and N,N′-dicyclohexylcarbodiimide (DCC) were purchased from Sigma–Aldrich. Sodium 2-mercaptoacetate phthalonitrile was synthesized as previously reported [52 (link)].
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2

Electrochemical Characterization of Organic Compounds

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Phenolphthalein (C20H14O4, 98%), methanol (CH3OH, 99.8%), ethanol (C2H5OH, 99.5%), acetone
(CH3COCH3, 99.5%), 4-nitrophthalonitrile (C8H3N3O2, 99.0%), potassium
carbonate (K2CO3, 99.0%), cobalt(II) chloride
hexahydrate (CoCl2•6H2O, 98%), amyl alcohol
(C5H12O, 99%), DBU (C9H16N2, 98%), n-hexane (C6H14, 95%), ethyl acetate (C4H8O2, 99.8%), dimethyl formamide (DMF: C3H7NO,
99.8%), dimethyl sulfoxide (DMSO: C2H6OS, 99.9%),
tetrabutylammonium perchlorate [TBAP: (C4H9)4N(ClO4), 99.0%], hydrochloric acid (HCl, 37%),
sulfuric acid (H2SO4, 97%), isopropyl alcohol
(IPA, 99.0%), and potassium ferricyanide (K4[Fe(CN)6], 97%) were purchased from Sigma-Aldrich, Pt/C (20%) was
purchased from Thermo Fisher Scientific, and MWCNTs were purchased
from AkzoNobel. Other chemical reagents used to prepare solutions
were obtained from Merck. Double-distilled water was used throughout
the experiments.
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