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4 protocols using 2 aminoethanethiol

1

Synthesis and Characterization of Protein-Functionalized Gold Nanoparticles

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Lysozyme, cytochrome C, insulin, vascular endothelial growth factor (VEGF), bovine serum albumin (BSA) and gold(iii) chloride (HAuCl4) solution were purchased from Sigma-Aldrich (St. Louis, USA). 2-Aminoethanethiol or cysteamine (C2H7NS) was obtained from Tokyo Chemical Industry Co., Ltd (Kyoto, Japan). Sodium borohydride (NaBH4) was purchased from Nacalai Tesque Inc. (Kyoto, Japan). The oligonucleotide was provided by Integrated DNA Technologies (IDT). 1× phosphate buffered saline (PBS) at pH 7.4 was used. All reagents and chemicals were of analytical grade and used without further purification. Deionised water (DI H2O) with measured conductivity of 18.2 MΩ cm was used throughout all experiments. Unless otherwise stated, all experiments were conducted at room temperature (20 °C).
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2

Synthesis of Polypeptide-Based Polymers

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Compounds for the synthesis of POPPs, including hexachlorocyclotriphosphazene (HCCP), alanine ethyl ester hydrochloride and glycine ethyl ester hydrochloride, were purchased from Aladdin (China). HCCP was purified by recrystallization and sublimation (50 °C, 10 mbar). 2-Aminoethanethiol was purchased from Tokyo Chemical Industry (Japan). PLLA (Mw = 100,000) was purchased from Shandong Pharmaceutical Sciences Pilot Plant (China). All other reagents and solvents used in the study were analytical grade and supplied by Beijing Chemical Reagent Co., Ltd. (China).
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3

Synthesis of Metal Nanoparticles

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Dulbecco’s Modified Eagle Medium and fetal bovine serum (FBS) were purchased from Gibco (Thermo Fisher Scientific, Waltham, MA, USA). Cobalt Hexahydrate, hydrogen tetrachloroaurate (III) trihydrate (HAuCl4·3H2O) and ethylene chloride were purchased from Alfa Aesar (Heverhill, MA, USA). Cethyltrimethylammonium bromide (CTAB) and 1-Butanol were purchased from Sigma-Aldrich (St. Louis, MO, USA). Isooctane was purchased from Tedia (Fairfield, OH, USA). Methotrexate (MTX), sodium borohydride were purchased from Acros organics (Fair Lawn, NJ, USA), silver nitrate (AgNO3), ascorbic acid and citric acid were purchased from Honeywell Riedel-de Haen (Seelze, Germany). 2-Aminoethanethiol was purchased from Tokyo Chemical Industry (TCI, Tokyo, Japan). All other chemicals of analytical grade were purchased from Sigma (St. Louis, MO, USA).
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4

Synthesis and Characterization of MEHA SAMs

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MEHA was simply synthesized by the reaction of heptanoic acid (Sigma Aldrich, St.Louis, MO, USA) and 2-aminoethanethiol (Tokyo Chemical Industry, Tokyo, Japan) according to a reported literature method [58 (link)] and was confirmed via 1H NMR. DT [CH3(CH2)9SH] was purchased from Tokyo Chemical Industry, Japan. The synthetic details can be found in the Supporting Information (Figures S1 and S2). Single-crystal Au(111) substrates for SAMs were prepared by the thermal deposition of gold on mica under UHV conditions of ~10−6 Pa at 623 K [6 (link)].
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