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2 protocols using fmoc l lys boc oh

1

Synthesis and Characterization of Peptide Derivatives

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Chemicals and materials were purchased from the following vendors. Fmoc-L-Lys(Boc)-OH (FAA1125, Iris Biotech); polystyrene-Me-NH2 resin (100–200 mesh; BR-1000C, Iris Biotech); dichloromethane (L13089.AP, VWR); methanol (20834.291, VWR); dimethylformamide (210585000, VWR); acetonitrile (K981-1L, VWR); Fmoc-AHX-OH (045380, Fluorochem); 4-pentynoic acid (164204, Fluorochem); 1-hydroxybenzotriazole hydrate (M02875, Fluorochem); N,N-diisopropylcarbodiimide (132050, Fluorochem); 2,6-dimethylbenzoic acid (A15014, Alfer Aesar); diethylamine (AB182463, ABCR), trifluoroacetic acid (AB212435, ABCR) and syringe reactors (V050PE063, Multi Syn Tech).All purifications were carried out using a Jasco preparative reversed-phase high-performance liquid chromatography (HPLC) system, equipped with a RP-C18-column and an applied flow rate of 20 mL/min. Peak detection was carried out at 210 nm. High-resolution mass spectrometry (HRMS) analyses were performed at a Bruker μTOF ESI-Spectrometer using the direct flow-injection method.
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2

Peptide Synthesis with Fmoc Chemistry

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Ultrapure water (Milli-Q, ρ >18 MΩ⋅cm) was used in all the experiments. Acetonitrile (ACN), dichloromethane (DCM), dimethylformamide (DMF) and ethanol (EtOH) were obtained from Sigma-Aldrich and were used without further purification. The synthesis of all peptides required N,N,N′,N′-Tetramethyl-O-(1H-benzotriazol-1yl)uronium hexafluorophosphate (HBTU) (Iris Biotech GmbH, Germany), acetic anhydride and piperidine (Sigma-Aldrich, Germany) and N-methylmorpholine (NMM), Nmethylpyrrolidinone (NMP) (Alfa Aesar, Haverhill, MA, USA) as reagents. Fmoc-L-Cys (Trt)-OH, Fmoc-L-Lys(Boc)-OH, Fmoc-L-Gly-OH, Fmoc-L-Thr(tBu)-OH and Fmoc-L-Arg(Pbf)-OH were obtained from Iris Biotech GmbH (Germany). Fmoc-L-Ala-Wang resin (100-200 mesh), Fmoc-L-Arg(Pbf)-Wang resin (100-200 mesh) and Fmoc-L-Asn(Trt)-OH were obtained from Novabiochem (Germany). Trifluoroacetic acid (TFA) was purchased from Sigma Aldrich (Germany) and triisopropylsilane (TIPS) from Alfa Aesar (Haverhill, MA, USA).
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