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4 protocols using fmoc glu otbu oh

1

Solid-Phase Peptide Synthesis Protocol

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The gold electrodes were purchase from DropSens (Asturias, Spain) and BASi (West Lafayette, IN, USA), Rink amide resin (0.46 meq/g), Fmoc-Arg(Pbf)-OH, Fmoc-Lys(Boc)-OH, Fmoc-Glu(OtBu)-OH, Fmoc-Ala-OH, Fmoc-Ile-OH, Fmoc-Thr(tBu)-OH, Fmoc-Ser(tBu)-OH, Fmoc-Asn(Trt)-OH, Fmoc-Pro-OH, Fmoc-Cys(Trt)-OH, Fmoc-His(Trt)-OH, Fmoc-Lys(ivDde)-OH, Fmoc-Lys(Fmoc)-OH, 6-Fmoc-aminohexanoic acid (Fmoc-Ahx-OH), Fmoc-Tyr(tBu)-OH, 1-hydroxybenzotriazole (HOBt), and N,N-dicyclohexylcarbodiimide (DCC) were purchased from AAPPTec (Louisville, KY, USA). N,N-diisopropylethylamine (DIPEA), triisopropylsilane (TIPS), 1,2-ethanedithiol (EDT), acetic anhydride, piperidine, pyridine, ninhydrin, phenol, ferrocene, ferrocenecarboxylic acid, Freund’s incomplete and complete adjuvant, and KCN were purchased from Sigma-Aldrich (St. Louis, MO, USA). Methanol, diethyl ether, N,N-dimethylformamide (DMF), absolute ethanol, dichlorometane (DCM), acetonitrile (AcN), isopropyl alcohol (IPA), and trifluoroacetic acid (TFA) were obtained from Honeywell-Burdick & Jackson (Muskegon, MI, USA). Analytical grade KOH, KCl, Ru(NH3)6Cl3, K3Fe(CN)6, and H2SO4 were acquired from J.T. Baker. The pH was adjusted with either KOH or HCl solutions obtained from J. T. Baker. All aqueous solutions were prepared with deionized water (ρ ≥ 18 MΩ cm−1). All reagents were used without further purification.
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2

Solid-Phase Peptide Synthesis Protocol

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Mueller-Hinton, Agar SPC, E. coli ATCC 25922, and E. faecalis ATCC 29212 were obtained from ATCC, USA. Rink amide resin, Fmoc-Arg(Pbf)-OH, Fmoc-Asp(OtBu)-OH, Fmoc-Lys(Boc)-OH, Fmoc-Trp(Boc)-OH, Fmoc-Gln(Trt)-OH, Fmoc-β-Ala-OH, Fmoc-Phe-OH, Fmoc-Met-OH, Fmoc-Leu-OH, Fmoc-Gly-OH, Fmoc-Ala-OH, Fmoc-Ile-OH, Fmoc-Glu(OtBu)OH, Fmoc-Thr(tBu)-OH, Fmoc-Ser(tBu)-OH, Fmoc-Val-OH, Fmoc-Pro-OH, Fmoc-Cys(Trt)-OH, Fmoc-Lys(Fmoc)-OH, 6-(Fmoc-amino)hexanoic acid (Fmoc-Ahx-OH), 1-hydroxybenzotriazole (HOBt), and N,N-dicyclohexylcarbodiimide (DCC) were purchased from AAPPTec (Louisville, KY, USA). N,N-Diisopropylethylamine (DIPEA), triisopropylsilane (TIPS), 1,2-Ethanedithiol (EDT), 4-methyl-piperidine, pyridine, ninhydrin, phenol, and KCN were purchased from Sigma-Aldrich (St. Louis, MO, USA). Methanol, diethyl ether, N,N-dimethylformamide (DMF), absolute ethanol, dichloromethane (DCM), acetonitrile (ACN), isopropyl alcohol (IPA), and trifluoroacetic acid (TFA) were obtained from Honeywell-Burdick & Jackson (Muskegon, Michigan, USA). All reagents were used without further purification.
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3

Solid-Phase Peptide Synthesis Reagents

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The Rink amide resin and Fmoc-Gly-OH, Fmoc-Ala-OH, Fmoc-Val-OH, Fmoc-Leu-OH, Fmoc-Ile-OH, Fmoc-Phe-OH, Fmoc-Tyr(tBu)-OH, Fmoc-Trp(Boc)-OH, Fmoc-Ser(tBu)-OH, Fmoc-Thr(tBu)-OH, Fmoc-Cys(Trt)-OH, Fmoc-Met-OH, Fmoc-Asp(OtBu)-OH, Fmoc-Glu(OtBu)-OH, Fmoc-His(Trt)-OH, Fmoc-Lys(Boc)-OH, Fmoc-Arg(Pbf)-OH, Fmoc-Asn(Trt)-OH, Fmoc-Gln(Trt)-OH, Fmoc-Pro-OH, Fmoc-Ahx, N,N-Dicyclohexylcarbodiimide, and 1-Hydroxy-6-chlorobenzotriazole were purchased from AAPPTec (Louisville, KY, USA). The reagents such as, acetonitrile, trifluoroacetic acid, dichloromethane, diisopropylethylamine, N, N-dimethylformamide, ethanedithiol, isopropanol, methanol, and triisopropylsilane were purchased from Merck (Darmstadt, Germany). SupelcleanTM SPE columns were purchased from Sigma-Aldrich (St. Louis, MO, USA), and Silicycle® SiliaPrepTM C18 columns were kindly donated by EcoChem Especialidades Químicas (Waterloo, QC, Canada).
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4

Synthesis of Peptide-Based Compounds

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The resin Rink amide and the reagents Fmoc-Ser(tBu)-OH, Fmoc-Pro-OH, Fmoc-Ile-OH, Fmoc-Asn(Trt)-OH, Fmoc-Thr(tBu)-OH, Fmoc-Lys(Boc)-OH, Fmoc-His(Trt)-OH, Fmoc-Glu(OtBu)-OH, Fmoc-Ala-OH, Fmoc-Arg(Pbf)-OH, Fmoc-Cys(Trt)-OH, Fmoc-6-aminohexanoic acid (Fmoc-Ahx-OH), dicyclohexylcarbodiimide, and 1-hydroxy-6-chlorobenzotriazole were purchased from AAPPTec (Louisville, KY, USA). The reagents acetonitrile, trifluoroacetic acid, dichloromethane, diisopropylethylamine, N,N-dimethylformamide, ethanedithiol, isopropanol, methanol, and triisopropylsilane were purchased from Merck (Darmstadt, Germany). SPE columns Supelclean™, 6-maleimidohexanoic acid (6-MhxA), tetrabutylammonium chloride, glycidyl methacrylate (GMA), ethylene dimethacrylate (EDMA), cyclohexanol, dodecanol, 1,1′-azobis(cyclohexanecarbonitrile), silica gel, Tween 20, and 3,3′,5,5′-tetramethylbenzidine (Liquid Substrate System for ELISA) were purchased from Sigma-Aldrich (St. Louis, MO, USA). Potassium diacid phosphate, sodium acid phosphate, sodium chloride, and potassium chloride were purchased from AppliChem Panreac (Barcelona, Spain).
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