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H-Asp-Glu-Ala-Ala-Lys(PBA)-Ala-Ala-Lys-Asp-OH[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
49%
General procedure: Peptides were synthesized using standard, Fmoc-based, solid-phase protocols on a Liberty Microwave Peptide Synthesizer (CEM Corporation). The peptides Fmoc-Phe-Phe-Wang resin, Fmoc-Phe-Phe-RinkAmide AM resin, and Fmoc-Asp(OtBu)-Glu(OtBu)-(Ala)2-Lys(Mtt)-(Ala)2-Lys(Boc)-Asp(OtBu)-Wangresin were assembled from C-terminus to N-terminus on 0.1 mmol or 0.25 mmol scales using Fmoc-Phe-Wang resin, RinkAmide AM resin, and Fmoc-Asp(OtBu)- , respectively. Fmoc deprotection was accomplished using a 0.1 M solution of HOBt in 20:80 (vol:vol) piperidine:DMF. The resin was treated with two cycles of deprotect solution at 75 C for 180 s. Fmoc-protected amino acids were coupled to the deprotected amine ofthe resin-bound peptide using 5 eq. amino acid, 4.5 eq. HBTU, and 10 eq. DIEA relative to the resin loading. Each coupling reaction was conducted at 75 C for 180 s. The amino acids, HBTU, and DIEA were utilized as 0.2 M solutions in DMF, a 0.5 M solution in HBTU, and a 2 M solution in NMP, respectively.