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An effective organic solvent system for the dissolution of amino acids
1Laboratory of Peptide Chemistry, Institute of Protein Research, Russian Academy of Sciences, Moscow Region.
Abstract:
Dimethylformamide containing strong acids (CF3 COOH, HBF4, TosOH, etc.) and an excess of tertiary base with pK < or = 6 is an effective solvent system for the dissolution of amino acids and their derivatives. The preferable base is pyridine, which forms a system with an apparent pH of 5.3. Amino acids dissolved in this solvent system readily interact with acylating reagents (BOC(2)O, ZOSu, Fmoc-OSu and activated derivatives of N-protected amino acids). A number of BOC-, Z-, Fmoc-amino acids, as well as several dipeptides, were synthesized using this solvent system with 80-99% yields.