The solubility of peptide intermediates in organic solvents. Solubilizing potential of hexafluoro-2-propanol.

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概要

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• The solubility of peptides to be insoluble in EtOH, MeOH, DMF, DMA, NMP, DMSO, and HMPA was examined in HFIP, sulfolane, TMP, PC, and a mixture of 5–10% HFIP–CH<SUB>2</SUB>Cl<SUB>2</SUB> (v/v). HFIP has the highest solubilizing potential, followed by HMPA and DMSO, while the solubilizing potential of sulfolane, TMP, and PC is lower than that of HMPA, DMSO, DMF, and NMP and is close to that of MeOH and EtOH. The solubility of the peptides in the mixture of HFIP–CH<SUB>2</SUB>Cl<SUB>2</SUB> marvelously is as high as that in HFIP alone. The solvent-titration study in CH<SUB>2</SUB>Cl<SUB>2</SUB>–polar solvents clearly indicated that the solubility of peptides having a β-sheet structure in organic solvents was independent of the polarity of the solvents but was strongly dependent on their hydrogen donating and accepting ability. The conformation of the peptides in the mixture of HFIP–CH<SUB>2</SUB>Cl<SUB>2</SUB> and in HFIP alone was examined using the IR and CD spectroscopies, respectively.

• 公益社団法人 日本化学会の論文

著者

• Narita Mitsuaki

  Department Of Biotechnology And Life Science Faculty Of Technology Tokyo University Of Agriculture A

• Honda Shinya

  Department Of Biological Science And Technology And Tissue Engineering Research Center Tokyo Univers

• Umeyama Hiroshi

  Department of Industrial Chemistry, Faculty of Technology, Tokyo University of Agriculture and Technology

• Obana Satoshi

  Department of Industrial Chemistry, Faculty of Technology, Tokyo University of Agriculture and Technology

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