Thermal Synthesis of Polypeptides from N -Butyloxycarbonyl Oligopeptides Containing Aspartyl Residue at C-Terminus

The thermal reactions of amino acids have been investigated for pure organic synthesis,materials preparation in industry,and prebiotic chemistry. n-t-butyloxycarbonyl aspartic acid (boc-asp) releases 2-butene and carbon dioxide upon heating without solvents. the resulting mixture of the free molten aspartic acid was dehydrated to give peptide bonds. this study describes the thermal reactions of n-t-butyloxycarbonyl peptides (boc-gly-l-asp,boc-l-ala-l-asp,boc-l-val-l-asp,and boc-gly-gly-l-asp) having an aspartic residue at the carboxyl terminus. the peptides were deprotected upon heating at a constant temperature between 110 and 170°c for 1 to 24 h to afford polypeptides in which the average molecular weight reached 7800. © 2017 toratane munegumi and takafumi yamada.