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International Journal of Polymer Science
Volume 2017 (2017), Article ID 8364710, 16 pages
Research Article

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

1Department of Science Education, Naruto University of Education, Naruto, Tokushima 772-8502, Japan
2Department of Chemistry, University of Tsukuba, Tsukuba, Ibaraki 305-857, Japan

Correspondence should be addressed to Toratane Munegumi

Received 4 January 2017; Revised 22 May 2017; Accepted 12 June 2017; Published 30 July 2017

Academic Editor: Peng He

Copyright © 2017 Toratane Munegumi and Takafumi Yamada. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.


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.