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 molte...

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Main Authors: Toratane Munegumi, Takafumi Yamada
Format: Article
Language:English
Published: Wiley 2017-01-01
Series:International Journal of Polymer Science
Online Access:http://dx.doi.org/10.1155/2017/8364710
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author Toratane Munegumi
Takafumi Yamada
author_facet Toratane Munegumi
Takafumi Yamada
author_sort Toratane Munegumi
collection DOAJ
description 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.
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institution Kabale University
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publishDate 2017-01-01
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series International Journal of Polymer Science
spelling doaj-art-3cedb37a17ef457ab0e69d9669475a322025-02-03T05:57:42ZengWileyInternational Journal of Polymer Science1687-94221687-94302017-01-01201710.1155/2017/83647108364710Thermal Synthesis of Polypeptides from N-Butyloxycarbonyl Oligopeptides Containing Aspartyl Residue at C-TerminusToratane Munegumi0Takafumi Yamada1Department of Science Education, Naruto University of Education, Naruto, Tokushima 772-8502, JapanDepartment of Chemistry, University of Tsukuba, Tsukuba, Ibaraki 305-857, JapanThe 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.http://dx.doi.org/10.1155/2017/8364710
spellingShingle Toratane Munegumi
Takafumi Yamada
Thermal Synthesis of Polypeptides from N-Butyloxycarbonyl Oligopeptides Containing Aspartyl Residue at C-Terminus
International Journal of Polymer Science
title Thermal Synthesis of Polypeptides from N-Butyloxycarbonyl Oligopeptides Containing Aspartyl Residue at C-Terminus
title_full Thermal Synthesis of Polypeptides from N-Butyloxycarbonyl Oligopeptides Containing Aspartyl Residue at C-Terminus
title_fullStr Thermal Synthesis of Polypeptides from N-Butyloxycarbonyl Oligopeptides Containing Aspartyl Residue at C-Terminus
title_full_unstemmed Thermal Synthesis of Polypeptides from N-Butyloxycarbonyl Oligopeptides Containing Aspartyl Residue at C-Terminus
title_short Thermal Synthesis of Polypeptides from N-Butyloxycarbonyl Oligopeptides Containing Aspartyl Residue at C-Terminus
title_sort thermal synthesis of polypeptides from n butyloxycarbonyl oligopeptides containing aspartyl residue at c terminus
url http://dx.doi.org/10.1155/2017/8364710
work_keys_str_mv AT toratanemunegumi thermalsynthesisofpolypeptidesfromnbutyloxycarbonyloligopeptidescontainingaspartylresidueatcterminus
AT takafumiyamada thermalsynthesisofpolypeptidesfromnbutyloxycarbonyloligopeptidescontainingaspartylresidueatcterminus