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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Bibliographic Details
Published in:International journal of polymer science 2017-01, Vol.2017 (2017), p.1-16
Main Authors: Munegumi, Toratane, Yamada, Takafumi
Format: Article
Language:English
Subjects:
Amino acids
Aspartic acid
Carbon dioxide
Chemical bonds
Chemical industry
Chemical synthesis
Chromatography
Dehydration
Gases
Heating
Methods
Molecular weight
NMR
Nuclear magnetic resonance
Organic chemistry
Peptides
Polypeptides
Science education
Solvents
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Summary: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.
ISSN:1687-9422
1687-9430
DOI:10.1155/2017/8364710