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Chemoenzymatic Synthesis of Oligo( l ‐cysteine) for Use as a Thermostable Bio‐Based Material
Author(s) -
Ma Yinan,
Sato Ryota,
Li Zhibo,
Numata Keiji
Publication year - 2016
Publication title -
macromolecular bioscience
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.924
H-Index - 105
eISSN - 1616-5195
pISSN - 1616-5187
DOI - 10.1002/mabi.201500255
Subject(s) - cysteine , chemistry , thiol , glass transition , aqueous solution , polymerization , polymer chemistry , thermal decomposition , catalysis , organic chemistry , combinatorial chemistry , polymer , enzyme
Oligomerization of thiol‐unprotected l ‐cysteine ethyl ester (Cys‐OEt) catalyzed by proteinase K in aqueous solution has been used to synthesize oligo( l ‐cysteine) (OligoCys) with a well‐defined chemical structure and relatively large degree of polymerization (DP) up to 16–17 (average 8.8). By using a high concentration of Cys‐OEt, 78.0% free thiol content was achieved. The thermal properties of OligoCys are stable, with no glass transition until 200 °C, and the decomposition temperature could be increased by oxidation. Chemoenzymatically synthesized OligoCys has great potential for use as a thermostable bio‐based material with resistance to oxidation.