Direct enzymatic synthesis of a polyester with free pendant mercapto groups.

Direct enzymatic synthesis of a polyester with free pendant mercapto groups.
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DOI:
10.1021/bm801132d
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发表时间:
2009-02
期刊:
影响因子:
6.2
通讯作者:
Makoto Kato;K. Toshima;S. Matsumura
Makoto Kato;K. Toshima;S. Matsumura
中科院分区:
化学2区
文献类型:
--
作者:
Makoto Kato;K. Toshima;S. Matsumura

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采用脂肪酶催化1,6-己二醇与2-巯基丁二酸二甲酯直接缩聚制备了一种含游离巯基的脂肪族聚酯。在70 ℃下,在不形成任何二硫键或硫酯键的情况下,大量进行使用来自Anacritica假丝酵母的固定化脂肪酶(脂肪酶CA)的缩聚反应,以高产率制备Mw = 14000 g/mol的相应聚酯。聚酯中游离巯基的含量可以通过与其它单体共聚来控制。在二甲基亚砜中,侧链硫醇通过空气氧化生成二硫化物,使所得聚酯易于交联形成凝胶。
An aliphatic polyester with free pendant mercapto groups was prepared by direct lipase-catalyzed polycondensation of hexane-1,6-diol and dimethyl 2-mercaptosuccinate. The polycondensation reaction using immobilized lipase from Candida antarctica (lipase CA) was carried out in bulk at 70 degrees C without any formation of disulfide or thioester linkages to produce the corresponding polyester with Mw = 14000 g/mol in high yield. The content of free mercapto groups in the polyester could be controlled by copolymerization with other monomers. The obtained polyester was easily cross-linked to form gels by the air oxidation of the pendant thiols to disulfides in dimethyl sulfoxide.