Linko Y Y, Lämsä M, Wu X, Uosukainen E, Seppälä J, Linko P
Department of Chemical Technology, Helsinki University of Technology, Finland.
J Biotechnol. 1998 Nov 18;66(1):41-50. doi: 10.1016/s0168-1656(98)00155-2.
The interest in the applications of biocatalysis in organic syntheses has rapidly increased. In this context, lipases have recently become one of the most studied groups of enzymes. We have demonstrated that lipases can be used as biocatalyst in the production of useful biodegradable compounds. A number of examples are given. 1-Butyl oleate was produced by direct esterification of butanol and oleic acid to decrease the viscosity of biodiesel in winter use. Enzymic alcoholysis of vegetable oils without additional organic solvent has been little investigated. We have shown that a mixture of 2-ethyl-1-hexyl esters can be obtained in a good yield by enzymic transesterification from rapeseed oil fatty acids for use as a solvent. Trimethylolpropane esters were also similarly synthesized as lubricants. Finally, the discovery that lipases can also catalyze ester syntheses and transesterification reactions in organic solvent systems has opened up the possibility of enzyme catalyzed production of biodegradable polyesters. In direct polyesterification of 1,4-butanediol and sebacic acid, polyesters with a mass average molar mass of the order of 56,000 g mol-1 or higher, and a maximum molar mass of about 130,000 g mol-1 were also obtained by using lipase as biocatalyst. Finally, we have demonstrated that also aromatic polyesters can be synthesized by lipase biocatalysis, a higher than 50,000 g mol-1 mass average molar mass of poly(1,6-hexanediyl isophthalate) as an example.
生物催化在有机合成中的应用受到的关注迅速增加。在此背景下,脂肪酶最近已成为研究最多的酶类之一。我们已经证明脂肪酶可作为生物催化剂用于生产有用的可生物降解化合物。给出了许多实例。通过丁醇和油酸的直接酯化反应制备油酸丁酯,以降低生物柴油在冬季使用时的粘度。在不添加额外有机溶剂的情况下对植物油进行酶促醇解的研究很少。我们已经表明,通过菜籽油脂肪酸的酶促酯交换反应可以高产率地获得2-乙基己基酯的混合物,用作溶剂。三羟甲基丙烷酯也以类似方式合成用作润滑剂。最后,脂肪酶还能在有机溶剂体系中催化酯合成和酯交换反应这一发现,为酶催化生产可生物降解聚酯开辟了可能性。在1,4-丁二醇和癸二酸的直接聚酯化反应中,使用脂肪酶作为生物催化剂也获得了重均摩尔质量约为56,000 g/mol或更高、最大摩尔质量约为130,000 g/mol的聚酯。最后,我们已经证明脂肪酶生物催化也能合成芳香族聚酯,例如聚(间苯二甲酸1,6-己二醇酯)的重均摩尔质量高于50,000 g/mol。