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新型龙脑基聚酯的酶促合成。

Chemoenzymatic Synthesis of a Novel Borneol-Based Polyester.

机构信息

Technical University of Munich, Chair of Chemistry of Biogenic Resources, Schulgasse 16, 94315, Straubing, Germany.

Fraunhofer Institute for Interfacial Engineering and Biotechnology, Bio, Electro and Chemocatalysis BioCat, Straubing Branch, Schulgasse 11a, 94315, Straubing, Germany.

出版信息

ChemSusChem. 2017 Sep 22;10(18):3574-3580. doi: 10.1002/cssc.201701146. Epub 2017 Aug 24.

Abstract

Terpenes are a class of natural compounds that have recently moved into the focus as a bio-based resource for chemical production, owing to their abundance, their mostly cyclic structures, and the presence of olefin or single hydroxy groups. To apply this raw material in new industrial fields, a second hydroxy group is inserted into borneol by cytochrome P450cam (CYP101) enzymes in a whole-cell catalytic biotransformation with Pseudomonas putida KT2440. Next, a semi-continuous batch system was developed to produce 5-exo-hydroxyborneol with a final concentration of 0.54 g L . The bifunctional terpene was then used for the synthesis of a bio-based polyester by a solvent-free polycondensation reaction. The resulting polymer showed a glass transition temperature of around 70 °C and a molecular weight in the range of 2000-4000 g mol (M ). These results show that whole-cell catalytic biotransformation of terpenes could lead to bio-based, higher-functionalized monomers, which might be basic raw materials for different fields of application, such as biopolymers.

摘要

萜类化合物是一类天然化合物,由于其丰富的含量、大多为环状结构以及存在烯烃或单羟基基团,最近它们成为了化学生产的生物基资源的焦点。为了将这种原材料应用于新的工业领域,通过 Pseudomonas putida KT2440 的细胞色素 P450cam(CYP101)酶的全细胞催化生物转化,将第二个羟基插入到龙脑中。接下来,开发了一种半连续分批系统,以终浓度 0.54 g L 生产 5-外高龙脑醇。然后,将双功能萜类化合物用于通过无溶剂缩聚反应合成生物基聚酯。所得聚合物的玻璃化转变温度约为 70°C,分子量在 2000-4000 g/mol(M)范围内。这些结果表明,萜类化合物的全细胞催化生物转化可以得到生物基的、高官能化的单体,这些单体可能是不同应用领域(如生物聚合物)的基础原料。

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