Institute of Microbiology, University of Stuttgart, Stuttgart, Germany.
Institute of Organic Chemistry, Eberhard Karls Universität Tübingen, Tübingen, Germany.
Microb Biotechnol. 2017 Nov;10(6):1426-1433. doi: 10.1111/1751-7915.12748. Epub 2017 Jul 11.
In this study, we show the proof of concept for the production of defined oligo-isoprenoids with terminal functional groups that can be used as starting materials for various purposes including the synthesis of isoprenoid-based plastics. To this end, we used three types of rubber oxygenases for the enzymatic cleavage of rubber [poly(cis-1,4-isoprene)]. Two enzymes, rubber oxygenase RoxA and rubber oxygenase RoxB , originate from Xanthomonas sp. 35Y; the third rubber oxygenase, latex-clearing protein (Lcp ), is derived from Gram-positive rubber degraders such as Streptomyces sp. K30. Emulsions of polyisoprene (latex) were treated with RoxA , RoxB , Lcp or with combinations of the three proteins. The cleavage products were purified by solvent extraction and FPLC separation. All products had the same general structure with terminal functions (CHO-CH - and -CH -COCH ) but differed in the number of intact isoprene units in between. The composition and m/z values of oligo-isoprenoid products were determined by HPLC-MS analysis. Our results provide a method for the preparation of reactive oligo-isoprenoids that can likely be used to convert polyisoprene latex or rubber waste materials into value-added molecules, biofuels, polyurethanes or other polymers.
在这项研究中，我们展示了具有末端官能团的特定寡异戊二烯的生产概念验证，这些官能团可用作各种目的的起始材料，包括基于异戊二烯的塑料的合成。为此，我们使用了三种类型的橡胶加氧酶来酶促裂解橡胶[聚（顺式-1,4-异戊二烯）]。两种酶，橡胶加氧酶 RoxA 和橡胶加氧酶 RoxB ，来源于黄单胞菌属 35Y；第三种橡胶加氧酶，乳胶清除蛋白（Lcp），来源于革兰氏阳性橡胶降解菌，如链霉菌属 K30。聚异戊二烯（乳胶）乳液用 RoxA、RoxB、Lcp 或三种蛋白质的混合物处理。裂解产物通过溶剂萃取和 FPLC 分离进行纯化。所有产物都具有相同的末端官能团（CHO-CH-和-CH-COCH），但在中间的异戊二烯单元数量上有所不同。寡异戊二烯产物的组成和 m/z 值通过 HPLC-MS 分析确定。我们的结果提供了一种制备反应性寡异戊二烯的方法，这些寡异戊二烯可能可用于将天然橡胶或废橡胶材料转化为增值分子、生物燃料、聚氨酯或其他聚合物。
