Balcerzak L, Lipok J, Strub D, Lochyński S
Department of Bioorganic Chemistry, Faculty of Chemistry, Wroclaw University of Technology, Wroclaw, Poland.
J Appl Microbiol. 2014 Dec;117(6):1523-36. doi: 10.1111/jam.12632. Epub 2014 Sep 26.
Monoterpenes are widely used in food technology, cosmetic and pharmaceutical industries and as compounds of agricultural importance. It is known that compounds comprising this class can be transformed by a variety of organisms, namely by: bacteria, fungi, yeasts, plants or isolated enzymes. Biotransformations, as one of the most important tools of green chemistry, allow obtaining new products using whole cells of micro-organisms or isolated enzymes in mild reaction conditions. Therefore, biotransformations of monoterpenes, by different type of reaction such as: epoxidation, oxidation and stereoselective hydroxylation, resulted in the production of so desired, enantiomerically defined compounds that can be advised as natural seem to be interesting. Bearing in mind that such processes are carried out also by easy to maintain, photoautotrophic micro-organisms cultivated at large scale, this paper is focused on biotransformations of acyclic, monocyclic and bicyclic monoterpenes by freshwater or haliphylic cyanobacteria and microalgae on the way of mainly stereoselective hydroxylation. Moreover, aspects of potential industrial application of obtained products in medicine, perfume, cosmetics and food industry are discussed.
单萜类化合物在食品技术、化妆品和制药工业中广泛应用,并且作为具有农业重要性的化合物。已知包含此类的化合物可被多种生物体转化,即:细菌、真菌、酵母、植物或分离的酶。生物转化作为绿色化学最重要的工具之一,允许在温和的反应条件下使用微生物全细胞或分离的酶获得新产品。因此,通过不同类型的反应,如环氧化、氧化和立体选择性羟基化对单萜类化合物进行生物转化,产生了如此所需的、对映体确定的化合物,这些化合物可被推荐为天然的,似乎很有趣。考虑到此类过程也由易于培养的、大规模培养的光合自养微生物进行,本文重点研究淡水或嗜盐蓝细菌和微藻对无环、单环和双环单萜类化合物的生物转化,主要是立体选择性羟基化的方式。此外,还讨论了所得产品在医药、香水、化妆品和食品工业中的潜在工业应用方面。