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Biotransformation of R-(+)- and S-(?)-limonene by Fusarium oxysporum

机译:尖孢镰刀菌对R-(+)-和S-(α)-柠檬烯的生物转化

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In the past few years much work has been done on the biotransformation of limonene, an inexpensivehydrocarbon monoterpene, which is one of the most widely distributed terpene in nature. Recently, the strainF. oxysporum 152b has been selected based on its high production of extracellular alkaline lipase and otherpublications have also described the biotransformation of R-(+)-limonene into R-(+)-α-terpineol catalysed bythe same strain. The main characteristics of this conversion were described in recent papers but noinformation deals with the bioconversion of its isomer, S-(?)-limonene. Thus, this paper focused on thebiotransformation of S-(?)-limonene by F. oxysporum 152b, partially characterized and compared with thecharacteristics involved in α-terpineol production from R-(+)-limonene. In former studies, it was proven thatthe enzyme responsible for the production of α-terpineol by the biotransformation of R-(+)-limonene wasenantioselective and enantiospecific, has an intracellular nature and acts in anaerobic conditions. In thisstudy, it was observed that the production of limonene-1,2-diol from S-(?)-limonene has also an intracellularnature but it was higly influenced by an aerobic system and seemed to be cofactor dependent, consideringthat the product was not detected with an anaerobic biotransformation. The production of the intermediatelimonene-1,2-epoxide was not detected, indicating that the reaction proceeds mainly for the diol production.These results encourage further studies with this biocatalyst and the characterization of its enzyme systeminvolved in the biotransformation of S-(?)-limonene and other terpenes is of great importance, and could besource of novel aroma compounds with industrial interest.
机译:在过去的几年中,在柠檬烯的生物转化方面做了很多工作,柠檬烯是一种廉价的 烃单萜,它是自然界中分布最广泛的萜之一。最近,应变 选择F. oxysporum 152b是因为其高产的细胞外碱性脂肪酶和其他 出版物还描述了由R-(+)-柠檬烯生物转化为R-(+)-α-萜品醇的生物转化。 相同的应变。这种转换的主要特征在最近的论文中有所描述,但没有 信息涉及其异构体S-(?)-柠檬烯的生物转化。因此,本文着重于 氧孢镰刀菌152b对S-(β)-柠檬烯的生物转化的部分特征并与之比较 R-(+)-柠檬烯生产α-松油醇的特性在以前的研究中,已经证明 通过R-(+)-柠檬烯的生物转化产生α-松油醇的酶是 对映体选择性和对映体特异性,具有细胞内性质并且在厌氧条件下起作用。在这个 研究发现,由S-(?)-柠檬烯生产柠檬烯-1,2-二醇也具有细胞内 自然,但它受好氧系统的影响很强,并且似乎是辅因子依赖性的,考虑到 不能通过厌氧生物转化检测到该产品。中间体的生产 未检测到柠檬烯-1,2-环氧化物,表明该反应主要是为了生产二醇而进行的。 这些结果鼓励对该生物催化剂及其酶系统的表征进行进一步研究。 参与S-(?)-柠檬烯和其他萜烯的生物转化非常重要,并且可能是 具有工业兴趣的新型香气化合物的来源。

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