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The headspace-GC/MS: Alternative methodology employed in the bioreduction of (4S)-(+)-carvone mediated by human skin fungus
Biocatalysis and Biotransformation ( IF 1.8 ) Pub Date : 2020-03-31 , DOI: 10.1080/10242422.2020.1743692
Rogério Aparecido Minini dos Santos 1, 2 , Adriano Valim Reis 2 , Eduardo Jorge Pilau 3 , Carla Porto 4 , José Eduardo Gonçalves 4, 5 , Arildo José Braz de Oliveira 2 , Regina Aparecida Correia Gonçalves 2
Affiliation  

Abstract The development of more efficient and environmentally friendly analytical methods represents a current focus for the fine chemical industry. In particular, microscale methodologies that are free of solvents/reagents. The headspace-GC/MS (HS-GC) methodology was employed in this study as a tool for monitoring a biocatalysed reaction of (4S)-(+)-carvone using Phoma sp., a filamentous fungus from human skin. Biocatalysis provides some advantages, such as high efficiency, high degrees of regioselectivity, chemoselectivity, and enantioselectivity. In order to optimize the small scale biocatalytic reaction of the (4S)-(+)-carvone by the filamentous fungus Phoma sp. was used headspace GC/MS methodology, factorial design of experiments and the response surface methodology (RSM) was performed using the biomass of the fungus, substrate mass and pH as parameters. It was observed that for all reactions conditions tested, forming the products (1 R,4S)-dihydrocarvone and (1S,4S)-dihydrocarvone. The most influential factor was pH, with the highest conversion rate (>95%) and diastereomeric excess (d.e.) (>80%) obtained at pH 5.0. Thus, it was demonstrated that human skin Phoma sp. fungus showed significant bioreduction activity and that headspace GC/MS is an efficient approach for real-time monitoring the biocatalysed reactions.

中文翻译:

顶空-GC/MS:用于由人类皮肤真菌介导的 (4S)-(+)-香芹酮生物还原的替代方法

摘要 开发更高效、更环保的分析方法是精细化工行业当前关注的焦点。特别是不含溶剂/试剂的微型方法。本研究采用顶空-GC/MS (HS-GC) 方法作为监测 (4S)-(+)-香芹酮使用人皮肤丝状真菌 Phoma sp. 的生物催化反应的工具。生物催化具有一些优点,例如高效、高度的区域选择性、化学选择性和对映选择性。为了优化丝状真菌 Phoma sp. 对 (4S)-(+)-香芹酮的小规模生物催化反应。使用顶空 GC/MS 方法、因子设计实验和响应面方法 (RSM) 使用真菌的生物量进行,底物质量和 pH 作为参数。观察到对于所有测试的反应条件,形成产物(1R,4S)-二氢香芹酮和(1S,4S)-二氢香芹酮。影响最大的因素是 pH,在 pH 5.0 时转化率最高 (>95%) 和非对映体过量 (de) (>80%)。因此,证明了人类皮肤 Phoma sp。真菌显示出显着的生物还原活性,顶空 GC/MS 是实时监测生物催化反应的有效方法。
更新日期:2020-03-31
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