Chemodivergent fungal oxidation of isochroman

Q2 Chemical Engineering Journal of Molecular Catalysis B-enzymatic Pub Date : 2016-12-01 DOI:10.1016/j.molcatb.2016.10.015

Gabriela I. Furque , Fabricio R. Bisogno , Virginia E. Sosa

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引用次数: 1

Abstract

This work extends the present knowledge about the ability of filamentous fungi and Baker’s Yeast to selectively transform oxygen-containing compounds. Previously, it has been demonstrated that several species of the Aspergillus genus are able to perform selective oxidation of benzopyrans. Isochroman or 3,4-dihydro-1H-benzopyran (1) was chosen as model substrate for the biotransformation since related motifs are often found in the structure of natural products with important biological and pharmacological activities. All the tested strains showed the ability to oxidize 1. Chemodivergent reaction pathways between the employed microorganisms were observed. The use of cytochrome P450 enzyme inhibitors, and different oxygenation conditions allowed to inquire about the type of enzymes involved in the process. The results obtained were compared with chemical one-electron oxidation of compound 1 and thus, a metabolic pathway was proposed.

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趋化分化真菌氧化等色蛋白

这项工作扩展了目前关于丝状真菌和贝克酵母选择性转化含氧化合物的能力的知识。以前，已经证明，曲霉属的几个物种能够进行选择性氧化苯并吡喃。选择等色曼或3,4-二氢- 1h -苯并吡喃(1)作为生物转化的模式底物，是因为相关基序通常存在于具有重要生物学和药理活性的天然产物结构中。所有被试菌株均表现出氧化能力。观察了所用微生物之间的化学分化反应途径。细胞色素P450酶抑制剂的使用，以及不同的氧化条件允许查询参与该过程的酶的类型。将所得结果与化合物1的化学单电子氧化反应进行了比较，从而提出了化合物1的代谢途径。

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来源期刊

Journal of Molecular Catalysis B-enzymatic 生物-生化与分子生物学

CiteScore

2.58

自引率

0.00%

发文量

审稿时长

3.4 months

期刊介绍： Journal of Molecular Catalysis B: Enzymatic is an international forum for researchers and product developers in the applications of whole-cell and cell-free enzymes as catalysts in organic synthesis. Emphasis is on mechanistic and synthetic aspects of the biocatalytic transformation. Papers should report novel and significant advances in one or more of the following topics; Applied and fundamental studies of enzymes used for biocatalysis; Industrial applications of enzymatic processes, e.g. in fine chemical synthesis; Chemo-, regio- and enantioselective transformations; Screening for biocatalysts; Integration of biocatalytic and chemical steps in organic syntheses; Novel biocatalysts, e.g. enzymes from extremophiles and catalytic antibodies; Enzyme immobilization and stabilization, particularly in non-conventional media; Bioprocess engineering aspects, e.g. membrane bioreactors; Improvement of catalytic performance of enzymes, e.g. by protein engineering or chemical modification; Structural studies, including computer simulation, relating to substrate specificity and reaction selectivity; Biomimetic studies related to enzymatic transformations.