Production of 5-O-α-glucosylgingerol via glucosylation of 6-gingerol by Ensifer sp. M-26

Q2 Chemical Engineering

Journal of Molecular Catalysis B-enzymatic Pub Date : 2016-11-01 DOI:10.1016/j.molcatb.2017.01.005

Rika Matsumoto , Hiroshi Satoh , Makoto Ueda

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引用次数: 5

Abstract

6-Gingerol ((S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-decanone), the major gingerol present in ginger rhizomes, has been found to prevent fat accumulation and improve blood flow. However, its low solubility in water and strong pungent odor often limit its potential applications such as in functional foods. In order to overcome these disadvantages, we investigated microbial glucosylation of 6-gingerol by the soil bacterium Ensifer sp. M-26. 5-O-α-Glucosylgingerol was found to be produced from a mixture of maltose and 6-gingerol by the action of washed cells of Ensifer sp. M-26. The addition of organic solvents, such as hexane, to the reaction mixture enhanced 5-O-α-glucosylgingerol production. When the microbial reaction was carried out with 1.3 g/L of 6-gingerol and 100 g/L of maltose under optimized conditions, 0.40 g/L of 5-O-α-glucosylgingerol was accumulated in 25 h. The molar yield of 5-O-α-glucosylgingerol was 19.9 mol%.

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Ensifer sp. M-26通过6-姜辣素糖基化生产5-O-α-葡萄糖基姜辣素

6-姜辣素((S)-5-羟基-1-(4-羟基-3-甲氧基苯基)-3-癸酮)是生姜根茎中主要的姜辣素，已被发现可以防止脂肪堆积和改善血液流动。然而，它在水中的溶解度低，刺激性强，往往限制了它在功能食品中的潜在应用。为了克服这些缺点，我们研究了土壤细菌Ensifer sp. M-26对6-姜辣素的微生物糖基化作用。以麦芽糖和6-姜辣素为原料，经Ensifer sp. M-26洗涤后的细胞作用生成5-O-α-葡萄糖基姜辣素。在反应混合物中加入有机溶剂，如己烷，提高了5-O-α-葡萄糖基姜辣素的产量。在优化条件下，以1.3 g/L的6-姜辣素和100 g/L的麦芽糖进行微生物反应，在25 h内积累了0.40 g/L的5-O-α-葡萄糖-姜辣素，5-O-α-葡萄糖-姜辣素的摩尔产率为19.9 mol%。

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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.