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Vanillin production by biotransformation of phenolic compounds in fungus, Aspergillus luchuensis

机译:生物转化酚类化合物 luchuensis 生产香兰素

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摘要

Vanillin is valuable and popular flavor used in foods and cosmetics. Many bacteria species have the ability to decarboxylate substituted cinnamic acids in order to form vanillin. However, the phenolic biotransformation including vanillin production in a common fungus, the Aspergillus luchuensis , which is used in distilled beverages, has not yet been clarified. This study focused on elucidating the vanillin production due to phenolic biotransformation in A. luchuensis during fermentation. The phenolic metabolites were extracted by a solid phase column and they were determined using on LC/MS and LC/MS/MS in a selective ion mode. As a result, ferulic acid, vanillin and vanillic acid, were detected in the rice koji fermentationed by A. luchuensis and also fermentated with yeast. In addition, the accurate molecular formula of vanillin glucoside (C_(14)H_(17)O_(8), 313.0927, (M-H)~(?)and its production ions was also determined by HRESI-mass spectrometry. Based on the results including the phenolic metabolites and related genes found in A. luchuensis genome, this study proposed the vanillin production mechanism due to the side chain cleavage of ferulic acid through Coenzyme A (CoA) and feruloyl-CoA hydratase/lyase, to form vanillin and acetyl-COA. In this study, another possible vanillin production pathway also was proposed due to the neutral hexose hydrolysis of vanillin glucoside. The subsequent dehydrogenation of vanillin produced vanillic acid. In addition, vanillin was detected in the distilled alcohol indicating its contribution to the aroma profile of beverages. It has been unknown that the vanillin in the distilled solution is derived from the vanillin produced during rice-koji and/or moromi mash fermentations. Electronic supplementary material The online version of this article (10.1186/s13568-018-0569-4) contains supplementary material, which is available to authorized users.
机译:香兰素是用于食品和化妆品的有价值且受欢迎的调味剂。许多细菌具有将取代的肉桂酸脱羧以形成香兰素的能力。但是,尚不清楚在蒸馏饮料中使用的普通真菌,即芦曲霉中的酚类生物转化,包括香兰素的生产。这项研究的重点是阐明发酵过程中芦竹中酚类生物转化引起的香兰素生产。用固相柱萃取酚类代谢物,并使用LC / MS和LC / MS / MS在选择性离子模式下进行测定。结果,在芦竹发酵的米曲中还检测到了阿魏酸,香兰素和香草酸,并用酵母进行了发酵。此外,还通过HRESI-质谱法测定了香兰素葡萄糖苷(C_(14)H_(17)O_(8),313.0927,(MH)〜(α)及其产生离子的准确分子式。包括luchuensis基因组中的酚类代谢物和相关基因,这项研究提出了香兰素的生产机理,这是由于阿魏酸通过辅酶A(CoA)和阿魏酰-CoA水合酶/裂解酶对侧链的裂解形成了香兰素和乙酰基COA。在这项研究中,由于香草醛糖苷的中性己糖水解,还提出了另一种可能的香草醛生产途径,随后香草醛脱氢产生了香草酸,此外,蒸馏酒中还检测到了香草醛,表明其对香气的贡献未知的蒸馏溶液中的香兰素是源自米曲和/或桑omi麦芽发酵过程中产生的香兰素。本文的版本(10.1186 / s13568-018-0569-4)包含补充材料,可供授权用户使用。

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