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在烟草细胞悬浮液中异亚硝基苯乙酮(2-酮-2-苯基-乙二肟)的生物转化。

Biotransformation of isonitrosoacetophenone (2-keto-2-phenyl-acetaldoxime) in tobacco cell suspensions.

机构信息

Department of Biochemistry, University of Johannesburg, Auckland Park, Johannesburg 2006, South Africa.

出版信息

Biotechnol Lett. 2012 Jul;34(7):1351-6. doi: 10.1007/s10529-012-0909-4. Epub 2012 Mar 29.

DOI:10.1007/s10529-012-0909-4
PMID:22456902
Abstract

Nicotiana tabacum cell suspensions, 2 g wet wt/ml, rapidly took up 1 mM isonitrosoacetophenone (INAP), a plant-derived stress metabolite with anti-oxidative and anti-fungal properties, producing 4'-hexopyranosyloxy-3'-methoxyisonitrosoacetophenone in 54 % yield over 18 h. Unconverted INAP was at 33 μM. UPLC-MS/MS analyses with MassFragment software were used for metabolite identification. INAP had been hydroxylated at its meta- and para-positions as well as undergoing subsequent methoxylation and glycosylation. INAP is thus recognized by the enzymatic machinery of the phenylpropanoid pathway and is converted to a molecule with a substitution pattern similar to ferulic acid.

摘要

烟草细胞悬浮液(2 g 湿重/毫升)能迅速摄取 1mM 的异亚硝基苯乙酮(INAP),这是一种植物来源的应激代谢物,具有抗氧化和抗真菌特性,在 18 小时内产生 4'-己糖氧基-3'-甲氧基异亚硝基苯乙酮,产率为 54%。未转化的 INAP 为 33μM。采用 UPLC-MS/MS 分析和 MassFragment 软件进行代谢物鉴定。INAP 在间位和对位被羟化,随后进行甲氧基化和糖基化。因此,INAP 被苯丙烷途径的酶机制识别,并转化为一种具有与阿魏酸类似取代模式的分子。

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引用本文的文献

1
Multivariate statistical models of metabolomic data reveals different metabolite distribution patterns in isonitrosoacetophenone-elicited Nicotiana tabacum and Sorghum bicolor cells.代谢组学数据的多元统计模型揭示了异亚硝基苯乙酮诱导的烟草和高粱细胞中不同的代谢物分布模式。
Springerplus. 2014 May 20;3:254. doi: 10.1186/2193-1801-3-254. eCollection 2014.