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烟草原生质体和长春花细胞中海松酸的生物转化差异模式。

Differential patterns of dehydroabietic acid biotransformation by Nicotiana tabacum and Catharanthus roseus cells.

机构信息

VTT Technical Research Centre of Finland, 02044-VTT, Finland.

出版信息

J Biotechnol. 2012 Jan 20;157(2):287-94. doi: 10.1016/j.jbiotec.2011.11.008. Epub 2011 Nov 22.

DOI:10.1016/j.jbiotec.2011.11.008
PMID:22178236
Abstract

The aim of this study was to use whole cell catalysts as tools for modification of selected resin acids in order to obtain value-added functional derivatives. The enzymatic bioconversion capacities of two plant species were tested towards dehydroabietic acid. Dehydroabietic acid (DHA) is an abundant resin acid in conifers, representing a natural wood protectant. It is also one of the constituents found in by-products of the kraft chemical pulping industry. DHA was fed to tobacco (Nicotiana tabacum) and Madagascar periwinkle (Catharanthus roseus) plant cell and tissue cultures and bioconversion product formation was monitored using NMR analysis. Both plant species took up DHA from culture medium, and various types of typical detoxification processes occurred in both cultures. In addition, diverse responses to DHA treatment were observed, including differences in uptake kinetics, chemical modification of added substrate and changes in overall metabolism of the cells. Interestingly, Catharanthus roseus, a host species for pharmaceutically valuable terpenoid indole alkaloids, exhibited a very different bioconversion pattern for exogenously applied DHA than tobacco, which does not possess a terpenoid indole pathway. In tobacco, DHA is readily glycosylated in the carbonyl group, whereas in periwinkle it is proposed that a cytochrome P450-catalyzed enzymatic detoxification reaction takes place before the formation of glycosylated product.

摘要

本研究旨在利用全细胞催化剂对选定的树脂酸进行修饰,以获得增值的功能性衍生物。我们测试了两种植物物种对去氢枞酸的酶促生物转化能力。去氢枞酸(DHA)是松柏类植物中丰富的树脂酸,是天然木材保护剂。它也是 kraft 化学制浆工业副产物中发现的成分之一。将 DHA 喂养给烟草(Nicotiana tabacum)和长春花(Catharanthus roseus)植物细胞和组织培养物,并使用 NMR 分析监测生物转化产物的形成。两种植物物种都从培养基中摄取 DHA,并在两种培养物中发生了各种典型的解毒过程。此外,还观察到对 DHA 处理的不同反应,包括吸收动力学的差异、添加底物的化学修饰以及细胞整体代谢的变化。有趣的是,长春花是一种具有药用价值的萜类吲哚生物碱的宿主物种,与不具有萜类吲哚途径的烟草相比,对外源应用的 DHA 表现出非常不同的生物转化模式。在烟草中,DHA 很容易在羰基处发生糖基化,而在长春花中,据推测,在形成糖基化产物之前,会发生细胞色素 P450 催化的酶促解毒反应。

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