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曼陀罗转化根培养物形成3α-和3β-乙酰氧基托烷涉及两种依赖乙酰辅酶A的酰基转移酶。

The formation of 3 alpha- and 3 beta-acetoxytropanes by Datura stramonium transformed root cultures involves two acetyl-CoA-dependent acyltransferases.

作者信息

Robins R J, Bachmann P, Robinson T, Rhodes M J, Yamada Y

机构信息

Genetics and Microbiology Department, AFRC Institute of Food Research, Norwich Laboratory, UK.

出版信息

FEBS Lett. 1991 Nov 4;292(1-2):293-7. doi: 10.1016/0014-5793(91)80887-9.

DOI:10.1016/0014-5793(91)80887-9
PMID:1959620
Abstract

Tropine (tropan-3 alpha-ol) is an intermediate in the formation of hyoscyamine. An acyltransferase activity that can acetylate tropine using acetylcoenzyme A as cosubstrate has been found in transformed root cultures of Datura stramonium. A further acyltransferase activity that acetylates pseudotropine (tropan-3 beta-ol) with acetyl-coenzyme A is also present. These two activities can be partially resolved by anion-exchange chromatography, some fractions containing only the pseudotropine-utilizing activity. The basic properties of these two enzymes are reported and their roles in forming the observed alkaloid spectrum of D. stramonium roots discussed.

摘要

托品(托烷-3α-醇)是阿托品形成过程中的中间体。在曼陀罗转化根培养物中发现了一种酰基转移酶活性,该活性可以使用乙酰辅酶A作为共底物将托品乙酰化。还存在另一种酰基转移酶活性,它能将伪托品(托烷-3β-醇)与乙酰辅酶A进行乙酰化反应。这两种活性可以通过阴离子交换色谱法部分分离,一些馏分仅含有利用伪托品的活性。本文报道了这两种酶的基本特性,并讨论了它们在形成曼陀罗根中观察到的生物碱谱中的作用。

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1
The formation of 3 alpha- and 3 beta-acetoxytropanes by Datura stramonium transformed root cultures involves two acetyl-CoA-dependent acyltransferases.曼陀罗转化根培养物形成3α-和3β-乙酰氧基托烷涉及两种依赖乙酰辅酶A的酰基转移酶。
FEBS Lett. 1991 Nov 4;292(1-2):293-7. doi: 10.1016/0014-5793(91)80887-9.
2
The reduction of tropinone in Datura stramonium root cultures by two specific reductases.两种特定还原酶对曼陀罗根培养物中托品酮的还原作用。
Phytochemistry. 1994 Sep;37(2):391-400. doi: 10.1016/0031-9422(94)85066-6.
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Specificities of the enzymes of N-alkyltropane biosynthesis in Brugmansia and Datura.曼陀罗属植物和洋金花中N-烷基托烷生物合成酶的特异性
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[Production of tropane alkaloids in tissue cultures (author's transl)].
Planta Med. 1975;Suppl:225-31. doi: 10.1055/s-0028-1105798.
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Metabolism of mono- and diacyl esters of tropane-3 alpha, 6 beta-diol in the Solanaceae.茄科中托烷-3α, 6β-二醇单酰酯和二酰酯的代谢
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[Studies on alkaloid metabolism in Datura roots. 2. Formation of acetyltropine in root cultures of Datura innoxia Mill].[曼陀罗属植物根中生物碱代谢的研究。2. 无刺曼陀罗根培养物中乙酰托品碱的形成]
Pharmazie. 1967 Oct;22(10):604.
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[Effects of methyl jasmonate on accumulation and release of main tropane alkaloids in liquid cultures of Datura stramonium hairy root].茉莉酸甲酯对曼陀罗毛状根液体培养中主要托烷生物碱积累与释放的影响
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Hyoscyamine biosynthesis in Datura stramonium hairy root in vitro systems with different ploidy levels.不同倍性水平的曼陀罗毛状根体外系统中莨菪碱的生物合成。
Appl Biochem Biotechnol. 2009 May;157(2):210-25. doi: 10.1007/s12010-008-8264-6. Epub 2008 May 29.

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