桦木醇生物合成的立体化学
The stereochemistry of betulaprenol biosynthesis.
作者信息
Gough D P, Hemming F W
出版信息
Biochem J. 1970 Apr;117(2):309-17. doi: 10.1042/bj1170309.
Abstract
By using stereospecifically double-labelled radioactive mevalonates it was shown that betulaprenols-6 to -9, found in the woody tissue of Betula verrucosa, each contain three biogenetically trans-isoprene residues and that the remaining residues are biogenetically cis. The results obtained with these radioactive mevalonates also indicated that the activity of isopentenyl pyrophosphate isomerase is low relative to the activity of prenyltransferase in this woody tissue. The incorporation of radioactive farnesyl pyrophosphate and radioactive geranylnerol and the lack of incorporation of radioactive geranylgeraniol into betulaprenols-6 to -9 demonstrated that they are formed by the cis-additions of isoprene residues to all-trans-farnesyl pyrophosphate.
摘要
通过使用立体特异性双标记放射性甲羟戊酸，结果表明，在疣桦木质组织中发现的桦木烯醇-6至-9，每个都含有三个生物合成反式异戊二烯残基，其余残基为生物合成顺式。用这些放射性甲羟戊酸获得的结果还表明，在该木质组织中，异戊烯基焦磷酸异构酶的活性相对于异戊烯基转移酶的活性较低。放射性法呢基焦磷酸和放射性香叶基香叶醇的掺入以及放射性香叶基香叶基焦磷酸未掺入桦木烯醇-6至-9，表明它们是由异戊二烯残基顺式加成到全反式法呢基焦磷酸形成的。
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4
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