BIOSYNTHESIS OF THE LUPINE ALKALOIDS .2. SPARTEINE AND LUPANINE

BIOSYNTHESIS OF THE LUPINE ALKALOIDS .2. SPARTEINE AND LUPANINE
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DOI:
10.1139/v88-280
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发表时间:
1988-07-01
影响因子:
1.1
通讯作者:
SPENSER, ID
SPENSER, ID
中科院分区:
化学4区
文献类型:
--
作者:
GOLEBIEWSKI, WM;SPENSER, ID

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与基于早期观察的预测相反,现在发现来自DL-[6- 14 C]赖氨酸和来自[6- 14 C]-Δ 1-哌啶的标记不能以相等的效率进入羽扇豆碱的三个C5区段。其中一个C5片段的标记水平显著高于其他两个C5片段,这两个片段显示相同的标记水平。提出了一种新的生物遗传模型,这是符合这些新的发现,以及与所有其他区域和立体化学证据的模式,纳入的前体是可用的。
Contrary to predictions based on earlier observations, it is now found that label from DL-[6-14C]lysine and from [6-14C]-.DELTA.1-piperideine does not enter the three C5 segments of lupanine with equal efficiency. One of the C5 segments is labelled at a significantly higher level than the other two C5 segments, which show identical levels of labelling. A new biogenetic model is proposed, which is consistent with these new findings as well as with all other regio- and stereochemical evidence on the mode of incorporation of precursors that is available.