A chemical model for the fragmentation reaction in thymidylate synthase catalysis. Synthesis and evaluation of a 5-methylene-1-(1,2,3,4-tetrahydroquinolyl)-6-allyluridine
A chemical model for the fragmentation reaction in thymidylate synthase catalysis. Synthesis and evaluation of a 5-methylene-1-(1,2,3,4-tetrahydroquinolyl)-6-allyluridine
复制标题
胸苷酸合酶催化中断裂反应的化学模型。
DOI：
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发表时间：
1993
期刊：
影响因子：
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通讯作者：
M. Mertes
中科院分区：
文献类型：
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作者：
J. Kagel;B. Wang;M. Mertes
The title compound(6) were synthesized as model to investigate the reactivity of an intermediate in thymidylate synthase (TS) catalysis as it fragments to form dTMP. The mechanism of the fragmentation (homolytic or heterolytic) of model 6 was determined via subsequent interaction of the fragmented center with the C6 allyl substituent. The results were consistent with an ionic fragmentation of 6, followed by loss of an allylic proton, and subsequent thermal electrocyclic or Diels-Alder reactions of resulting trienes, respectively. Independent generation of radicals analogous to that produced from a radical fragmentation of model 6 did not result in formation of trienes
