Alkylation of guanosine and deoxyguanosine by phosphoramide mustard.

Alkylation of guanosine and deoxyguanosine by phosphoramide mustard.
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磷酰胺芥子对鸟苷和脱氧鸟苷进行烷基化。

DOI:
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发表时间:
1980
期刊:
影响因子:
11.2
通讯作者:
D. Ludlum
D. Ludlum
中科院分区:
医学1区
文献类型:
--
作者:
J. R. Mehta;M. Przybylski;D. Ludlum

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磷酰胺氮芥是环磷酰胺的活性代谢产物,在pH 7.4的水溶液中分别与鸟苷和脱氧鸟苷反应。在每种情况下形成的主要加合物已通过反相高压液相色谱法分离。的主要加合物的结构,确定由紫外线和场解吸质谱法的组合,是磷酰胺氮芥,其中一个臂已与鸟苷或脱氧鸟苷在位置7反应。这些加合物比7-甲基鸟苷稳定性差得多,在37 ℃和pH 7.4下分解的半衰期为1.3小时。这种不稳定性可能有助于磷酰胺氮芥在分子水平上的作用。
Phosphoramide mustard, an active metabolite of cyclophosphamide, has been reacted separately with guanosine and deoxyguanosine in aqueous solution at pH 7.4. The major adduct which was formed in each case has been isolated by reverse-phase high-pressure liquid chromatography. The structure of the major adduct, as determined by a combination of ultraviolet and field desorption mass spectrometry, is that of phosphoramide mustard, one arm of which has reacted with guanosine or deoxyguanosine in position 7. These adducts are much less stable than was 7-methylguanosine, and they decompose with a half-life of 1.3 hr at 37 degrees and pH 7.4. This instability may contribute to the action of phosphoramide mustard at a molecular level.