硫醇将膝沟藻毒素还原转化为石房蛤毒素过程中硫醚中间体的鉴定。
Identification of thioether intermediates in the reductive transformation of gonyautoxins into saxitoxins by thiols.
作者信息
Sato S, Sakai R, Kodama M
机构信息
School of Fisheries Sciences, Kitasato University, Iwate, Japan.
出版信息
Bioorg Med Chem Lett. 2000 Aug 21;10(16):1787-9. doi: 10.1016/s0960-894x(00)00332-2.
Abstract
O-Sulfate group of gonyautoxin I and IV is transformed into methylene to form neosaxitoxin by thiols such as glutathione, a common cellular scavenger, in mild conditions. We isolated the intermediate of this conversion and propose that this reaction proceeds through formation of thiohemiketal, 1,2 shift to form stable thioether intermediate, and then redox exchange at sulfur atom to form the final product.
摘要
在温和条件下，石房蛤毒素I和IV的O-硫酸基团会被诸如谷胱甘肽（一种常见的细胞清除剂）等硫醇转化为亚甲基，从而形成新石房蛤毒素。我们分离出了这种转化的中间体，并提出该反应是通过硫代半缩酮的形成、1,2迁移以形成稳定的硫醚中间体，然后在硫原子处进行氧化还原交换以形成最终产物来进行的。
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