Tamura T, Oikawa T, Ohtaka A, Fujii N, Esaki N, Soda K
Institute for Chemical Research, Kyoto University, Japan.
Anal Biochem. 1993 Jan;208(1):151-4. doi: 10.1006/abio.1993.1021.
We synthesized the selenium analog of glutathione disulfide by a liquid phase method and named it glutaselenone (i.e., gamma-L-glutamyl-L-selenocysteinylglycine) diselenide. The selenol of selenocysteine was protected by the p-methoxybenzyl group, which was removed by acidolysis with trifluoroacetic acid in the presence of thioanisol. The overall yield of the final product, glutaselenone diselenide, was about 9% based on the starting compound, Se-(p-methoxybenzyl)-L-selenocysteine. Glutaselenone diselenide showed a broad absorption band between 270 and 400 nm and circular dichroism bands around 270 nm (positive) and 330 nm (negative), which were attributable to diselenide bond.
我们通过液相法合成了谷胱甘肽二硫化物的硒类似物，并将其命名为谷硒醚（即γ-L-谷氨酰-L-硒代半胱氨酰甘氨酸）二硒化物。硒代半胱氨酸的硒醇被对甲氧基苄基保护，在硫代苯甲醚存在下用三氟乙酸进行酸解将其除去。基于起始化合物硒-（对甲氧基苄基）-L-硒代半胱氨酸，最终产物谷硒醚二硒化物的总产率约为9%。谷硒醚二硒化物在270至400nm之间显示出宽吸收带，在270nm左右（正）和330nm左右（负）显示出圆二色性带，这归因于二硒键。
