Pan P, Bayley H
Worcester Foundation for Biomedical Research, Shrewsbury, MA 01545, USA.
FEBS Lett. 1997 Mar 17;405(1):81-5. doi: 10.1016/s0014-5793(97)00165-8.
Photoreleasable molecules are important in studies of various biological phenomena, especially cell signaling. Here we report a generally applicable approach for 'caging' unprotected cysteine-containing or thiophosphorylated peptides in aqueous solution with 2-nitrobenzyl bromides. Photolysis of the caged peptides was achieved with near UV light with product quantum efficiencies of 0.064-0.62 under conditions that produced no damage to attendant biological macromolecules. Yields of uncaged peptides were 55-70%. Selective reaction of the side-chain of thiophosphoryl serine with 2-nitrobenzyl bromide in the presence of a cysteinyl residue was also demonstrated, establishing a means for functional caging of various signal transduction proteins without prior modification or mutagenesis.
光可释放分子在各种生物学现象的研究中很重要，尤其是在细胞信号传导方面。在此，我们报告了一种通用方法，可使用2-硝基苄基溴在水溶液中对未受保护的含半胱氨酸或硫代磷酸化的肽进行“笼蔽”。在不损害伴随生物大分子的条件下，用近紫外光实现笼蔽肽的光解，产物量子产率为0.064 - 0.62。去笼蔽肽的产率为55 - 70%。还证明了在半胱氨酸残基存在下，硫代磷酸丝氨酸侧链与2-硝基苄基溴的选择性反应，建立了一种无需预先修饰或诱变即可对各种信号转导蛋白进行功能性笼蔽的方法。
