Sheng Jia, Jiang Jiansheng, Salon Jozef, Huang Zhen
Department of Chemistry, Georgia State University, Atlanta, Georgia 30303, USA.
Org Lett. 2007 Mar 1;9(5):749-52. doi: 10.1021/ol062937w. Epub 2007 Jan 31.
[reaction: see text] To investigate nucleic acids with selenium derivatization for crystallography, we report the first synthesis of 2'-methylseleno-thymidine phosphoramidite and its incorporation into DNAs and RNAs by solid-phase synthesis with over 99% coupling yield. The d(GT(Se)GTACAC)2 crystal structure was also determined at 1.40 A resolution using Se phasing, revealing that this Se derivatization did not cause significant structure perturbation, consistent with our UV melting study. In addition, we observed that the Se modification largely facilitated the crystallization.
[反应:见正文] 为了研究用于晶体学的含硒衍生化核酸,我们报道了2'-甲基硒代胸苷亚磷酰胺的首次合成,并通过固相合成将其掺入DNA和RNA中,偶联产率超过99%。还使用硒相位法在1.40 Å分辨率下测定了d(GT(Se)GTACAC)2的晶体结构,结果表明这种硒衍生化不会引起明显的结构扰动,这与我们的紫外熔解研究一致。此外,我们观察到硒修饰极大地促进了结晶。