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Published online 8 March 2004

Nucleic Acids Research, 2004, Vol. 32, No. 5 1638-1646
© 2004 Oxford University Press

Selenium derivatization and crystallization of DNA and RNA oligonucleotides for X-ray crystallography using multiple anomalous dispersion

Nicolas Carrasco, Yuri Buzin, Elizabeth Tyson, Elizer Halpert and Zhen Huang*

Department of Chemistry, Brooklyn College, and Program of Biochemistry and Chemistry, The Graduate School, The City University of New York, 2900 Bedford Avenue, Brooklyn, NY 11210, USA

*To whom correspondence should be addressed. Tel: +1 718 951 5746; Fax: +1 718 951 4607; Email: zhuang{at}brooklyn.cuny.edu

We report here the solid phase synthesis of RNA and DNA oligonucleotides containing the 2'-selenium functionality for X-ray crystallography using multiwavelength anomalous dispersion. We have synthesized the novel 2'-methylseleno cytidine phosphoramidite and improved the accessibility of the 2'-methylseleno uridine phosphoramidite for the synthesis of many selenium-derivatized DNAs and RNAs in large scales. The yields of coupling these Se-nucleoside phosphoramidites into DNA or RNA oligonucleotides were over 99% when 5-(benzylmercapto)-1H-tetrazole was used as the coupling reagent. The UV melting study of A-form dsDNAs indicated that the 2'-selenium derivatization had no effect on the stability of the duplexes with the 3'-endo sugar pucker. Thus, the stems of functional RNA molecules with the same 3'-endo sugar pucker appear to be the ideal sites for the selenium derivatization with 2'-Se-C and 2'-Se-U. Crystallization of the selenium-derivatized oligonucleotides is also reported here. The results demonstrate that this 2'-selenium functionality is suitable for RNA and A-form DNA derivatization in X-ray crystallography.


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J. Jiang, J. Sheng, N. Carrasco, and Z. Huang
Selenium derivatization of nucleic acids for crystallography
Nucleic Acids Res., January 28, 2007; 35(2): 477 - 485.
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