3IFI

2'-SeMe-dG modified octamer DNA

Summary for 3IFI

• Entry DOI: 10.2210/pdb3ifi/pdb
• Related: 1DNS 3IFF
• Descriptor: DNA (5'-D(*GP*TP*(XUG)P*TP*AP*CP*AP*C)-3') (2 entities in total)
• Functional Keywords: selenium, nucleic acid, guanosine, dna
• Total number of polymer chains: 1
• Total formula weight: 2519.60

Authors

Sheng, J.,Gan, J.,Salon, J.,Huang, Z. (deposition date: 2009-07-24, release date: 2009-08-11, Last modification date: 2023-09-06)

Primary citation

Salon, J.,Sheng, J.,Gan, J.,Huang, Z.
Synthesis and crystal structure of 2'-se-modified guanosine containing DNA.
J.Org.Chem., 75:637-641, 2010

PubMed Abstract: Selenium modification of nucleic acids is of great importance in X-ray crystal structure determination and functional study of nucleic acids. Herein, we describe a convenient synthesis of a new building block, the 2'-SeMe-modified guanosine (G(Se)) phosphoramidite, and report the first incorporation of the 2'-Se-G moiety into DNA. The X-ray crystal structure of the 2'-Se-modified octamer DNA (5'-GTG(Se)TACAC-3') was determined at a resolution of 1.20 A. We also found that the 2'-Se modification points to the minor groove and that the modified and native structures are virtually identical. Furthermore, we observed that the 2'-Se-G modification can significantly facilitate the crystal growth with respect to the corresponding native DNA.

PubMed: 20047333
DOI: 10.1021/jo902190c

Experimental method

X-RAY DIFFRACTION (1.2 Å)