468D: Crystal Structure And Improved Antisense Properties Of 2'-o-(2- Methoxyethyl)-rna

2'-O-(2-Methoxyethyl)-RNA (MOE-RNA) is a nucleic acid analog with promising features for antisense applications. Compared with phosphorothioate DNA (PS-DNA), the MOE modification offers improved nuclease resistance, enhanced RNA affinity, improved cellular uptake and intestinal absorption, reduced toxicity and immune stimulation. The crystal structure of a fully modified MOE-RNA dodecamer duplex (CGCGAAUUCGCG) was determined at 1.7 A resolution. In the majority of the MOE substituents, the torsion angle around the ethylene alkyl chain assumes a gauche conformation. The conformational preorganization of the MOE groups is consistent with the improved RNA affinity and the extensive hydration of the substituents could play a role in the improved cellular uptake of MOE-RNA. A specific hydration pattern that bridges substituent and phosphate oxygen atoms in the minor groove of MOE-RNA may explain its high nuclease resistance.
PDB ID: 468DDownload
MMDB ID: 54679
PDB Deposition Date: 1999/4/29
Updated in MMDB: 2011/11
Experimental Method:
x-ray diffraction
Resolution: 1.8  Å
Biological Unit for 468D: dimeric; determined by author
Molecular Components in 468D
Label Count Molecule
Nucleotide(1 molecule)
RNA (5'-r(*(c43)p*(g48)p*(c43)p*(g48)p*(a44)p*(a44)p*(u36) P*(u36)p*(c43)p*(g48)p*(c43)p*(g48))-3')
Molecule annotation
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