Summary information and primary citation

PDB-id
470d; DSSR-derived features in text and JSON formats
Class
RNA
Method
X-ray (1.95 Å)
Summary
Crystal structure and improved antisense properties of 2'-o-(2-methoxyethyl)-RNA
Reference
Teplova M, Minasov G, Tereshko V, Inamati GB, Cook PD, Manoharan M, Egli M (1999): "Crystal structure and improved antisense properties of 2'-O-(2-methoxyethyl)-RNA." Nat.Struct.Biol., 6, 535-539. doi: 10.1038/9304.
Abstract
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.

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