1NZG

Crystal structure of A-DNA decamer GCGTA(3ME)ACGC, with a modified 5-methyluridine

Summary for 1NZG

• Entry DOI: 10.2210/pdb1nzg/pdb
• Descriptor: 5'-D(*GP*CP*GP*TP*AP*(3ME)P*AP*CP*GP*C)-3' (2 entities in total)
• Functional Keywords: a-dna, 2'-modified oligonucleotides, dna
• Total number of polymer chains: 2
• Total formula weight: 6352.36

Authors

Prhavc, M.,Prakash, T.P.,Minasov, G.,Egli, M.,Manoharan, M. (deposition date: 2003-02-17, release date: 2003-08-26, Last modification date: 2024-02-14)

Primary citation

Prhavc, M.,Prakash, T.P.,Minasov, G.,Cook, P.D.,Egli, M.,Manoharan, M.
2'-O-[2-[2-(N,N-dimethylamino)ethoxy]ethyl] modified oligonucleotides: symbiosis of charge interaction factors and stereoelectronic effects
Org.Lett., 5:2017-2020, 2003

PubMed Abstract: [structure: see text] Oligonucleotides with a novel, 2'-O-[2-[2-(N,N-dimethylamino)ethoxy]ethyl] (2'-O-DMAEOE) modification have been synthesized. This modification, a cationic analogue of the 2'-O-(2-methoxyethyl) (2'-O-MOE) modification, exhibits high binding affinity to target RNA (but not to DNA) and exceptional resistance to nuclease degradation. Analysis of the crystal structure of a self-complementary oligonucleotide containing a single 2'-O-DMAEOE modification explains the importance of charge factors and gauche effects on the observed antisense properties. 2'-O-DMAEOE modified oligonucleotides are ideal candidates for antisense drugs.

PubMed: 12790517
DOI: 10.1021/ol0340991

Experimental method

X-RAY DIFFRACTION (1.6 Å)