Two carbocyclic locked nucleic acid analogues give structural information about the role of hydration in A-type duplexes.
Two locked nucleic acid (LNA) analogues with three-carbon 2'-4' linkages, saturated or unsaturated, are synthesized using a ring-closing metathesis based strategy. Strongly stabilized duplexes with complementary RNA and slightly destabilized duplexes with complementary DNA are observed. CD-spectroscopy indicates a less pronounced shift toward A-type duplexes compared to LNA. These results combining a strong N-type conformation with the absence of a 2'-oxygen demonstrate a stronger importance of minor groove hydration in an intermediate duplex type than in an A-type duplex.
Albaek
Nanna
N
Nucleic Acid Center, Department of Chemistry and Physics, University of Southern Denmark, DK-5230 Odense M, Denmark.
Petersen
Michael
M
Nielsen
Poul
P
D002942:Circular Dichroism; D018076:DNA, Complementary / Q000737:chemistry*; D009690:Nucleic Acid Conformation; D009711:Nucleotides / Q000737:chemistry*; D018075:RNA, Complementary / Q000737:chemistry*; D012266:Ribose / Q000031:analogs & derivatives* / Q000737:chemistry
C434798:2'-O-4'-C-methylene-ribofuranosyl nucleotide; D018076:DNA, Complementary; C527155:ENA nucleotide; D009711:Nucleotides; D018075:RNA, Complementary; D012266:Ribose