Synthesis and biophysical studies of N2'-functionalized 2'-amino-alpha-L-LNA.
A synthetic route towards a selected set of N-acylated and N-alkylated derivatives of 2'-amino-alpha-L-LNA phosphoramidite building blocks has been developed. Biophysical studies suggest that the 2-oxo-5-azabicyclo[2.2.1]heptane skeleton of 2'-amino-alpha-L-LNA allows precise positioning of intercalators in the core of nucleic acid duplexes.
Kumar
T Santhosh
TS
Nucleic Acid Center, Department of Physics and Chemistry, University of Southern Denmark, 5230 Odense M, Denmark. skt@chem.sdu.dk
Madsen
Andreas S
AS
Wengel
Jesper
J
Hrdlicka
Patrick J
PJ
D055592:Biophysical Phenomena; D001703:Biophysics; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000737:chemistry*; D009943:Organophosphorus Compounds / Q000737:chemistry*; D013938:Thymidine Monophosphate / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry
C522825:2'-N-(pyren-1-yl)acetyl-2'-amino-alpha-L-LNA; C527072:2-oxo-5-azabicyclo(2.2.1)heptane; D019086:Bridged Bicyclo Compounds, Heterocyclic; D009943:Organophosphorus Compounds; C434331:phosphoramidite; D013938:Thymidine Monophosphate