Novel strategies towards construction of non-ionic and achiral backbones in antisense oligonucleotides.
A convenient synthesis of a thymidine (T) nucleoside dimer (T-3'-CH2-O-NCH3-CH2-4'-T) 12 has been accomplished via a nucleoside coupling reaction. An alternative synthesis of 3'-deoxy-3'-C-hydroxymethyl-thymidine is described. The new dimer and methodology is useful for the development of backbone-modified antisense oligonucleosides.
Sanghvi
Y S
YS
Isis Pharmaceuticals, Carlsbad, CA 92008.
Vasseur
J J
JJ
Debart
F
F
Cook
P D
PD
D016376:Oligonucleotides, Antisense / Q000138:chemical synthesis*; D010084:Oxidation-Reduction; D013057:Spectrum Analysis; D013329:Structure-Activity Relationship; D013936:Thymidine / Q000031:analogs & derivatives
D016376:Oligonucleotides, Antisense; D013936:Thymidine