Synthesis and properties of triplex-forming oligonucleotides containing 2'-O-(2-methoxyethyl)-5-(3-aminoprop-1-ynyl)-uridine.
2'-O-(2-Methoxyethyl)-5-(3-aminoprop-1-ynyl)-uridine phosphoramidite (MEPU) has been synthesized from d-ribose and 5-iodouracil and incorporated into triplex-forming oligonucleotides (TFOs) by automated solid-phase oligonucleotide synthesis. The TFOs gave very high triplex stability with their target duplexes as measured by ultraviolet/fluorescence melting and DNase I footprinting. The incorporation of MEPU into TFOs renders them resistant to degradation by serum nucleases.
Lou
Chenguang
C
School of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, UK.
Xiao
Qiang
Q
Brennan
Lavinia
L
Light
Mark E
ME
Vergara-Irigaray
Nuria
N
Atkinson
Elizabeth M
EM
Holden-Dye
Lindy M
LM
Fox
Keith R
KR
Brown
Tom
T
D018983:DNA Footprinting; D006801:Humans; D009690:Nucleic Acid Conformation; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis / Q000737:chemistry*; D013329:Structure-Activity Relationship; D014529:Uridine / Q000031:analogs & derivatives* / Q000737:chemistry*
D009838:Oligodeoxyribonucleotides; D014529:Uridine