Synthesis and hybridization property of sugar and phosphate linkage modified oligonucleotides.
1-[3-Deoxy-5-O-(4,4'-dimethoxytriphenylmethyl)-3-C-hydroxymethyl-2 -O-(2-methoxyethoxymethyl)-beta-D-erythro-pentofuranosyl]thymine (13) was synthesized from 1,2-isopropylidene-D-xylose (1) as a building block of modified oligonucleotides. Three types of novel oligonucleotides were synthesized from 13 and their T(m)s were compared with those of the corresponding natural oligonucleotides. It was found that our synthesized oligomers had lower affinity to DNA and RNA than the natural oligomers.
Jeong
L S
LS
Laboratory of Medicinal Chemistry, College of Pharmacy, Ewha Womans University, Seoul, Korea. lakjeong@mm.ewha.ac.kr
Lee
J H
JH
Jung
K E
KE
Moon
H R
HR
Kim
K
K
Lim
H
H
D001483:Base Sequence; D004247:DNA / Q000737:chemistry / Q000378:metabolism; D017403:In Situ Hybridization; D009841:Oligonucleotides / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D010710:Phosphates / Q000737:chemistry; D012313:RNA / Q000737:chemistry / Q000378:metabolism; D014994:Xylose / Q000737:chemistry
D009841:Oligonucleotides; D010710:Phosphates; D012313:RNA; D004247:DNA; D014994:Xylose