2‘-O-[2-(Amino)-2-oxoethyl] Oligonucleotides

Oligonucleotides with novel modifications, 2‘-O-[2-(amino)-2-oxoethyl] (2‘-O-NAc), 2‘-O-[2-(methylamino)-2-oxoethyl] (2‘-O-NMAc), 2‘-O-[2-(dimethylamino)-2-oxoethyl] (2‘-O-DMAc), and 2‘-O-[2-[[2-(dimethylamino)ethyl]amino]-2-oxoethyl] (2‘-O-DMAEAc), have been synthesized. These modified oligonucleot...

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Bibliographic Details
Published inOrganic letters Vol. 5; no. 4; pp. 403 - 406
Main Authors Prakash, Thazha P, Kawasaki, Andrew M, Lesnik, Elena A, Owens, Stephen R, Manoharan, Muthiah
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 20.02.2003
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Drug Stability
Oligonucleotides, Antisense - chemical synthesis
Oligonucleotides, Antisense - chemistry
Oligonucleotides, Antisense - metabolism
Phosphodiesterase I
Phosphoric Diester Hydrolases - metabolism
Physical Sciences
RNA, Complementary - metabolism
Science & Technology
Structure-Activity Relationship
RIBONUCLEOTIDES
HYBRIDIZATION
ANTISENSE
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Summary:Oligonucleotides with novel modifications, 2‘-O-[2-(amino)-2-oxoethyl] (2‘-O-NAc), 2‘-O-[2-(methylamino)-2-oxoethyl] (2‘-O-NMAc), 2‘-O-[2-(dimethylamino)-2-oxoethyl] (2‘-O-DMAc), and 2‘-O-[2-[[2-(dimethylamino)ethyl]amino]-2-oxoethyl] (2‘-O-DMAEAc), have been synthesized. These modified oligonucleotides exhibit high binding affinity to complementary RNA (and not to DNA) and considerably enhance the nuclease stability of oligonucleotides with t 1/2 > 24 h.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1523-7060
1523-7052
DOI:10.1021/ol027131k