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2'-modified nucleosides for site-specific labeling of oligonucleotidesWe report the synthesis of 2'-modified nucleosides designed specifically for incorporating labels into oligonucleotides. Conversion of these nucleosides to phosphoramidite and solid support-bound derivatives proceeds in good yield. Large-scale synthesis of 11-mer oligonucleotides possessing the 2'-modified nucleosides is achieved using these derivatives. Thermal denaturation studies indicate that the presence of 2'-modified nucleosides in 11-mer duplexes has minimal destabilizing effects on the duplex structure when the nucleosides are placed at the duplex termini. The powerful combination of phosphoramidite and support-bound derivatives of 2'-modified nucleosides affords the large-scale preparation of an entirely new class of oligonucleotides. The ability to synthesize oligonucleotides containing label attachment sites at 3', intervening, and 5' locations of a duplex is a significant advance in the development of oligonucleotide conjugates.
Document ID
20040088522
Acquisition Source
Legacy CDMS
Document Type
Reprint (Version printed in journal)
External Source(s)
Authors
Krider, Elizabeth S.
(Division of Biology and the Beckman Institute, California Institute of Technology Pasadena, California 91125, United States)
Miller, Jeremiah E.
Meade, Thomas J.
Date Acquired
August 21, 2013
Publication Date
January 1, 2002
Publication Information
Publication: Bioconjugate chemistry
Volume: 13
Issue: 1
ISSN: 1043-1802
Subject Category
Life Sciences (General)
Distribution Limits
Public
Copyright
Other
Keywords
Non-NASA Center
NASA Discipline Environmental Health

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