Oligonucleotide duplexes containing 2′-amino-2′-deoxycytidines: thermal stability and chemical reactivity

Thermal stabilities of oligonucleotides containing 2′-amino-2′-deoxycytidines were determined and compared to those of the unmodified oligonucleotides. The presence of the 2′-aminonucleoside destabilised duplexes in a RNA as well as a DNA context at pH 7 as well as at pH 5. The pK, of the 2′-amino g...

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Bibliographic Details
Published in:Nucleic acids research 1994-01, Vol.22 (1), p.20-24
Main Authors: Aurup, Helle, Tuschl, Thomas, Benseler, Fritz, Ludwig, Janos, Eckstein, Fritz
Format: Article
Language:English
Subjects:
Amines
Base Sequence
Biological and medical sciences
Biotechnology
Deoxycytidine - analogs & derivatives
Deoxycytosine Nucleotides - chemistry
Fundamental and applied biological sciences. Psychology
Genetic engineering
Genetic technics
Hydrogen-Ion Concentration
Magnetic Resonance Spectroscopy
Methods. Procedures. Technologies
Molecular Sequence Data
Nucleic Acid Denaturation
Oligodeoxyribonucleotides - chemistry
Structure-Activity Relationship
Synthetic digonucleotides and genes. Sequencing
Temperature
Thermodynamics
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Summary:Thermal stabilities of oligonucleotides containing 2′-amino-2′-deoxycytidines were determined and compared to those of the unmodified oligonucleotides. The presence of the 2′-aminonucleoside destabilised duplexes in a RNA as well as a DNA context at pH 7 as well as at pH 5. The pK, of the 2′-amino group was determined by 13C-NMR spectroscopy to be 6.2. The reactivity of an oligonucleotide containing a 2′-amino-nucleoside was exploited for the incorporation of rhodamine by its isothiocyanate derivative.
ISSN:0305-1048
1362-4962
DOI:10.1093/nar/22.1.20