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Hydroxyl-Functionalized DNA: An Efficient Orthogonal Protecting Strategy and Duplex Stability
- Source :
- Nucleosides, Nucleotides and Nucleic Acids. 28:924-942
- Publication Year :
- 2009
- Publisher :
- Informa UK Limited, 2009.
-
Abstract
- Tert-butyldiphenylsilyl (TBDPS) was found to be an effective orthogonal protecting strategy for the 5-substituted hydroxyl groups of de novo synthesized deoxyuridine analogues 1-3 and 7-(3-hydroxypropynyl)- of 8-aza-7-deazadeoxyadenosine 4 for their incorporation into oligodeoxynucleotides by phosphoramidite chemistry. It could be completely cleaved under normal and ultra-mild deprotection conditions applied to DNA synthesis, without extra cleaving operation. The new phosphoramidites were coupled as usual with high yields. The new modified oligodeoxynucleotides were characterized by MALDI-TOF and enzymatic cleavage analysis. The thermal stability and conformation of these hydroxyl-functionalized DNA duplexes were evaluated.
- Subjects :
- Phosphoramidite
DNA synthesis
Chemistry
Temperature
DNA
General Medicine
Nucleic Acid Denaturation
Cleavage (embryo)
Biochemistry
Combinatorial chemistry
Deoxyuridine
chemistry.chemical_compound
Duplex (building)
Hydroxides
Genetics
Nucleic Acid Conformation
Molecular Medicine
Organic chemistry
Surface modification
Organosilicon Compounds
Thermal stability
Subjects
Details
- ISSN :
- 15322335 and 15257770
- Volume :
- 28
- Database :
- OpenAIRE
- Journal :
- Nucleosides, Nucleotides and Nucleic Acids
- Accession number :
- edsair.doi.dedup.....26e4804cf77b12a25e98822655a3c24f