Application of 2-cyanoethyl N,N,N′,N′-tetraisopropylphosphorodiamidite forin situpreparation of deoxyribonucleoside phosphoramidites and their use in polymer-supported synthesis of oligodeoxyribonucleotides
- 1 January 1986
- journal article
- Published by Oxford University Press (OUP) in Nucleic Acids Research
- Vol. 14 (18) , 7391-7403
- https://doi.org/10.1093/nar/14.18.7391
Abstract
Deoxyribonucleoside phosphoramidites are prepared in situ from 5'-O,N-protected deoxyribonucleosides and 2-cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite with tetrazole as catalyst, and the solutions applied directly on an automatic solid-phase DNA synthesizer. Using LCAA-CPG support and a cycle time of 12.5 min, oligonucleotides of 16-25 bases are obtained with a DMT-efficiency per cycle of 98.0-99.3%. The crude and fully deblocked products are of a purity comparable to that obtained using purified phosphoramidites. In case of d(G)16 the product was difficult to analyse and a better product was not obtained using doubly protected (O-6 diphenylcarbamoyl) guanine.Keywords
This publication has 9 references indexed in Scilit:
- Gene Synthesis Machines: DNA Chemistry and Its UsesScience, 1985
- Base modification and cloning efficiency of oligodeoxyribonucleotides synthesized by the phosphoramidite method: methyl versus cyanoethyl phosphorus protection.1985
- Modification of guanine bases by nucleoside phosphoramidite reagents during the solid phase synthesis of oligonucleotidesNucleic Acids Research, 1985
- Analytical studies of ‘mixed sequence’ oligodeoxyribonucleotides synthesized by competitive coupling of either methyl- or β-cyanoethyl-N,N-diisopropylamino phosphoramidite reagents, including 2′-deoxyinosineNucleic Acids Research, 1985
- Methylation of thymine residues during oligonucleotide synthesisNucleic Acids Research, 1985
- Polymer support oligonucleotide synthesis XVIII1.2): use ofβ-cyanoethyi-N,N-dialkylamino-/N-morpholino phosphoramidite of deoxynucleosides for the synthesis of DNA fragments simplifying deprotection and isolation of the final productNucleic Acids Research, 1984
- SYNTHESIS AND USE OF SYNTHETIC OLIGONUCLEOTIDESAnnual Review of Biochemistry, 1984
- In situactivation of bis-dialkylaminophosphines—a new method for synthesizing deoxyoligonucleotides on polymer supportsNucleic Acids Research, 1984
- Improvements in the phosphoramidite procedure for the synthesis of oligodeoxyribonucleotidesNucleic Acids Research, 1983