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Application of 2-cyanoethyl n,n,n′,n′-tetraisopropylphosphorodiamidite for in situ preparation of deoxyribonucleoside phosphoramidites and their use in polymer-supported synthesis of oligodeoxyribonucleotides

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  • Nielsen, John
  • Michael Taagaard
  • John E. Marugg
  • Jacques H. van Boom
  • Otto Dahl

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 (0-6 diphenylcarbamoyl) guanine.

OriginalsprogEngelsk
TidsskriftNucleic Acids Research
Vol/bind14
Udgave nummer18
Sider (fra-til)7391-7403
Antal sider13
ISSN0305-1048
DOI
StatusUdgivet - 11 sep. 1986

ID: 131115721