Polymer support oligonucleotide synthesis XVIII1.2): use of β-cyanoethyi-N,N-dialkylamino-/N-morpholino phosphoramidite of deoxynucleosides for the synthesis of DNA fragments simplifying deprotection and isolation of the final product

作者: N.D. Sinha , J. Biernat , J. McManus , H. Köster

DOI: 10.1093/NAR/12.11.4539

关键词: MoietyCombinatorial chemistryOligonucleotideAqueous solutionNucleotideDNA synthesisBiologyPhosphoramiditeBiochemistryMonomerOligonucleotide synthesis

摘要: Abstract Various 5'O-N-protected deoxynucleoside-3'-O-beta-cyanoethyl-N,N-dialkylamino-/N- morpholinophosphoramidites were prepared from beta-cyanoethyl monochlorophosphoramidites of N,N-dimethylamine, N,N-diisopropylamine and N-morpholine. These active deoxynucleoside phosphates have successfully been used for oligodeoxynucleotide synthesis on controlled pore glass as polymer support are very suitable automated DNA-synthesis due to their stability in solution. The intermediate dichloro-beta- cyanoethoxyphosphine can easily be free any PC1(3) contamination. monomers obtained monochloro N,N- diisopropylaminophosphoramidites favoured. Cleavage the oligonucleotide chain support, N-deacylation deprotection group phosphate triester moiety performed one step with concentrated aqueous ammonia. Mixed oligodeoxynucleotides characterized by sequencing method Maxam Gilbert.

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