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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

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Sinha, N.D., Biernat, J., McManus, J., Köster, H.·1984·Nucleic Acids Research

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 and are very suitable for automated DNA-synthesis due to their stability in solution. The intermediate dichloro-beta- cyanoethoxyphosphine can easily be prepared free from any PC1(3) contamination. The active monomers obtained from beta-cyanoethyl monochloro N,N- diisopropylaminophosphoramidites are favoured. Cleavage of the oligonucleotide chain from the polymer support, N-deacylation and deprotection of beta-cyanoethyl group from the phosphate triester moiety can be performed in one step with concentrated aqueous ammonia. Mixed oligodeoxynucleotides are characterized by the sequencing method of Maxam and Gilbert.

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Metadata

Authors
Sinha, N. D., Biernat, J., McManus, J., & Köster, H.
Venue
Nucleic Acids Research
Published
1984
Volume
12
Issue
11
Pages
4539-4557
ISSN
  • 0305-1048 (ISSN-L)
  • 1362-4962
OpenAlex
W1984286262
Cited by
849
References
4
FWCI
12.63
Type
journal article
Language
en
Open access
green

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CoChat. (2026). Citation check: 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. https://app.cochat.ai/papers/10.1093/nar/12.11.4539
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Sinha, N. D., Biernat, J., McManus, J., & Köster, H. (1984). 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. Nucleic Acids Research. https://doi.org/10.1093/nar/12.11.4539

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