Synthesis of oligonucleotides containing bulky adducts at guanine N2 via the phosphoramidite of O2-triflate-O6-NPE 2'-deoxyxanthosine

Monica D. Cooper, Richard P. Hodge, Pamela J. Tamura, Amanda S. Wilkinson, Constance M. Harris, Thomas M. Harris

Research output: Contribution to journalArticle

21 Citations (Scopus)

Abstract

Oligodeoxynucleotides bearing bulky adducts at guanine N2 have been prepared by a postoligomerization strategy in which oligonucleotides containing a highly reactive O2-trifluoromethanesulfonyl-O6-(p- nitrophenethyl) 2'-deoxyxanthosine residue were reacted with (±)-10β-amino- 7,8,9,10-tetrahydro-benzo [a]pyrene-7β,8α,9α-triol and related compounds. (C) 2000 Elsevier Science Ltd.

Original languageEnglish (US)
Pages (from-to)3555-3558
Number of pages4
JournalTetrahedron Letters
Volume41
Issue number19
DOIs
StatePublished - May 6 2000
Externally publishedYes

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Bearings (structural)
Oligodeoxyribonucleotides
Benzo(a)pyrene
Guanine
Oligonucleotides
phosphoramidite
2'-deoxyxanthosine

Keywords

  • Nucleic acids
  • Nucleosides
  • Polycyclic aromatic compounds
  • Purines

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Synthesis of oligonucleotides containing bulky adducts at guanine N2 via the phosphoramidite of O2-triflate-O6-NPE 2'-deoxyxanthosine. / Cooper, Monica D.; Hodge, Richard P.; Tamura, Pamela J.; Wilkinson, Amanda S.; Harris, Constance M.; Harris, Thomas M.

In: Tetrahedron Letters, Vol. 41, No. 19, 06.05.2000, p. 3555-3558.

Research output: Contribution to journalArticle

Cooper, Monica D. ; Hodge, Richard P. ; Tamura, Pamela J. ; Wilkinson, Amanda S. ; Harris, Constance M. ; Harris, Thomas M. / Synthesis of oligonucleotides containing bulky adducts at guanine N2 via the phosphoramidite of O2-triflate-O6-NPE 2'-deoxyxanthosine. In: Tetrahedron Letters. 2000 ; Vol. 41, No. 19. pp. 3555-3558.
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