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

doi:10.1016/S0040-4039(00)00461-5

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 journal › Article › peer-review

27 Scopus citations

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 language	English (US)
Pages (from-to)	3555-3558
Number of pages	4
Journal	Tetrahedron Letters
Volume	41
Issue number	19
DOIs	https://doi.org/10.1016/S0040-4039(00)00461-5
State	Published - May 6 2000
Externally published	Yes

Keywords

Nucleic acids
Nucleosides
Polycyclic aromatic compounds
Purines

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/S0040-4039(00)00461-5

Cite this

@article{e70d24df763a49598c0219c22786c0a1,

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

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.",

keywords = "Nucleic acids, Nucleosides, Polycyclic aromatic compounds, Purines",

author = "Cooper, \{Monica D.\} and Hodge, \{Richard P.\} and Tamura, \{Pamela J.\} and Wilkinson, \{Amanda S.\} and Harris, \{Constance M.\} and Harris, \{Thomas M.\}",

note = "Funding Information: We wish to acknowledge the generous financial support from the National Institute for Environmental Health Sciences (ES05355 and ES00267).",

year = "2000",

month = may,

day = "6",

doi = "10.1016/S0040-4039(00)00461-5",

language = "English (US)",

volume = "41",

pages = "3555--3558",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd",

number = "19",

}

TY - JOUR

T1 - Synthesis of oligonucleotides containing bulky adducts at guanine N2 via the phosphoramidite of O2-triflate-O6-NPE 2'-deoxyxanthosine

AU - Cooper, Monica D.

AU - Hodge, Richard P.

AU - Tamura, Pamela J.

AU - Wilkinson, Amanda S.

AU - Harris, Constance M.

AU - Harris, Thomas M.

N1 - Funding Information: We wish to acknowledge the generous financial support from the National Institute for Environmental Health Sciences (ES05355 and ES00267).

PY - 2000/5/6

Y1 - 2000/5/6

N2 - 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.

AB - 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.

KW - Nucleic acids

KW - Nucleosides

KW - Polycyclic aromatic compounds

KW - Purines

UR - https://www.scopus.com/pages/publications/0034611937

UR - https://www.scopus.com/pages/publications/0034611937#tab=citedBy

U2 - 10.1016/S0040-4039(00)00461-5

DO - 10.1016/S0040-4039(00)00461-5

M3 - Article

AN - SCOPUS:0034611937

SN - 0040-4039

VL - 41

SP - 3555

EP - 3558

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 19

ER -