DNA duplexes stabilized by modified monomer residues: synthesis and stability

Duncan Graham; John A. Parkinson; Tom Brown

doi:10.1039/a707031d

DNA duplexes stabilized by modified monomer residues: synthesis and stability

Duncan Graham, John A. Parkinson, Tom Brown

Pure And Applied Chemistry

Research output: Contribution to journal › Article › peer-review

72 Citations (Scopus)

Abstract

The synthesis of a series of 2'-deoxyuridine analogues modified at the 5-position and a series of 2'-deoxypurines modified at the 8-position is described. Ultraviolet melting studies have been used to assess the stability of DNA duplexes 12- and 8-residues in length that contain these modifications. Of those modified residues which have been incorporated into oligonucleotides, 5-(prop-1-ynyl)-2'-deoxyuridine is found to impart the greatest increase in stability on the DNA duplexes studied.

Original language	English
Pages (from-to)	1131-1138
Number of pages	7
Journal	Journal of the Chemical Society, Perkin Transactions 1
Volume	1998
Issue number	6
DOIs	https://doi.org/10.1039/a707031d
Publication status	Published - 21 Mar 1998

Keywords

substituted pyrimidine nucleosides
acid related-compounds
antiviral activity
oligonucleotides
oligodeoxynucleotides
2'-deoxyuridine
derivatives
agents
cells

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10.1039/a707031d

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title = "DNA duplexes stabilized by modified monomer residues: synthesis and stability",

abstract = "The synthesis of a series of 2'-deoxyuridine analogues modified at the 5-position and a series of 2'-deoxypurines modified at the 8-position is described. Ultraviolet melting studies have been used to assess the stability of DNA duplexes 12- and 8-residues in length that contain these modifications. Of those modified residues which have been incorporated into oligonucleotides, 5-(prop-1-ynyl)-2'-deoxyuridine is found to impart the greatest increase in stability on the DNA duplexes studied.",

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T1 - DNA duplexes stabilized by modified monomer residues: synthesis and stability

AU - Graham, Duncan

AU - Parkinson, John A.

AU - Brown, Tom

PY - 1998/3/21

Y1 - 1998/3/21

N2 - The synthesis of a series of 2'-deoxyuridine analogues modified at the 5-position and a series of 2'-deoxypurines modified at the 8-position is described. Ultraviolet melting studies have been used to assess the stability of DNA duplexes 12- and 8-residues in length that contain these modifications. Of those modified residues which have been incorporated into oligonucleotides, 5-(prop-1-ynyl)-2'-deoxyuridine is found to impart the greatest increase in stability on the DNA duplexes studied.

AB - The synthesis of a series of 2'-deoxyuridine analogues modified at the 5-position and a series of 2'-deoxypurines modified at the 8-position is described. Ultraviolet melting studies have been used to assess the stability of DNA duplexes 12- and 8-residues in length that contain these modifications. Of those modified residues which have been incorporated into oligonucleotides, 5-(prop-1-ynyl)-2'-deoxyuridine is found to impart the greatest increase in stability on the DNA duplexes studied.

KW - substituted pyrimidine nucleosides

KW - acid related-compounds

KW - antiviral activity

KW - oligonucleotides

KW - oligodeoxynucleotides

KW - 2'-deoxyuridine

KW - derivatives

KW - agents

KW - cells

UR - http://www.rsc.org/delivery/_ArticleLinking/DisplayArticleForFree.cfm?doi=a707031d&JournalCode=P1

UR - http://dx.doi.org/10.1039/a707031d

U2 - 10.1039/a707031d

DO - 10.1039/a707031d

M3 - Article

SN - 1472-7781

VL - 1998

SP - 1131

EP - 1138

JO - Journal of the Chemical Society, Perkin Transactions 1

JF - Journal of the Chemical Society, Perkin Transactions 1

IS - 6

ER -

DNA duplexes stabilized by modified monomer residues: synthesis and stability

Abstract

Keywords

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