Incorporation by chemical synthesis and characterization of deoxyribosylformylamine into DNA

2-deoxyribosylformylamine is a major oxidative DNA damage type which occurs upon the action of ionizing radiation on DNA. The protected 2-deoxyribosylformylamine phosphoramidite was synthesized and used in conjunction with previously reported alkali labile base protected phosphoramidites ('PAC...

Full description

Saved in:
Bibliographic Details
Published in:Nucleic acids research 1991-11, Vol.19 (21), p.5815-5820
Main Authors: GUY, A, DUPLAA, A.-M, ULRICH, J, TEOULE, R
Format: Article
Language:English
Subjects:
Analytical, structural and metabolic biochemistry
Base Sequence
Biological and medical sciences
Deoxyribose - analogs & derivatives
Deoxyribose - chemical synthesis
Deoxyribose - metabolism
DNA Damage
DNA Replication - genetics
Dna, deoxyribonucleoproteins
DNA-Directed DNA Polymerase - metabolism
Fundamental and applied biological sciences. Psychology
Guanine - metabolism
Mass Spectrometry
Molecular Sequence Data
Nucleic acids
Oligodeoxyribonucleotides - chemical synthesis
Oligodeoxyribonucleotides - metabolism
Organophosphorus Compounds - chemical synthesis
Organophosphorus Compounds - metabolism
Taq Polymerase
Citations: Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:2-deoxyribosylformylamine is a major oxidative DNA damage type which occurs upon the action of ionizing radiation on DNA. The protected 2-deoxyribosylformylamine phosphoramidite was synthesized and used in conjunction with previously reported alkali labile base protected phosphoramidites ('PAC phosphoramidites') for the preparation of oligodeoxyribonucleotides containing this lesion. Final deprotection of the oligonucleotides was performed under mild alkaline conditions to preserve the integrity of the fragile defect. The presence of formylamino deoxyribosyl residue was confirmed by FAB mass spectrometry sequencing. Oligonucleotides bearing deoxyribosyl formylamine were used as templates for studying in vitro replication. They direct the insertion of guanine or induce a deletion opposite the lesion.
ISSN:0305-1048
1362-4962
DOI:10.1093/nar/19.21.5815