The 5,6-Double Bond of Pyrimidine Nucleosides, a Fragile Site in Nucleic Acids

Our studies have revealed reagents that can attack the 5,6-double bond of pyrimidine nucleosides; potassium permanganate and bisulfite. This review is a personal account of these studies, with a discussion on the vulnerable nature of this particular double bond to external nucleophiles and oxidizing...

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Bibliographic Details
Published in:Journal of biochemistry (Tokyo) 1996-03, Vol.119 (3), p.391-395
Main Author: Hayatsu, H
Format: Article
Language:English
Subjects:
bisulfite
Chromosome Fragile Sites
Chromosome Fragility
Cytidine - analogs & derivatives
ermanganate
Hydrazines
Manganese Compounds
Mutagens
Naminocytidine
Nucleic Acid Conformation
Oxides
Pyrimidine Nucleosides - chemistry
pyrimidine nucleotides
Sulfites
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Summary:Our studies have revealed reagents that can attack the 5,6-double bond of pyrimidine nucleosides; potassium permanganate and bisulfite. This review is a personal account of these studies, with a discussion on the vulnerable nature of this particular double bond to external nucleophiles and oxidizing agents. The finding that N(4)aminocytidine, produced on treatment of cytidine with bisulfite and hydrazine, is a strong mutagen is also described.
ISSN:0021-924X
DOI:10.1093/oxfordjournals.jbchem.a021253