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Photochemical (8→8) coupling of purine nucleosides to guanosine

Published:1 February 1978 DOI: 10.1038/271783a0 PMID: 625354
S. N. BOSE, R. J. H. DAVIES, D. W. ANDERSON, J. C. VAN NIEKERK, L. R. NASSIMBENI, R. D. MACFARLANE

Abstract

IN comparison with the pyrimidine bases of nucleic acids, the purines are relatively inert to photochemical alteration. No photoproducts derived specifically from adenine or guanine have been isolated from ultraviolet-irradiated DNA or RNA. However, purine bases and nucleosides can be substituted at C8 by free radical species generated photochemically from simple alcohols, amines, and ethers, and these reactions may be relevant to the radiation-induced cross-linking of proteins, and other biological molecules, to nucleic acids1. We report here that guanosine is substituted in a similar manner by the free radicals produced on photolysis of 8-bromopurine nucleosides to give compounds in which two purine nucleoside moieties are coupled together through their respective C8 positions.

Substances (5)

Related products
Procduct Name CAS Molecular Formula Supplier Price
Adenine 73-24-5 C5H5N5 1026 suppliers $6.00-$2730.00
Guanine 73-40-5 C5H5N5O 835 suppliers $5.00-$755.00
Guanosine 118-00-3 C10H13N5O5 745 suppliers $5.00-$1367.00
Purine 120-73-0 C5H4N4 166 suppliers $9.00-$2178.00
8-Bromopurine 27610-62-4 C5H3BrN4 10 suppliers Inquiry

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