Photochemical (8→8) coupling of purine nucleosides to guanosine
作者： S. N. BOSE , R. J. H. DAVIES , D. W. ANDERSON , J. C. VAN NIEKERK , L. R. NASSIMBENI
DOI: 10.1038/271783A0
关键词: Purine metabolism 、 Purine 、 Guanine 、 Chemistry 、 Guanosine 、 DNA 、 Nucleoside 、 Photochemistry 、 Pyrimidine 、 Nucleic acid
摘要: IN comparison with the pyrimidine bases of nucleic acids, purines are relatively inert to photochemical alteration. No photoproducts derived specifically from adenine or guanine have been isolated ultraviolet-irradiated DNA RNA. However, purine and nucleosides can be substituted at C8 by free radical species generated photochemically simple alcohols, amines, ethers, these reactions may relevant radiation-induced cross-linking proteins, other biological molecules, acids1. We report here that guanosine is in a similar manner radicals produced on photolysis 8-bromopurine give compounds which two nucleoside moieties coupled together through their respective positions.
harvard.edu
nature.com
sci-hub.se 参考文章(6)
S.S. Tavale, Henry M. Sobell, Crystal and molecular structure of 8-bromoguanosine and 8-bromoadenosine, two purine nucleosides in the syn conformation. Journal of Molecular Biology. ,vol. 48, pp. 109- 123 ,(1970) , 10.1016/0022-2836(70)90222-6
C. Altona, M. Sundaralingam, Conformational analysis of the sugar ring in nucleosides and nucleotides. New description using the concept of pseudorotation Journal of the American Chemical Society. ,vol. 94, pp. 8205- 8212 ,(1972) , 10.1021/JA00778A043
R. Macfarlane, D. Torgerson, Californium-252 plasma desorption mass spectroscopy Science. ,vol. 191, pp. 920- 925 ,(1976) , 10.1126/SCIENCE.1251202
Wolfram Saenger, Structure and function of nucleosides and nucleotides. Angewandte Chemie. ,vol. 12, pp. 591- 601 ,(1973) , 10.1002/ANIE.197305911
SAMARENDRA N. BOSE, R. JEREMY H. DAVIES, A Novel Purine Nucleoside Photoproduct Biochemical Society Transactions. ,vol. 5, pp. 282- 283 ,(1977) , 10.1042/BST0050282
Dov Elad, Photoproducts of Purines Photochemistry and Photobiology of Nucleic Acids. pp. 357- 380 ,(1976) , 10.1016/B978-0-12-734601-4.50013-6