A method for chemico-enzymatic synthesis of (2′-5′)-oligonucleotides with 6-N-benzylaminopurineriboside as the nucleoside units was proposed. The method consisted of enzymatic hydrolysis of the oligonucleotides with mixed (2′-5′)-(3′-5′)-phosphodiesterbonds that were prepared by polymerization of 6-N-benzyladenosine-2′(3′)-monophosphate by using (3′-5′)-specific nuclease and phosphatase contained in the filtrate of culture medium of the mycelial fungus Spicaria violacea.
Similar content being viewed by others
References
M. Kerr and R. E. Brown, Proc. Natl. Acad. Sci. USA, 75, 1, 256 (1978).
C. Baglioni, M. A. Minks, and P. A. Maroney, Nature (London), 273, 5664, 684 (1978).
M. R. Player and P. F. Torrence, Pharmacol. Ther., 78, No. 2, 55 (1998).
J.-Q. Han and D. J. Barton, RNA, 8, 4, 512 (2002).
D. K. Liu and G. F. Owens, Biochem. Biophys. Res. Commun. 145, 1, 291 (1987).
E. I. Kvasyuk, T. I. Kulak, A. I. Zinchenko, V. N. Barai, and I. A. Mikhailopulo, Bioorg. Khim., 22, 3, 208 (1996).
J. A. C. Castelli, B. A. Hassel, K. A. Wood, X.-L. Li, K. Amemiya, M. C. Dalakas, P. F. Torrence, and R. J. Youle, J. Exp. Med., 186, 6, 967 (1997).
Y. Xiang, Z. Wang, J. Murakami, S. Plummer, E. A. Klein, J. D. Carpten, J. M. Trent, W. B. Isaacs, G. Casey, and R. H. Silverman, Cancer Res., 63, 20, 6795 (2003).
E. I. Kvasyuk, T. I. Kulak, O. V. Tkachenko, S. L. Sentyureva, I. A. Mikhailopulo, R. J. Suhadolnik, E. E. Henderson, S. E. Horvath, M.-X. Guan, and W. Pfleiderer, Helv. Chim. Acta, 80, 4, 1053 (1997).
D. W. S. Mok and M. C. Mok, Annu. Rev. Plant Physiol. Plant Mol. Biol., 52, 89 (2001).
T. I. Kulak, O. V. Tkachenko, E. B. Rubinova, O. Yu. Yatsyno, T. A. Kukharskaya, L. A. Eroshevskaya, E. N. Kalinichenko, and A. I. Zinchenko, Khim. Prir. Soedin., 200 (2007).
T. Shimidzu, K. Yamana, N. Kanda, and S. Kitagawa, Bull. Chem. Soc. Jpn., 56, 11, 3483 (1983).
T. Shimidzu, K. Yamana, N. Kanda, and S. Maikuma, Nucl. Acids Res., 12, 7, 3257 (1984).
R. L. Letsinger and W. B. Lunsdorf, J. Am. Chem. Soc., 98, 12, 3655 (1976).
T. Ukita, N. A. Bates, and H. E. Carter, J. Biol. Chem., 216, 2, 867 (1955).
A. M. Michelson, J. Chem. Soc., 4, 1371 (1959).
M. Ya. Karpeiskii, O. K. Mamaeva, S. N. Mikhailov, N. Sh. Padyukova, and G. I. Yakovlev, Bioorg. Khim., 9, 4, 496 (1983).
A. I. Zinchenko, V. N. Barai, V. I. Lyakhovets, T. I. Kulak, E. I. Kvasyuk, and I. A. Mikhailopulo, Bioorg. Khim., 14, 10, 1401 (1988).
M. Yoshikawa, I. Kato, and T. Takenishi, Tetrahedron Lett., 50, 5065 (1967).
I. A. Severina, V. N. Barai, and A. I. Zinchenko, Izv. Nats. Akad. Nauk Belarusi, Ser. Biol. Nauk, 1, 51 (2002).
Author information
Authors and Affiliations
Corresponding author
Additional information
Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 64–68, January–February, 2009.
Rights and permissions
About this article
Cite this article
Kulak, T.I., Tkachenko, O.V., Grishan, O.Y. et al. Preparation of (2′-5′)-oligonucleotides based on 6-N-benzylaminopurineriboside using the Spicaria violacea fungal enzyme complex. Chem Nat Compd 45, 74–78 (2009). https://doi.org/10.1007/s10600-009-9249-6
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10600-009-9249-6