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Application Notes
Deoxy Inosine and Uridine Amidites and Supports:
Inosine is a purine analogue of guanosine which lacks the 2-amino group of the guanine base. As shown in Figure 1, Inosine can form both a base pair with cytidine with a standard Watson-Crick geometry and a base pair with Uridine in a wobble geometry (Figure 1). Inosine residues have do not have destabilizing effect on DNA duplexes regardless of the opposing base.1 Melting studies suggest the order of stability of base pairs of inosine with other bases is in the following order; I:C > I:A > I:T > I:G in deoxyribooligonucleotide duplexes.2
Figure 1: Schematic illustration of putative base pairing of Inosine with Cytosine and Uracil bases.
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References:
1. Ohtsuka, E.; Matsuki, S.; Ikehara, M.; Takahaski, Y.; Masubara, K. J. Biol. Chem. 1985 260, 2605-2608.
2. Martin, F. H. et. al Nucleic Acids Res. 1985, 13, 8927-8938; b) Kawase, Y. et. al Nucleic Acids Res. 1986, 14, 7727-7736; c) Kawase, Y. et. al. Chem. Pharm. Bull. 1989, 37, 599-601; d) Uesugi, S. et. al. J. Biol. Chem. 1987, 262, 6965-6968.
3. Candrian, U.; Furrer, B.; Hofelein, C.; Luthy, J Appli. And Env. Micro. Biol. 1991, 955-961.
4. Crick, F. H. C. J. Molec. Biol. 1966, 19, 548-555.
5. Ohtsuka, E.; Matsuki, S.; Ikehara, M. Takahashi, Y.; Matsubara, K. The Jour. Biol. Chem., 1985, 260, 2605.
6. Ohtsuka, E.; Matsuki, S.; Ikehara, M.; Takahashi, Y.; Matsubara, K. J. Biol. Chem. 1985, 260, 2605-2608; Takahashi, Y.; Kato, K.; Hayashizaki, Y.; Wakabayashi, T.; Ohtsuka, E.; Matsuki, S.; Ikehara, M.; Matsubara, K. Proc. Natl. Acad. Sci. U.S.A. 1985 82, 1931-1935.