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DOI: 10.1039/A804414G (Paper) Reference Section for: Chem. Commun., 1998, 2017-2018

Stabilisation of duplex DNA by 7-halogenated 8-aza-7-deazaguanines

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Frank Seela and Georg Becher

Abstract

Oligonucleotides containing 7-halogenated 8-aza-7-deaza-2′-deoxyguanosine (c7z8Gd) derivatives such as d(Br7c7z8 G-C)4 8 (Tm = 88 °C) and d(I7c7z8 G-C)4 9 (Tm = 84 °C) are significantly more stable than d(G-C)4 5 (Tm = 59 °C).

References

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  9. Selected data for 3a:δH([2H6]DMSO) 1.03 [d, J 6.7, (CH3)2], 2.25 [m, Hβ-C(2′)], 2.75 [m, Hα-C(2′)], 3.05 [m, H2-C(5′)], 3.70 (s, 2 CH3O), 3.95 [m, H-C(4′)], 4.44 [m, H-C(3′)], 5.30 [d, J 4.5, HO-C(3′)], 6.37 [t, J 6.5, H-C(1′)], 6.77–7.16 (2m, 13 arom. H), 11.86 (s, NH), 11.97 (s, NH). For 4a:δP(CDCl3) 148.4, 148.5. For 3b:δH([2H6]DMSO) 1.12 [d, J 6.7, (CH3)2], 2.25 [m, Hβ-C(2′)], 2.77 [m, Hα-C(2′)], 3.03 [m, H2-C(5′)], 3.70 (s, 2 CH3O), 3.92 [m, H-C(4′)], 4.44 [m, H- C(3′)], 5.29 [d, J 4.2, HO-C(3′)], 6.37 [t, J 5.5, H-C(1′)], 6.76–7.33 (2m, 13 arom. H), 11.83 (s, NH), 11.92 (s, NH). For 4b:δP(CDCl3) 148.4, 148.5 Search PubMed.
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