The G-C DNA base hybrid: Synthesis, self-organization and structural analysis

Journal of Organic Chemistry

Volumn 64, Issue 23, 1999, Pages 8479-8484

  Mascal, Mark ^a   Hext, Nicholas M ^a   Warmuth, Ralf ^a   Arnall Culliford, James R ^a   Moore, Madeleine H ^b   Turkenburg, Johan P ^b  

^a UNIVERSITY OF NOTTINGHAM   (United Kingdom)

^b UNIVERSITY OF YORK   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

CYTOSINE DERIVATIVE; DNA BASE; GUANINE DERIVATIVE;

ARTICLE; CRYSTAL STRUCTURE; HYDROGEN BOND; MOLECULAR INTERACTION; REACTION ANALYSIS; SYNTHESIS;

EID: 0033550171     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo990719t     Document Type: Article

References (14)

1. Preliminary report plus background discussion: Mascal, M.; Hext, N. M.; Warmuth, R.; Moore, M. H.; Turkenburg, J. P. Angew. Chem., Int. Ed. Engl. 1996, 35, 2204.
2. The melamine barbiturate system of Whitesides et al. uses centrosymmetric H-bonding codes, which gives rise to polymeric assemblies as well as rosettes: (a) Zerkowski, J. A.; Whitesides, G. M. J. Am. Chem. Soc. 1994, 116, 4298. (b) Zerkowski, J. A.; Mathias, J. P.; Whitesides, G. M. J. Am. Chem. Soc. 1994, 116, 4305. (c) Mathias, J. P.; Simanek, E. E.; Zerkowski, J. A.; Seto, C. T.; Whitesides, G. M. J. Am. Chem. Soc. 1994, 116, 4316.
3. The melamine barbiturate system of Whitesides et al. uses centrosymmetric H-bonding codes, which gives rise to polymeric assemblies as well as rosettes: (a) Zerkowski, J. A.; Whitesides, G. M. J. Am. Chem. Soc. 1994, 116, 4298. (b) Zerkowski, J. A.; Mathias, J. P.; Whitesides, G. M. J. Am. Chem. Soc. 1994, 116, 4305. (c) Mathias, J. P.; Simanek, E. E.; Zerkowski, J. A.; Seto, C. T.; Whitesides, G. M. J. Am. Chem. Soc. 1994, 116, 4316.
4. The melamine barbiturate system of Whitesides et al. uses centrosymmetric H-bonding codes, which gives rise to polymeric assemblies as well as rosettes: (a) Zerkowski, J. A.; Whitesides, G. M. J. Am. Chem. Soc. 1994, 116, 4298. (b) Zerkowski, J. A.; Mathias, J. P.; Whitesides, G. M. J. Am. Chem. Soc. 1994, 116, 4305. (c) Mathias, J. P.; Simanek, E. E.; Zerkowski, J. A.; Seto, C. T.; Whitesides, G. M. J. Am. Chem. Soc. 1994, 116, 4316.
5. Pranata, J.; Wierschke, S. G.; Jorgensen, W. L. J. Am. Chem. Soc. 1991, 113, 2810.
6. Marsh, A.; Silvestri, M.; Lehn, J.-M. Chem. Commun. 1996, 1527.
7. Kolotuchin, S. K.; Zimmerman, S. C. J. Am. Chem. Soc. 1998, 120, 9092.
8. Carboni, R. A.; Coffman, D. D.; Howard, E. G. J. Am. Chem. Soc. 1958, 80, 2838.
9. Shutske, G. M.; Kapples, K. J. J. Heterocycl. Chem. 1989, 26, 1293.
10. Mittelbach, M. Monatsh. Chem. 1985, 116, 689.
11. Junek, H.; Uray, G.; Kotzent, A. Monatsh. Chem. 1983, 114, 973.
12. (a) Simonov, Y. A.; Malinovskii, S. T.; Bologa, O. A.; Zavodnik, V. E.; Andrianov, V. I.; Shibanova, T. A. Kristallografiya 1983, 28, 682.
13. (b) Lebuis, A.-M.; Young, J. M. C.; Beauchamp, A. Can. J. Chem. 1993, 71, 2070.
14. Junek, H.; Uray, G.; Kotzent, A.; Kastner, G. Monatsh. Chem. 1985, 116, 1199.