Synthesis of the G-C DNA base hybrid with a functional tail

Journal of Organic Chemistry

Volumn 71, Issue 21, 2006, Pages 8146-8150

  Mascal, Mark ^a   Farmer, Steven C ^a   Arnall Culliford, James R ^b  

^a UNIVERSITY OF CALIFORNIA   (United States)

^b UNIVERSITY OF NOTTINGHAM   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

CYTOSINE; GUANINE;

BIODIVERSITY; HYDROGEN BONDS; SYNTHESIS (CHEMICAL);

DNA;

CYTOSINE; DNA BASE; GUANINE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL STRUCTURE; CRYSTALLIZATION; CYCLIZATION; DERIVATIZATION; HYDROGEN BOND; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; STRUCTURE ANALYSIS; SYNTHESIS;

CYTOSINE; GUANINE;

EID: 33750033614     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo061304s     Document Type: Article

References (24)

1. (a) Mascal, M.; Hext, N. M.; Warmuth, R.; Moore, M. H.; Turkenburg, J. P. Angew. Chem., Int. Ed. Engl. 1996, 35, 2204.
2. (b) Mascal, M.; Hext, N. M.; Warmuth, R.; Arnall-Culliford, J. R.; Moore, M. H.; Turkenburg, J. P. J. Org. Chem. 1999, 64, 8479.
3. For examples of assemblies based on the melamine-cyanurate lattice, see: (a) Mathias, J. P.; Simanek, E. E.; Whitesides, G. M. J. Am. Chem. Soc. 1994, 116, 4326.
4. (b) Crego-Calama, M.; Reinhoudt, D. N.; Ten Cate, M. G. J. Top. Curr. Chem. 2005, 249, 285 and references therein.
5. Randa, H. S.; Forrest, L. R.; Voth, G. A.; Sansom, M. S. P. Biophys. J. 1999, 77, 2400 and references therein.
6. Kolodziej, S. J.; Hudmon, A.; Waxham, M. N.; Stoops, J. K. J. Biol. Chem. 2000, 275, 14354.
7. Kessel, M.; Wu, W.; Gottesman, S.; Kocsis, E.; Steven, A. C.; Maurizi, M. R. FEBS Lett. 1996, 398, 274.
8. Gogol, E. P.; Seifried, S. E.; von Hippel, P. H. J. Mol. Biol. 1991, 221, 1127.
9. Chen, C.; Sheng, S.; Shao, Z.; Guo, P. J. Biol. Chem. 2000, 275, 17510.
10. Mongin, O.; Schuwey, A.; Vallot, M.-A.; Gossauer, A. Tetrahedron Lett. 1999, 40, 8347.
11. Christensen, C.; Bryce, J. R.; Batsanov, A. S.; Becher, J. Chem. Commun. 2000, 331.
12. Chandrasekhar, V.; Nagendran, S.; Bansal, S.; Kozee, M. A.; Powell, D. R. Angew. Chem., Int. Ed. 2000, 39, 1833.
13. Cloutet, E.; Fillaut, J.-L.; Astruc, D.; Gnanou, Y. Macromolecules 1999, 32, 1043.
14. Zimmerman, S. C.; Zeng, F. W.; Reichert, D. E. C.; Kolotuchin, S. V. Science 1996, 271, 1095.
15. Drain, C. M.; Russell, K. C.; Lehn, J.-M. Chem. Commun. 1996, 337.
16. Russell, K. C.; Leize, E.; Van Dorsselaer, A.; Lehn, J.-M. Angew. Chem., Int. Ed. Engl. 1995, 34, 209.
17. Moralez, J. G.; Raez, J.; Yamazaki, T.; Motkuri, R. K.; Kovalenko, A.; Fenniri, H. J. Am. Chem. Soc. 2005, 127, 8307 and references therein.
18. Marsh, A.; Silvestri, M.; Lehn, J.-M. Chem. Commun. 1996, 1527.
19. Kolotuchin, S. V.; Zimmerman, S. C. J. Am. Chem. Soc. 1998, 120, 9092.
20. For a good example of open, noncovalent hexagonal networks and a discussion of the crystal engineering of such assemblies, see: Sharma, C. V. K.; Clearfield, A. J. Am. Chem. Soc. 2000, 122, 4394 and references therein.
21. Grossmann, B.; Heinze, J.; Herdtweck, E.; Kohler, F. H.; Noth, H.; Schwenk, H.; Spiegler, M.; Wachter, W.; Weber, B. Angew. Chem., Int. Ed. Engl. 1997, 36, 387.
22. Jutzi, P.; Batz, C.; Neumann, B.; Stammler, H.-G. Angew. Chem., Int. Ed. Engl. 1996, 35, 2118.
23. Fillaut, J. L.; Linares, J.; Astruc, D. Angew. Chem., Int. Ed. Engl. 1994, 33, 2460.
24. Daniel, M.-C.; Ruiz, J.; Astruc, D. J. Am. Chem. Soc. 2003, 125, 1150.