Quantum chemical studies of pepticle nucleic acid monomers and role of cyclohexyl modification on backbone flexibility

International Journal of Quantum Chemistry

Volumn 109, Issue 4, 2009, Pages 890-896

  Sharma, Smriti ^a   Sonavane, Uddhavesh B ^a   Joshi, Rajendra R ^a  

^a CENTRE FOR DEVELOPMENT OF ADVANCED COMPUTING   (India)

Author keywords

(1R,2S) and (1S,2R) cyclohexyl modification; MOPAC; MP2; PCILO; Peptide nucleic acid

Indexed keywords

AMINES; BIOCHEMISTRY; BIOMOLECULES; CHEMICAL MODIFICATION; CONFORMATIONS; ISOMERS; MONOMERS; RNA;

(1R,2S) AND (1S,2R) CYCLOHEXYL MODIFICATION; MOPAC; MP2; PCILO; PEPTIDE NUCLEIC ACID;

NUCLEIC ACIDS;

EID: 62449192644     PISSN: 00207608     EISSN: 1097461X     Source Type: Journal    
DOI: 10.1002/qua.21863     Document Type: Article

References (25)

1. Crooke, S. T. Antisense Drug Technology: Principles, Strategies and Applications; Marcel Dekker: New York, 2001.
2. Kurreck, J. Eur J Biochem 2003, 270, 1628.
3. Fiset, P. O.; Gounni, A. S. Rev Biol Biotechnol 2001, 1, 27.
4. Zamecnik, P. C; Stephenson, M. L. Proc Natl Acad Sci USA 1978, 75, 280.
5. Nielsen, P. E. Peptide Nucleic Adds: Protocols and Applications, 2nd ed.; Horizon Bioscience: England, 2004.
6. Kumar, V. A. Eur J Org chem 2002, 13, 2021.
7. Ray, A.; Norden, B. FASEB J 2004, 14, 1041.
8. Nielsen P. E.; Haaima, G. Chem Soc Rev 1997, 73.
9. Kumar, V. A.; Ganesh, K. N. Ace Chem Res 2005, 38, 404.
10. Govindraju, T.; Ganesh, K. N. Org Lett 2003, 5, 3013.
11. Dimitar, J.; Dragana, C; Vesna, K.; Jasminka, M. Arch Oncol 2000, 8, 11.
12. Pellestor, R; Paulasova, P. Int J Moi Med 2004, 13, 521.
13. Larsen H. J.; Bentin T.; Nielsen P. E. Biochim Biophys Acta 1999, 1489, 159.
14. D'Costa, M.; Kumar, V. A.; Ganesh, K. N. Org Lett 2001, 3, 1281.
15. Kumar, V. A.; Pallan P. S.; Meena; Ganesh, K. N. Org Lett 2001, 3, 1269.
16. Govindraju, T.; Madhuri, V.; Kumar, V. A.; Ganesh, K.N. J Org Chem 2006, 71, 14.
17. Topharn, C. M.; Smith, J. C. Biophy J 2007, 92, 769.
18. Ganesh, K. N.; Neilsen, P. E. Curr Org Chem 2000, 4, 931.
19. Brown, S. C; Thomson, S. A.; Veal J. M.; Davis D. G. Science 1994, 265, 777.
20. Malrieu, J. P. In Semiempirical Methods of Electronic Structure Calculations, Part A: Techniques; Segal, G. A., Ed.; Plenum: New York, 1977; p 69.
21. Pullman, B.; Pullman, A. Adv Protein Chem 1974, 16, 347.
22. Pullman, B.; Saran, A. Prog Nucleic Acid Res Moi Biol 1976, 18, 216.
23. Dewar, M. J. S.; Thiel, W. J Am Chem Soc 1977, 99, 4899.
24. Stewart, J. J. P. J Comput Chem 1991, 1, 320.
25. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Montgomery, J. A., Jr; Vreven, T.; Kudin, K. N.; Burant, J. C; Millam, J. M.; lyengar, S. S.; Tomasi, J.; Barone, V.; Mennucci, B.; Cossi, M.; Scalmani, G.; Rega, N; Petersson, G. A.; Nakatsuji, H.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Naka-jima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Klene, M.; Li, X.; Knox, J. E.; Hratchian, H. P.; Cross, J. B.; Bakken, V.; Adamo, C; Jaramillo, J.; Gomperts, R.; Stratmann, R. E.; Yazyev, O.; Austin, A. J.; Cammi, R.; Pomelli, C; Ochterski, I. W.; Ayala, P. Y.; Morokuma, K.; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Zakrzewski, V. G.; Dapprich, S.; Daniels, A. D.; Strain, M. C; Farkas, O.; Malick, D. K.; Rabuck, A. D.; Raghava-chari, K.; Foresman, I. B.; Ortiz, J. V.; Cui, Q.; Baboul, A. G.; Clifford, S.; Cioslowski, J.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, 1.; Martin, R. L.; Fox, D. J.; Keith, T.; ALLaham, M. A.; Peng, C. Y.; Nanayakkara, A.; Challa-combe, M.; Gill, P. M. W.; Johnson, B.; Chen, W.; Wong, M. W.; Gonzalez, C; Pople, J. A. Gaussian 03, Revision C. 02; Gaussian, Inc.: Wallingford, CT, 2004.