Nucleoside derived amino acids (NDA) in foldamer chemistry: synthesis and conformational studies of homooligomers of modified AZT

Tetrahedron Letters

Volumn 49, Issue 18, 2008, Pages 2969-2973

  Chandrasekhar, S ^a   Pavan Kumar Reddy, G ^a   Udaya Kiran, M ^a   Nagesh, Ch ^a   Jagadeesh, B ^a  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

AZT; Helical turn; NMR; Oligonucleoside; Trans amino acid

Indexed keywords

AMINO ACID; NUCLEOSIDE; ZIDOVUDINE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SYNTHESIS;

EID: 41349089281     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2008.03.001     Document Type: Article

References (30)

1. Goodman C.M., Choi S., Shandler S., and DeGrado W.F. Nature Chem. Biol. 3 (2007) 252 and references cited therein
2. Seebach D., Beck A.K., and Bierbaum D. J. Chem. Biodiversity 1 (2004) 1111 and references cited therein
3. Roy R.S., Karle I.L., Raghothama S., and Balaram P. Proc. Natl. Acad. Sci. U.S.A. 101 (2004) 16478
4. Gellman S.H. Acc. Chem. Res. 31 (1998) 173
5. Cheng R.P., Gellman S.H., and DeGrado W.F. Chem. Rev. 101 (2001) 3219
6. Chandrasekhar S., Reddy M.S., Jagadeesh B., Prabhakar A., Ramana Rao M.H.V., and Jagannadh B. J. Am. Chem. Soc. 126 (2004) 13586
7. Chandrasekhar S., Reddy M.S., Babu B.N., Jagadeesh B., Prabhakar A., and Jagannadh B. J. Am. Chem. Soc. 127 (2005) 9664
8. Jagadeesh B., Prabhakar A., Sarma G.D., Chandrasekhar S., Chandrasekhar G., Reddy M.S., and Jagannadh B. Chem. Commun. (2007) 371
9. Gruner S.A.W., Truffault V., Georg V., Locardi E., Stockle M., and Kessler H. Chem. Eur. J. 8 (2002) 4365
10. Chakraborty T.K., Roy S., Kumar S.K., and Kunwar A.C. Tetrahedron Lett. 46 (2005) 3065
11. Sharma G.V.M., Reddy K.R., Krishna P.R., Sankar A.R., Jayaprakash P., Jagannnadh B., and Kunwar A.C. Angew. Chem., Int. Ed. 43 (2004) 3961
12. Norden B., Wittung-Stafshede P., Ellouze C., Hye-Kyung K., Mortensen K., and Takahashi M. J. Biol. Chem. 273 (1998) 15682
13. Petrovykh D.Y., Dieste V.P., Opdahl A., Suda H.K., Sullivan J.M., Tarlov M.J., Himpsel F.J., and Whitman L.J. J. Am. Chem. Soc. 128 (2006) 2
14. Chakraborty T.K., Koley D., Prabhakar S., Ravi R., and Kunwar A.C. Tetrahedron 61 (2005) 9506
15. Appella D.H., Christianson L.A., Klein D.A., Richards M.R., Powell D.R., and Gellman S.H. J. Am. Chem. Soc. 121 (1999) 7574
16. Wang X., Espinosa J.F., and Gellman S.H. J. Am. Chem. Soc. 122 (2000) 4821
17. Woll M.G., Fisk J.D., LePlae P.R., and Gellman S.H. J. Am. Chem. Soc. 124 (2002) 12447
18. LePlae P.R., Fisk J.D., Porte E.A., Weisblum B., and Gellman S.H. J. Am. Chem. Soc. 124 (2002) 6820
19. Appella D.H., Christianson L.A., Klein D.A., Powell D.R., Huang X., Barchi Jr. J.J., and Gellman S.H. Nature 387 (1997) 381
20. Epp J.B., and Widlanski T.S. J. Org. Chem. 64 (1999) 293
21. Nozaki S., and Muramatsu I. Bull. Chem. Soc. Jpn. 55 (1982) 2165
22. +.
23. +.
24. Anderson N.H., Neidigh J.W., Harris S.M., Lee G.M., Liu Z., and Tong H. J. Am. Chem. Soc. 119 (1997) 8547
25. Applequist J., Bode K.A., Appella D.H., Christianson L.A., and Gellman S.H. J. Am. Chem. Soc. 120 (1998) 4891
26. Banarjee A., and Balaram P. Curr. Sci. India 73 (1997) 106
27. Sounier R., Blanchard L., Wu Z., and Boisbouvier J. J. Am. Chem. Soc. 129 (2007) 472
28. Neuhaus D., and Williamson M.P. The Nuclear Overhauser Effect in Structural and Conformational Analysis (1989), VCH Publishers, Inc.
29. Hetenyi A., Mandity I.M., Martinek T.A., Toth G.K., and Fulop F. J. Am. Chem. Soc. 127 (2005) 547
30. Threlfall R., Davies A., Howarth N.M., Fisher J., and Cosstick R. Chem. Commun. (2008) 585