1,2,3-Triazole as a peptide surrogate in the rapid synthesis of HIV-1 protease inhibitors

ChemBioChem

Volumn 6, Issue 7, 2005, Pages 1167-1169

  Brik, Ashraf ^a   Alexandratos, Jerry ^b   Lin, Ying Chuan ^a   Elder, John H ^a   Olson, Arthur J ^a   Wlodawer, Alexander ^b   Goodsell, David S ^a   Wong, Chi Huey ^a  

^a SCRIPPS RESEARCH INSTITUTE   (United States)

^b NATIONAL CANCER INSTITUTE   (United States)

Author keywords

Click chemistry; Inhibitors; Peptidomimetics; Triazole

Indexed keywords

1,2,3 TRIAZOLE DERIVATIVE; AB 2; AB 3; PROTEINASE INHIBITOR; UNCLASSIFIED DRUG;

ARTICLE; DRUG BINDING; DRUG PROTEIN BINDING; DRUG SYNTHESIS; PRIORITY JOURNAL; PROTEIN BINDING; PROTEINASE INHIBITION;

ANTIVIRAL AGENTS; HIV PROTEASE INHIBITORS; HIV-1; HYDROGEN BONDING; MODELS, MOLECULAR; STRUCTURE-ACTIVITY RELATIONSHIP; TRIAZOLES;

HUMAN IMMUNODEFICIENCY VIRUS 1;

EID: 22144498399     PISSN: 14394227     EISSN: None     Source Type: Journal    
DOI: 10.1002/cbic.200500101     Document Type: Article

References (14)

1. For reviews on the subject, see: a) A. F. Spatola, Chemistry and Biochemistry of Amino Acids, Peptides, and Proteins, Marcel Dekker, New York, 1983, 267-357;
2. b) J.-M. Ahn, N. A. Boyle, M. T. MacDonald, K. D. Janda, Mini-Rev. Med. Chem. 2002, 2, 463-473.
3. V. V. Rostovtsev, L. G. Green, V. V. Fokin, K. B. Sharpless, Angew. Chem. 2002, 114, 2708-2711;
4. Angew. Chem. Int. Ed. 2002, 41, 2596-2599;
5. C. W. Tornøe, C. Christensen, M. Meldal, J. Org. Chem. 2002, 67, 3057-3064.
6. A. Brik, J. Muldoon, Y.-C. Lin, J. H. Elder, D. S. Goodsell, A. J. Olson, V. V. Fokin, K. B. Sharpless, C.-H. Wong, ChemBioChem 2003, 4, 1246.
7. G. M. Morris, D. S. Goodsell, R. S. Halliday, R. Huey, W. E. Hart, R. K. Belew, A. J. Olson, J. Comput. Chem. 1998, 19, 1639-1662.
8. E. E. Kim, C. T. Baker, M. D. Dwyer, M. A. Murcko, B. G. Rao, R. D. Tung, M. A. Navia, J. Am. Chem. Soc. 1995, 117, 1181.
9. Z. Otwinowski, W. Minor, Methods Enzymol. 1997, 276, 307-326.
10. M. Li, G. M. Morris, T. Lee, G. S. Laco, C. H. Wong, A. J. Olson, J. H. Elder, A. Wlodawer, A. Gustchina, Proteins 2000, 38, 29-40.
11. G. M. Sheldrick, SHELXS97 and SHELXL97. 1997, University of Göttingen, Germany. http://shelx.uni-ac.gwdg.de/SHELX/index.html
12. T. A. Jones, M. Kjeldgaard, Methods Enzymol. 1997, 277, 173-208.
13. Y. Bourne, H. C. Kolb, Z. Radić, K. B. Sharpless, P. Taylor, P. Marchot, Proc. Natl. Acad. Sci. USA 2004, 101, 1449-1454.
14. W. S. Home, M. K. Yadav, C. D. Stout, M. R. Ghadiri, J. Am. Chem. Soc. 2004, 126, 15366-15367.