Synthesis and anti-HIV activity of trivalent CD4-mimetic miniproteins

Bioorganic and Medicinal Chemistry

Volumn 15, Issue 12, 2007, Pages 4220-4228

  Li, Hengguang ^a   Guan, Yongjun ^a   Szczepanska, Agnieszka ^b   Moreno Vargas, Antonio J ^b   Carmona, Ana T ^b   Robina, Inmaculada ^b   Lewis, George K ^a   Wang, Lai Xi ^a  

^a UNIVERSITY OF MARYLAND   (United States)

^b UNIVERSITY OF SEVILLE   (Spain)

Author keywords

Anti HIV activity; CD4 binding sites; CD4 mimetics; Entry inhibitor; Envelope glycoprotein gp120; HIV; Miniprotein; Multivalent inhibitor

Indexed keywords

ANTIINFECTIVE AGENT; GLYCOPROTEIN GP 120; MALEIMIDE DERIVATIVE; PROTEIN DERIVATIVE;

ANTIVIRAL ACTIVITY; ARTICLE; BINDING SITE; CELL LINE; COMPLEX FORMATION; DRUG ACTIVITY; DRUG SYNTHESIS; LIGATION; PROTEIN BINDING; PROTEIN INTERACTION; VIRUS;

ANTI-HIV AGENTS; ANTIGENS, CD4; CELL LINE; HUMANS; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR MIMICRY; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION;

HUMAN IMMUNODEFICIENCY VIRUS 1;

EID: 34247578011     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2007.03.064     Document Type: Article

References (29)

1. Chan D.C., and Kim P.S. Cell 93 (1998) 681-684
2. Kwong P.D., Wyatt R., Robinson J., Sweet R.W., Sodroski J., and Hendrickson W.A. Nature 393 (1998) 648-659
3. Wyatt R., Kwong P.D., Desjardins E., Sweet R.W., Robinson J., Hendrickson W.A., and Sodroski J.G. Nature 393 (1998) 705-711
4. Smith D.H., Byrn R.A., Marsters S.A., Gregory T., Groopman J.E., and Capon D.J. Science 238 (1987) 1704-1707
5. Traunecker A., Luke W., and Karjalainen K. Nature 331 (1988) 84-86
6. Deen K.C., McDougal J.S., Inacker R., Folena-Wasserman G., Arthos J., Rosenberg J., Maddon P.J., Axel R., and Sweet R.W. Nature 331 (1988) 82-84
7. Burton D.R., Pyati J., Koduri R., Sharp S.J., Thornton G.B., Parren P.W., Sawyer L.S., Hendry R.M., Dunlop N., Nara P.L., Lamacchia M., Garratty E., Stiehm E.R., Bryson Y.T., Moore J.P., Ho D.D., and Barbas C.F. Science 266 (1994) 1024-1027
8. Saphire E.O., Parren P.W., Pantophlet R., Zwick M.B., Morris G.M., Rudd P.M., Dwek R.A., Stanfield R.L., Burton D.R., and Wilson I.A. Science 293 (2001) 1155-1159
9. Martin L., Barthe P., Combes O., Roumestand C., and Vita C. Tetrahedron 56 (2000) 9451-9460
10. Vita C., Drakopoulou E., Vizzavona J., Rochette S., Martin L., Menez A., Roumestand C., Yang Y.S., Ylisastigui L., Benjouad A., and Gluckman J.C. Proc. Natl. Acad. Sci. U.S.A. 96 (1999) 13091-13096
11. Martin L., Stricher F., Misse D., Sironi F., Pugniere M., Barthe P., Prado-Gotor R., Freulon I., Magne X., Roumestand C., Menez A., Lusso P., Veas F., and Vita C. Nat. Biotechnol. 21 (2003) 71-76
12. Lin P.F., Blair W., Wang T., Spicer T., Guo Q., Zhou N., Gong Y.F., Wang H.G., Rose R., Yamanaka G., Robinson B., Li C.B., Fridell R., Deminie C., Demers G., Yang Z., Zadjura L., Meanwell N., and Colonno R. Proc. Natl. Acad. Sci. U.S.A. 100 (2003) 11013-11018
13. Si Z., Madani N., Cox J.M., Chruma J.J., Klein J.C., Schon A., Phan N., Wang L., Biorn A.C., Cocklin S., Chaiken I., Freire E., Smith III A.B., and Sodroski J.G. Proc. Natl. Acad. Sci. U.S.A. 101 (2004) 5036-5041
14. Wang J., Le N., Heredia A., Song H., Redfield R., and Wang L.X. Org. Biomol. Chem. 3 (2005) 1781-1786
15. Sanders R.W., Vesanen M., Schuelke N., Master A., Schiffner L., Kalyanaraman R., Paluch M., Berkhout B., Maddon P.J., Olson W.C., Lu M., and Moore J.P. J. Virol. 76 (2002) 8875-8889
16. Schulke N., Vesanen M.S., Sanders R.W., Zhu P., Lu M., Anselma D.J., Villa A.R., Parren P.W., Binley J.M., Roux K.H., Maddon P.J., Moore J.P., and Olson W.C. J. Virol. 76 (2002) 7760-7776
17. Salzwedel K., and Berger E.A. Proc. Natl. Acad. Sci. U. S. A. 97 (2000) 12794-12799
18. Kwong P.D., Wyatt R., Sattentau Q.J., Sodroski J., and Hendrickson W.A. J. Virol. 74 (2000) 1961-1972
19. Staropoli I., Chanel C., Girard M., and Altmeyer R. J. Biol. Chem. 275 (2000) 35137-35145
20. Zhu P., Chertova E., Bess Jr. J., Lifson J.D., Arthur L.O., Liu J., Taylor K.A., and Roux K.H. Proc. Natl. Acad. Sci. U.S.A. 100 (2003) 15812-15817
21. Mammen M., Choi S.K., and Whitesides G.M. Angew. Chem. Int. Ed. 37 (1998) 2754-2794
22. Kitov P.I., Shimizu H., Homans S.W., and Bundle D.R. J. Am. Chem. Soc. 125 (2003) 3284-3294
23. Dekker F.J., de Mol N.J., van Ameijde J., Fischer M.J., Ruijtenbeek R., Redegeld F.A., and Liskamp R.M. ChemBiochem. 3 (2002) 238-242
24. Kitov P.I., Sadowska J.M., Mulvey G., Armstrong G.D., Ling H., Pannu N.S., Read R.J., and Bundle D.R. Nature 403 (2000) 669-672
25. Fan E., Zhang Z., Minke W.E., Hou Z., Verlinde C.L.M.J., and Hol W.G.J. J. Am. Chem. Soc. 122 (2000) 2663-2664
26. Kiessling L.L., Gestwicki J.E., and Strong L.E. Curr. Opin. Chem. Biol. 4 (2000) 603-696
27. Li H., Song H., Heredia A., Le N., Redfield R., Lewis G.K., and Wang L.X. Bioconjugate Chem. 15 (2004) 783-789
28. Jefferson E.A., Locardi E., and Goodman M. J. Am. Chem. Soc. 129 (1998) 7420-7428 and references therein
29. Kocis P., Issakova O., Sepetov N.F., and Lebl M. Tetrahedron Lett. 36 (1995) 6623-6626