NMR studies of peptide T, an inhibitor of HIV infectivity, in an aqueous environment

Journal of Peptide Science

Volumn 10, Issue 10, 2004, Pages 622-630

  De Dios, Angel C ^a   Sears, Devin N ^a,c   Tycko, Robert ^b  

^a GEORGETOWN UNIVERSITY   (United States)

^b NATIONAL INSTITUTE OF DIABETES AND DIGESTIVE AND KIDNEY DISEASES   (United States)

^c UNIVERSITY OF ILLINOIS AT CHICAGO   (United States)

Author keywords

CCR5; Chemokine receptor; DAPTA; gp120; NMR; Peptide T; ROESY

Indexed keywords

AMIDE; DEXTRO ALANINE; GLYCEROL; MONOMER; OCTAPEPTIDE; PEPTIDE T; SYNTHETIC PEPTIDE; TYROSINE DERIVATIVE; WATER;

ANALYTIC METHOD; AQUEOUS SOLUTION; ARTICLE; BETA SHEET; CONCENTRATION RESPONSE; CONTROLLED STUDY; DRUG SYNTHESIS; EXPERIMENTATION; FREEZING; HUMAN IMMUNODEFICIENCY VIRUS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; PROTEIN AGGREGATION; PROTEIN CONFORMATION; PROTEIN POLYMORPHISM; PROTEIN STRUCTURE; SOLID STATE; SOLUTION AND SOLUBILITY; STANDARD; VIRUS INFECTIVITY; VIRUS INHIBITION;

ANTI-HIV AGENTS; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; PEPTIDE T; PROTEIN CONFORMATION; SOLUTIONS; WATER;

HUMAN IMMUNODEFICIENCY VIRUS 1;

EID: 6944223986     PISSN: 10752617     EISSN: None     Source Type: Journal    
DOI: 10.1002/psc.571     Document Type: Article

References (26)

1. Michael NL, Moore JP. HIV-1 entry inhibitors: evading the issue. Nat. Med. 1999; 5: 740-742.
2. Feng Y, Broder CC, Kennedy PE, Berger EA. HIV-1 entry cofactor: functional cDNA cloning of a seven-transmembrane, G protein-coupled receptor. Science 1996; 272: 872-877.
3. Cocchi F, DeVico AL, Grazino-Demo A, Arya SK, Gallo RC, Lusso P. Identification of RANTES, MIP-1 alpha, and MIP-1 beta as the major HIV-suppressive factors produced by CD8+ T cells. Science 1995; 270: 1811-1815.
4. Bleul CC, Farzan M, Choe H, Parolin C, Clark-Lewis I, Sodroski J, Springer TA. The lymphocyte chemoattractant SDF-1 is a ligand for LESTR/fusin and blocks HIV-1 entry. Nature 1996; 382: 829-833.
5. Pert CB, Hill JM, Ruff MR, Berman RM, Robey WG, Arthur LO, Ruscetti FW, Farrar WL. Octapeptides deduced from the neuropeptide receptor-like pattern of antigen T4 in brain potently inhibit human immunodeficiency virus receptor binding and T-cell infectivity. Proc. Natl Acad. Sci. USA 1986; 83: 9245-9258.
6. Redwine LS, Pert CB, Rone JD, Nixon R, Vance M, Sandler B, Lumpkin MD, Dieter DJ, Ruff MR. Peptide T blocks GP120/CCR5 chemokine receptor-mediated chemotaxis. Clin. Immunol. 1999; 93: 124-131.
7. Ruff MR, Martin BM, Girnus EI, Farrar WL, Pert CB. CD4 receptor binding peptides that block HIV infectivity cause human monocyte chemotaxis. Relationship to vasoactive intestinal polypeptide. FEBS Lett. 1987; 211: 17-22.
8. Brenneman DE, Buzy, JM, Ruff MR, Pert CB. Peptide-T sequences prevent neuronal cell-death produced by the envelope protein (gp120) of the human immunodeficiency virus. Drug Develop. Res. 1988; 15 361-369.
9. Smith CC, Hallberg PL, Sacerdote P, Williams P, Sternberg E, Martin B, Pert C, Ruff MR. Tritiated Dala1-peptide T binding: A pharmacologic basis for the design of drugs which inhibit HIV receptor binding. Drug Develop. Res. 1988; 15: 371-379.
10. . Picone D, Temussi PA, Marastoni M, Tomatis R, Motta A. A 500MHz study of peptide T in a DMSO solution. FEBS. Lett. 1988; 1: 159-163.
11. Ojha PR, Saran A, Kamath S, Coutinho E. An investigation of the conformation of peptide-T and its D-Ala analog by NMR and molecular dynamics simulations. Ind. J. Biochem. Biophys. 1998; 35: 133-141.
12. Zangger K, Sterk H. Conformation of peptide T in aqueous solution. Determination of homonuclear coupling constants by selective HOHAHA techniques. Magn. Reson. Chem. 1995; 33: 421-425.
13. Millet O, Pérez JJ, Pons M. An easy NMR method to study the formation of parallel β-sheets in peptide aggregates. Lett. Pept. Sci. 1999; 6: 247-253.
14. Filizola M, Centeno NB, Perez JJ. Computational study of the conformational domains of peptide T. J. Peptide Sci. 1997; 3: 85-92.
15. Andrianov AM, Akhrem AA. Theoretical study of the spatial structure of the Ala-Ser-Thr-Thr-Thr-Asn-Tyr-Thr segment of the HIV gp120 protein, responsible for binding of the virus with the T-cell T4 receptor. J. Mol. Biol. 1997; 31: 180-188.
16. Godjayev NM, Akyüz S, Akverdieva G. A molecular mechanics conformational study of peptide T. J. Mol. Struc. 1996; 403: 95-110.
17. Centeno NB, Perez JJ. A proposed bioactive conformation of peptide T. J Comput.-Aided Mol. Design 1998; 12: 7-14.
18. Rance M, Sorensen OW, Bodenhausen G, Wagner G, Ernst RR, Wüthrich K. Improved spectral resolution in COSY 1H NMR spectra of proteins via double quantum filtering. Biochem. Biophys. Res. Commun. 1984; 117: 479-485.
19. Bax A, Davis DG. MLEV-17-based two-dimensional homonuclear magnetization transfer spectroscopy. J. Magn. Reson. 1985; 65 355-360.
20. Bax A, Davis DG. Practical aspects of two-dimensional transverse NOE spectroscopy. J. Magn. Reson. 1985; 63: 207-213.
21. Wütthrich K. NMR of Proteins and Nucleic Acids. John Wiley: New York, 1986.
22. Wishart DS, Bigam CG, Holm A, Hodges RS, Sykes BD. H-1, C-13 and N-15 random coil NMR chemical shifts of the common amino acids. 1. Investigations of nearest neighbor effects. J. Biomol. NMR 1995; 5: 67-81.
23. 1H chemical shifts in proteins. J. Biomol. NMR 1997; 9: 359-369.
24. Weliky DP, Bennett AE, Zvi A, Anglister J, Steinbach PJ, Tycko R. Solid-state NMR evidence for an antibody-dependent conformation of the V3 loop of HIV-1 gp120. Nat. Struct. Biol. 1999; 6: 141-145.
25. Petkova AT, Ishii Y, Balbach JJ, Antzutkin ON, Leapman RD, Delaglio F, Tycko R. A structural model for Alzheimer's beta-amyloid fibrils based on experimental constraints from solid state NMR. Proc. Natl Acad. Sci. USA 2002; 99: 16 742-16 747.
26. Ruff MR, Polianova M, Yang Q, Leoung GS, Ruscetti FW, Pert CB. Update on D-Ala-Peptide T-Amide (DAPTA): A viral entry inhibitor which blocks CCR5 chemokine receptors. Curr. HIV Res. 2003; 1 51-67.