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Chemical Compound Review

Bitiscetin     (2S)-2-[2-[[(2S)-2-amino-5...

Synonyms: Bitistatin, Arg-gly-asp, Rgd peptide, CHEMBL313763, Poly(rgd), ...
 
 
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Disease relevance of Rgd tripeptide sequence

  • Adenovirus contains a heterodimeric protein complex consisting of 186 kd fiber protein that mediates high affinity virus attachment to cells and a 400 kd pentavalent subunit (penton base) that contains five Arg-Gly-Asp sequences, implying a role for integrins in adenovirus infection [1].
  • In our original crystal structure of FMDV the Arg-Gly-Asp-containing loop ('the loop'), located between beta-strands G and H of capsid protein VP1, was disordered and hence essentially invisible [2].
  • We show that an FHA Arg-Gly-Asp site induces enhanced B. pertussis binding to monocytes, and that this enhancement is blocked by antibodies directed against CR3 [3].
  • An Arg-Gly-Asp-directed receptor on the surface of human melanoma cells exists in an divalent cation-dependent functional complex with the disialoganglioside GD2 [4].
  • Structure of the major antigenic loop of foot-and-mouth disease virus complexed with a neutralizing antibody: direct involvement of the Arg-Gly-Asp motif in the interaction [5].
 

High impact information on Rgd tripeptide sequence

  • The alpha IIb beta 3 integrin binds Arg-Gly-Asp-containing (RGD-containing) ligands in a cation-dependent interaction [6].
  • The module contains an Arg-Gly-Asp sequence known to be involved in cell adhesion [7].
  • We now find that RGD peptide binding leads to changes in alpha IIb beta 3 that are associated with acquisition of high affinity fibrinogen-binding function (activation) and subsequent platelet aggregation [8].
  • The interaction between CR3 and FHA involves recognition of the Arg-Gly-Asp (RGD) sequence at positions 1097-1099 in FHA [9].
  • Endothelial cells exclusively recognize an Arg-Gly-Asp-containing site near the C-terminus of the alpha chain (alpha residues 572-574) but fail to recognize the Arg-Gly-Asp sequence in the N-terminal region of the same chain (alpha residues 95-97) [10].
 

Chemical compound and disease context of Rgd tripeptide sequence

 

Biological context of Rgd tripeptide sequence

 

Anatomical context of Rgd tripeptide sequence

 

Associations of Rgd tripeptide sequence with other chemical compounds

 

Gene context of Rgd tripeptide sequence

 

Analytical, diagnostic and therapeutic context of Rgd tripeptide sequence

References

  1. Integrins alpha v beta 3 and alpha v beta 5 promote adenovirus internalization but not virus attachment. Wickham, T.J., Mathias, P., Cheresh, D.A., Nemerow, G.R. Cell (1993) [Pubmed]
  2. Structure of a major immunogenic site on foot-and-mouth disease virus. Logan, D., Abu-Ghazaleh, R., Blakemore, W., Curry, S., Jackson, T., King, A., Lea, S., Lewis, R., Newman, J., Parry, N. Nature (1993) [Pubmed]
  3. Bordetella pertussis filamentous hemagglutinin interacts with a leukocyte signal transduction complex and stimulates bacterial adherence to monocyte CR3 (CD11b/CD18). Ishibashi, Y., Claus, S., Relman, D.A. J. Exp. Med. (1994) [Pubmed]
  4. An Arg-Gly-Asp-directed receptor on the surface of human melanoma cells exists in an divalent cation-dependent functional complex with the disialoganglioside GD2. Cheresh, D.A., Pytela, R., Pierschbacher, M.D., Klier, F.G., Ruoslahti, E., Reisfeld, R.A. J. Cell Biol. (1987) [Pubmed]
  5. Structure of the major antigenic loop of foot-and-mouth disease virus complexed with a neutralizing antibody: direct involvement of the Arg-Gly-Asp motif in the interaction. Verdaguer, N., Mateu, M.G., Andreu, D., Giralt, E., Domingo, E., Fita, I. EMBO J. (1995) [Pubmed]
  6. Ligand and cation binding are dual functions of a discrete segment of the integrin beta 3 subunit: cation displacement is involved in ligand binding. D'Souza, S.E., Haas, T.A., Piotrowicz, R.S., Byers-Ward, V., McGrath, D.E., Soule, H.R., Cierniewski, C., Plow, E.F., Smith, J.W. Cell (1994) [Pubmed]
  7. The three-dimensional structure of the tenth type III module of fibronectin: an insight into RGD-mediated interactions. Main, A.L., Harvey, T.S., Baron, M., Boyd, J., Campbell, I.D. Cell (1992) [Pubmed]
  8. Ligands "activate" integrin alpha IIb beta 3 (platelet GPIIb-IIIa). Du, X.P., Plow, E.F., Frelinger, A.L., O'Toole, T.E., Loftus, J.C., Ginsberg, M.H. Cell (1991) [Pubmed]
  9. Recognition of a bacterial adhesion by an integrin: macrophage CR3 (alpha M beta 2, CD11b/CD18) binds filamentous hemagglutinin of Bordetella pertussis. Relman, D., Tuomanen, E., Falkow, S., Golenbock, D.T., Saukkonen, K., Wright, S.D. Cell (1990) [Pubmed]
  10. Recognition of distinct adhesive sites on fibrinogen by related integrins on platelets and endothelial cells. Cheresh, D.A., Berliner, S.A., Vicente, V., Ruggeri, Z.M. Cell (1989) [Pubmed]
  11. Inhibition of platelet-vessel wall interaction. Platelet receptors, monoclonal antibodies, and synthetic peptides. Ruggeri, Z.M. Circulation (1990) [Pubmed]
  12. Acceleration of recombinant tissue-type plasminogen activator-induced thrombolysis and prevention of reocclusion by the combination of heparin and the Arg-Gly-Asp-containing peptide bitistatin in a canine model of coronary thrombosis. Shebuski, R.J., Stabilito, I.J., Sitko, G.R., Polokoff, M.H. Circulation (1990) [Pubmed]
  13. Modulation of prostate cancer cell attachment to matrix by versican. Sakko, A.J., Ricciardelli, C., Mayne, K., Suwiwat, S., LeBaron, R.G., Marshall, V.R., Tilley, W.D., Horsfall, D.J. Cancer Res. (2003) [Pubmed]
  14. Identification of integrin collagen receptors on human melanoma cells. Kramer, R.H., Marks, N. J. Biol. Chem. (1989) [Pubmed]
  15. Induction of apoptosis of integrin-expressing human prostate cancer cells by cyclic Arg-Gly-Asp peptides. Chatterjee, S., Brite, K.H., Matsumura, A. Clin. Cancer Res. (2001) [Pubmed]
  16. CR3 (CD11b/CD18) expresses one binding site for Arg-Gly-Asp-containing peptides and a second site for bacterial lipopolysaccharide. Wright, S.D., Levin, S.M., Jong, M.T., Chad, Z., Kabbash, L.G. J. Exp. Med. (1989) [Pubmed]
  17. Entactin stimulates neutrophil adhesion and chemotaxis through interactions between its Arg-Gly-Asp (RGD) domain and the leukocyte response integrin. Senior, R.M., Gresham, H.D., Griffin, G.L., Brown, E.J., Chung, A.E. J. Clin. Invest. (1992) [Pubmed]
  18. Abciximab not RGD peptide inhibits von Willebrand factor-dependent platelet activation under shear. Goto, S., Eto, K., Ikeda, Y., Handa, S. Lancet (1999) [Pubmed]
  19. Drosophila fibronectin: a protein that shares properties similar to those of its mammalian homologue. Gratecos, D., Naidet, C., Astier, M., Thiery, J.P., Sémériva, M. EMBO J. (1988) [Pubmed]
  20. Integrin-associated protein: a 50-kD plasma membrane antigen physically and functionally associated with integrins. Brown, E., Hooper, L., Ho, T., Gresham, H. J. Cell Biol. (1990) [Pubmed]
  21. Regulation of vertebrate left-right asymmetries by extracellular matrix. Yost, H.J. Nature (1992) [Pubmed]
  22. Ligand binding regulates the directed movement of beta1 integrins on fibroblasts. Felsenfeld, D.P., Choquet, D., Sheetz, M.P. Nature (1996) [Pubmed]
  23. Fibronectin receptors of phagocytes. Characterization of the Arg-Gly-Asp binding proteins of human monocytes and polymorphonuclear leukocytes. Brown, E.J., Goodwin, J.L. J. Exp. Med. (1988) [Pubmed]
  24. Osteopontin is produced by rat cardiac fibroblasts and mediates A(II)-induced DNA synthesis and collagen gel contraction. Ashizawa, N., Graf, K., Do, Y.S., Nunohiro, T., Giachelli, C.M., Meehan, W.P., Tuan, T.L., Hsueh, W.A. J. Clin. Invest. (1996) [Pubmed]
  25. Leukocyte adhesion-deficient neutrophils fail to amplify phagocytic function in response to stimulation. Evidence for CD11b/CD18-dependent and -independent mechanisms of phagocytosis. Gresham, H.D., Graham, I.L., Anderson, D.C., Brown, E.J. J. Clin. Invest. (1991) [Pubmed]
  26. Complement receptor type 3 (CR3) binds to an Arg-Gly-Asp-containing region of the major surface glycoprotein, gp63, of Leishmania promastigotes. Russell, D.G., Wright, S.D. J. Exp. Med. (1988) [Pubmed]
  27. Integrin-mediated adhesion orients the spindle parallel to the substratum in an EB1- and myosin X-dependent manner. Toyoshima, F., Nishida, E. EMBO J. (2007) [Pubmed]
  28. The mechanism for the activation of latent TGF-beta during co-culture of endothelial cells and smooth muscle cells: cell-type specific targeting of latent TGF-beta to smooth muscle cells. Sato, Y., Okada, F., Abe, M., Seguchi, T., Kuwano, M., Sato, S., Furuya, A., Hanai, N., Tamaoki, T. J. Cell Biol. (1993) [Pubmed]
  29. Mac-2 binding protein is a cell-adhesive protein of the extracellular matrix which self-assembles into ring-like structures and binds beta1 integrins, collagens and fibronectin. Sasaki, T., Brakebusch, C., Engel, J., Timpl, R. EMBO J. (1998) [Pubmed]
  30. A soybean cDNA encoding a chromatin-binding peptide inhibits mitosis of mammalian cells. Galvez, A.F., de Lumen, B.O. Nat. Biotechnol. (1999) [Pubmed]
  31. microPET of tumor integrin alphavbeta3 expression using 18F-labeled PEGylated tetrameric RGD peptide (18F-FPRGD4). Wu, Z., Li, Z.B., Chen, K., Cai, W., He, L., Chin, F.T., Li, F., Chen, X. J. Nucl. Med. (2007) [Pubmed]
  32. VLA-5 is expressed by mouse and human long-term repopulating hematopoietic cells and mediates adhesion to extracellular matrix protein fibronectin. van der Loo, J.C., Xiao, X., McMillin, D., Hashino, K., Kato, I., Williams, D.A. J. Clin. Invest. (1998) [Pubmed]
  33. Extracellular signal-regulated kinase and c-Jun NH2-terminal kinase activation by mechanical stretch is integrin-dependent and matrix-specific in rat cardiac fibroblasts. MacKenna, D.A., Dolfi, F., Vuori, K., Ruoslahti, E. J. Clin. Invest. (1998) [Pubmed]
  34. Fibronectin and vitronectin regulate the organization of their respective Arg-Gly-Asp adhesion receptors in cultured human endothelial cells. Dejana, E., Colella, S., Conforti, G., Abbadini, M., Gaboli, M., Marchisio, P.C. J. Cell Biol. (1988) [Pubmed]
  35. Cell attachment to thrombospondin: the role of ARG-GLY-ASP, calcium, and integrin receptors. Lawler, J., Weinstein, R., Hynes, R.O. J. Cell Biol. (1988) [Pubmed]
  36. Linkage of two human pregnancy-specific beta 1-glycoprotein genes: one is associated with hydatidiform mole. Leslie, K.K., Watanabe, S., Lei, K.J., Chou, D.Y., Plouzek, C.A., Deng, H.C., Torres, J., Chou, J.Y. Proc. Natl. Acad. Sci. U.S.A. (1990) [Pubmed]
  37. Monoclonal antibody characterization of two distant sites required for function of the central cell-binding domain of fibronectin in cell adhesion, cell migration, and matrix assembly. Nagai, T., Yamakawa, N., Aota, S., Yamada, S.S., Akiyama, S.K., Olden, K., Yamada, K.M. J. Cell Biol. (1991) [Pubmed]
  38. Synergism between membrane gangliosides and Arg-Gly-Asp-directed glycoprotein receptors in attachment to matrix proteins by melanoma cells. Burns, G.F., Lucas, C.M., Krissansen, G.W., Werkmeister, J.A., Scanlon, D.B., Simpson, R.J., Vadas, M.A. J. Cell Biol. (1988) [Pubmed]
  39. Protection of platelets during long-term extracorporeal membrane oxygenation in sheep with a single dose of a disintegrin. Shigeta, O., Gluszko, P., Downing, S.W., Lu, W., Niewiarowski, S., Edmunds, L.H. Circulation (1992) [Pubmed]
  40. Cloning and sequence analysis of rat bone sialoprotein (osteopontin) cDNA reveals an Arg-Gly-Asp cell-binding sequence. Oldberg, A., Franzén, A., Heinegård, D. Proc. Natl. Acad. Sci. U.S.A. (1986) [Pubmed]
 
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