Keywords: Bioactive Peptides, Conformation, Crystal Structure, Cyclic Peptides, Peptide Analogues, Acetone, Antamanide, Calcineurin, Cyclolinopeptide A, Cyclophilin, Cyclosporin A, Fk 506 Binding Protein, Interleukin 1, Linseed Oil, Phallotoxin, Tacrolimus, Article, Conformational Transition, Drug Isolation, Drug Mechanism, Drug Protein Binding, Drug Structure, Drug Synthesis, Gas Chromatography, Immune Response, Mass Spectrometry, Nuclear Magnetic Resonance Spectroscopy, Priority Journal, Protein Conformation, Stereochemistry, Structure Activity Relation, Structure Analysis, T Lymphocyte Activation, Three Dimensional Imaging, Amino Acid Sequence, History, 20th Century, Immunosuppressive Agents, Models, Molecular, Structure-Activity Relationship,
Affiliations: *** IBB - CNR ***
Dipartimento delle Scienze Biologiche, Sezione Biostrutture, Università di Napoli 'Federico II', via Mezzocannone 16, 80134 Napoli, Italy
References: Kaufmann, H.P., Tobschirbel, A., An oligopeptide from linseed (1959) Chem. Ber., 92, pp. 2805-280
Prox, A., Weygand, F., Sequenzanalyse von peptiden durch kombination von gaschromatographie und massenspektrometrie (1967) Peptides. Proc. 8th Eur. Peptide Symp., pp. 158-172. , Beyerman HC, van de Linde A, Maasen van den Brink W (eds). North-Holland: Amsterdam
Naider, F., Benedetti, E., Goodman, M., Conformation of cyclolinopeptide A observed by circular dichroism (1971) Proc. Natl. Acad. Sci. USA, 68, pp. 1195-1198
Brewster, A.I., Bovey, F.A., Conformation of cyclolinopeptide A observed by nuclear magnetic resonance spectroscopy (1971) Proc. Natl. Acad. Sci. USA, 68, pp. 1199-1202
Tonelli, A.E., Approximate treatment of the conformational characteristics of a cyclic nonapeptide, cyclolinopeptide A (1971) Proc. Natl. Acad. Sci. USA, 68, pp. 1203-1207
Wieland, T., Luben, G., Ottenheim, H., Faesel, J., de Vries, J.X., Konz, W., Prox, A., Schmid, J., Chemical composition of Amanita phalloides. XXXVI. Discovery, isolation, elucidation of structure, and synthesis of antamanide (1968) Angew. Chem. Int. Ed. Engl., 7, pp. 204-208
Wieland, T., (1986) Peptides of Poisonous Amanita Mushrooms, , Rich A (ed). Springer Verlag: Berlin
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Wieland, T., Nassal, M., Kramer, W., Fricker, G., Bichel, U., Kurz, G., Identity of hepatic membrane transport systems for bile salts, phalloidin, and antamanide by photoaffinity labeling (1984) Proc. Natl. Acad. Sci. USA, 81, pp. 5232-5236
Ziegler, K., Frimmer, H., Kessler, H., Haupt, A., Azidobenzamido-008, a new photosensitive substrate for the 'multispecific bile acid transporter' of hepatocytes: Evidence for a common transport system for bile acids and cyclosomatostatins in basolateral membranes (1988) Biochim. Biophys. Acta, 945, pp. 263-272
Kemmer, H., Tripier, D., Jouvenal, K., Scriba, D., Zanotti, G., Maione, A.M., Ziegler, K., Binding proteins for cyclic and linear oligopeptides in plasma membranes and the cytosol of rat hepatocytes (1997) Biochem. Pharmacol., 54, pp. 481-490
Wieczorek, Z., Siemion, I.Z., Zimecki, M., Bolewska-Pediczak, E., Wieland, T., Immunosuppressive activity in the series of cycloamanide peptides from mushrooms (1993) Peptides, 14, pp. 1-5
Wieczorek, Z., Bengtsson, B., Trojnar, J., Siemion, I.Z., Immunosuppressive activity of cyclolinopeptide A (1991) Pept. Res., 4, pp. 275-283
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Karle, I.L., Lithium perhydroantamanide complex (2: 1): Exposure of the peptide backbone in the analog of antamanide with antitoxic impotency (1985) Proc. Natl. Acad. Sci. USA, 82, pp. 7155-7159
Di Blasio, B., Rossi, F., Benedetti, E., Pavone, V., Pedone, C., Temussi, P.A., Zanotti, G., Tancredi, T., Bioactive peptides: Solid-state and solution conformation of cyclolinopeptide A (1989) J. Am. Chem. Soc., 111, pp. 9089-9098
Kessler, H., Bats, J.W., Giesinger, C., Koll, S., Wiel, M., Wagner, K., Peptide conformations. 46. Conformational analysis of a superpotent cytoprotective cyclic somatostatin analog (1988) J. Am. Chem. Soc., 110, pp. 1033-1049
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Neela, B.S., Manjula, M.V., Ramakumar, S., Vismamitra, M.A., Crystal structure of the triclinic form of cyclolinopeptide A (1990), XVth IUCr, Bordeaux, France MS-04.01.09Karle, I.L., Wieland, T., Schermer, D., Ottenheym, H.C.J., Conformation of uncomplexed natural antamanide crystallized from acetonitrile/water (1979) Proc. Natl. Acad. Sci. USA, 76, pp. 1532-1536
Zanotti, G., Rossi, F., Di Blasio, B., Pedone, C., Benedetti, E., Ziegler, K., Tancredi, T., Structure-activity relationship in cytoprotective peptides (1990) Peptides. Chemistry, Structure and Biology, pp. 118-119. , Rivier J, Marshall GR (eds). ESCOM: Leiden
Morelli, M., Castiglione, A., Pastore, A., Pedone, C., Temussi, P.A., Zanotti, G., Tancredi, T., Conformational study of cyclolinopeptide A. A distance geometry and molecular dynamics approach (1991) Int. J. Pept. Protein Res., 37, pp. 81-89
Veber, D.F., Holly, F.W., Paleveda, W.J., Nutt, R.F., Bergstrand, S.J., Torchiana, M., Glitzer, M.S., Hirschmann, R., Conformationally restricted bicyclic analogs of somatostatin (1978) Proc. Natl. Acad. Sci. USA, 75, pp. 2636-2640
Mierke, D.F., Pattaroni, C., Delaet, N., Toy, A., Goodman, M., Tancredi, T., Motta, A., Wünsch, E., Cyclic hexapeptides related to somatostatin. Conformational analysis employing 1H-NMR and molecular dynamics (1990) Int. J. Pept. Protein Res., 36, pp. 418-432
Sawyer, T.K., Cody, W.L., Knittel, J.J., Hruby, V.J., Hadley, M.E., Hirsch, M.D., O'Donohue, T.L., Design of conformationally-restricted cyclic XX-melanotropins: Comparison of melanocyte-stimulating and behavioral activities (1983) Peptides, Structure and Function, pp. 323-331. , Hruby VJ, Rich DH (eds). Pierce Chemical Company: Rockford, IL
Schiller, P.W., Nguyen, T.M.D., Maziak, L., Lemieux, C., A novel cyclic opioid peptide analog showing high preference for μ-receptors (1985) Biochem. Biophys. Res. Commun., 127, pp. 558-564
Lautz, J., Kessler, H., Boelens, R., Kaptein, R., Conformational analysis of a cyclic thymopoietin analog by proton NMR spectroscopy and restrained molecular dynamics simulations (1987) Int. J. Pept. Protein Res., 30, pp. 404-414
Heavner, G.A., Audhya, T., Doyle, D., Tjoeng, F., Goldstein, G., Biologically active conformations of thymopentin. Studies with conformationally restricted analogs (1991) Int. J. Pept. Protein Res., 37, pp. 198-209
Kaufmann, H. P., Tobschirbel, A., An oligopeptide from linseed (1959) Chem. Ber., 92, pp. 2805-280
Brewster, A. I., Bovey, F. A., Conformation of cyclolinopeptide A observed by nuclear magnetic resonance spectroscopy (1971) Proc. Natl. Acad. Sci. USA, 68, pp. 1199-1202
Tonelli, A. E., Approximate treatment of the conformational characteristics of a cyclic nonapeptide, cyclolinopeptide A (1971) Proc. Natl. Acad. Sci. USA, 68, pp. 1203-1207
Karle, I. L., Lithium perhydroantamanide complex (2: 1): Exposure of the peptide backbone in the analog of antamanide with antitoxic impotency (1985) Proc. Natl. Acad. Sci. USA, 82, pp. 7155-7159
Neela, B. S., Manjula, M. V., Ramakumar, S., Vismamitra, M. A., Crystal structure of the triclinic form of cyclolinopeptide A (1990), XVth IUCr, Bordeaux, France MS-04. 01. 09Karle, I. L., Wieland, T., Schermer, D., Ottenheym, H. C. J., Conformation of uncomplexed natural antamanide crystallized from acetonitrile/water (1979) Proc. Natl. Acad. Sci. USA, 76, pp. 1532-1536
Veber, D. F., Holly, F. W., Paleveda, W. J., Nutt, R. F., Bergstrand, S. J., Torchiana, M., Glitzer, M. S., Hirschmann, R., Conformationally restricted bicyclic analogs of somatostatin (1978) Proc. Natl. Acad. Sci. USA, 75, pp. 2636-2640
Mierke, D. F., Pattaroni, C., Delaet, N., Toy, A., Goodman, M., Tancredi, T., Motta, A., W nsch, E., Cyclic hexapeptides related to somatostatin. Conformational analysis employing 1H-NMR and molecular dynamics (1990) Int. J. Pept. Protein Res., 36, pp. 418-432
Sawyer, T. K., Cody, W. L., Knittel, J. J., Hruby, V. J., Hadley, M. E., Hirsch, M. D., O'Donohue, T. L., Design of conformationally-restricted cyclic XX-melanotropins: Comparison of melanocyte-stimulating and behavioral activities (1983) Peptides, Structure and Function, pp. 323-331. , Hruby VJ, Rich DH (eds). Pierce Chemical Company: Rockford, IL
Schiller, P. W., Nguyen, T. M. D., Maziak, L., Lemieux, C., A novel cyclic opioid peptide analog showing high preference for -receptors (1985) Biochem. Biophys. Res. Commun., 127, pp. 558-564
Heavner, G. A., Audhya, T., Doyle, D., Tjoeng, F., Goldstein, G., Biologically active conformations of thymopentin. Studies with conformationally restricted analogs (1991) Int. J. Pept. Protein Res., 37, pp. 198-209
Cyclolinopeptide A: inhibitor, immunosuppressor or other?
Not available.
Cyclolinopeptide A: inhibitor, immunosuppressor or other?