Specific interaction between bovine cyclophilin A and synthetic analogues of cyclolinopeptide (393 views)
Journal Of Biochemistry (ISSN: 0021-924x), 1998 Nov; 124(5): 880-885.
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Paper type: Journal Article,
Impact factor: 2.189, 5-year impact factor: 2.073
Url: http://www.scopus.com/inward/record.url?eid=2-s2.0-0031759829&partnerID=40&md5=b5e5da184c26dad0f90ef55a25336c7d
Keywords: Cyclolinopeptide A, Cyclopeptides, Cyclosporin A, Fluorimetric Binding Constants, Ppiase Inhibition Constants, Rotamase Activity, Cyclophilin A, Amino Acid Sequence, Article, Cattle, Dissociation Constant, Enzyme Activity, Enzyme Inhibition, Fluorescence, Nonhuman, Protein Interaction, Animals, Circular Dichroism, Molecular Mimicry, Peptidylprolyl Isomerase, Protein Conformation, Spectrometry, Bos Taurus, Bovinae,
Affiliations:
Ctro. Stud. Biocristallografia C., Dipartimento di Chimica, Univ. Studi di Napoli Federico II, via Mezzocannone 4, 80134 Naples, Italy
Ctro. Ric. Interdipartimentale S., II Università di Napoli, via Costantinopoli 16, 80138 Naples, Italy
Dipto. di Biochimica e Biofisica, II Università di Napoli, via Costantinopoli 16, 80138 Naples, Italy
References:
Borel, J.F., Feurer, C., Gubler, H.U., Staelin, H., Biological effects of cyclosporin A: A new antilymphocytic agent (1976) Agents Actions, 6, pp. 468-47
Kino, T., Hatanaka, H., Hashimoto, M., Nishiyama, M., Goto, T., Okuhara, M., Kohsaka, M., Imanaka, H., FK-506, a novel immunosuppressant isolated from a Streptomyces. I. Fermentation, isolation, and physico-chemical and biological characteristics (1987) J. Antibiot. (Tokyo), 40, pp. 1249-1255
Borel, J.F., Pharmacology of cyclosporine (Sandimmune). 4. Pharmacological properties in vivo (1989) Pharmacol. Rev., 41, pp. 259-370
Di Padova, F.E., Pharmacology of CsA and FK-506 (1994) Perspect. Drug Discov. Design, 2, pp. 49-56
Handschumacher, R.E., Harding, M.W., Rice, J., Drugge, R.J., Speicher, D.W., Cyclophilin: A specific cytosolic binding protein for cyclosporin A (1984) Science, 226, pp. 544-547
Harding, M.W., Galat, A., Uehling, D.E., Schreiber, S.L., A receptor for the immunosuppressant FK506 is a cistrans peptidyl-prolyl isomerase (1989) Nature, 341, pp. 758-760
Siekierka, J.J., Hung, S.H.Y., Poe, M., Lin, S.C., Sigal, N.H., A cytosolic binding protein for the immunosuppressant FK506 has peptidyl-prolyl isomerase activity but is distinct from cyclophilin (1989) Nature, 341, pp. 755-757
Harding, M.W., Handschumacher, R.E., Speicher, D.W., Isolation and amino acid sequence of cyclophilin (1986) J. Biol. Chem., 261, pp. 8547-8555
Fischer, G., Wittmann-Liebold, B., Lang, K., Kiefhaber, T., Schmid, F., Cyclophilin and peptidyl-prolyl cis-trans isomerase are probably identical proteins (1989) Nature, 337, pp. 476-478
Takahashi, N., Hayano, T., Suzuki, M., Peptidylprolyl cis-trans isomerase is the cyclosporin A-binding protein cyclophilin (1989) Nature, 337, pp. 473-475
Albers, M.W., Walsh, C.T., Schreiber, S.L., Substrate specificity for the human rotamase FKBP. A view of FK506 and rapamycin as leucine (twisted amide) proline mimics (1990) J. Org. Chem., 55, pp. 4984-4986
Harrison, R.K., Stein, R.L., Mechanistic studies of peptidyl prolyl cis-trans isomerase: Evidence for catalysis by distortion (1990) Biochemistry, 29, pp. 1684-1689
Liu, J., Farmer, J.D., Lane, W.S., Friedman, J., Weissman, D., Schreiber, S.L., Calcineurin is a common target of cyclophilin-cyclosporin A and FKBP-FK506 complexes (1991) Cell, 66, pp. 807-815
O'Keefe, S.J., Tamura, J., Kincaid, R.L., Tocci, M.J., O'Neill, E.A., FK-506- and CsA-sensitive activation of the interleukin-2 promoter by calcineurin (1992) Nature, 357, pp. 692-694
Clipstone, N.A., Crabtree, G.R., Identification of calcineurin as a key signalling enzyme in T-lymphocyte activation (1992) Nature, 357, pp. 695-697
Schreiber, S.L., Crabtree, G.R., The mechanism of action of cyclosporin A and FK506 (1992) Immunol. Today, 13, pp. 136-142
Theriault, Y., Logan, T.M., Meadows, M., Yu, L., Olejniczak, E.T., Holzman, T.F., Simmer, R.L., Fesik, S.W., Solution structure of the cyclosporin A/cyclophilin complex by NMR (1993) Nature, 361, pp. 88-91
Michnick, S.W., Rosen, M.K., Wandless, T.J., Karplus, M., Schreiber, S.L., Solution structure of FKBP, a rotamase enzyme and receptor for FK506 and rapamycin (1991) Science, 252, pp. 836-839
Ke, H., Mayrose, D., Belshaw, P.J., Alberg, D.G., Schreiber, S.L., Chang, Z.Y., Etzkorn, F.A., Walsh, C.T., Crystal structures of cyclophilin A complexed with cyclosporin A and N-methyl-4-[(E)-2-butenyl]-4,4-dimethylthreonine cyclosporin A (1994) Structure, 1, pp. 33-44
Mikol, V., Kallen, J., Pflügl, G., Walkinshaw, M.D., X-ray structure of a monomeric cyclophilin A-cyclosporin A crystal complex at 2.1 Å resolution (1993) J. Mol. Biol., 234, pp. 1119-1130
Pflügl, G., Kallen, J., Schirmer, T., Jansonius, J.N., Zurini, M., Walkinshaw, M.D., X-ray structure of a decameric cyclophilin-cyclosporin crystal complex (1993) Nature, 361, pp. 91-94
Van Duyne, G.D., Standaert, R.F., Karplus, P.A., Schreiber, S.L., Clardy, J., Atomic structures of the human immunophilin FKBP-12 complexes with FK506 and rapamycin (1993) J. Mol. Biol., 229, pp. 105-124
Gallo, P., Saviano, M., Rossi, F., Pavone, V., Pedone, C., Ragone, R., Stiuso, P., Colonna, G., Specific interaction between cyclophilin and cyclic peptides (1995) Biopolymers, 36, pp. 273-281
Di Blasio, B., Rossi, F., Benedetti, E., Pavone, V., Pedone, C., Temussi, P.A., Zanotti, G., Tancredi, T., Solid state and solution conformation of cyclolinopeptide A (1989) J. Am. Chem. Soc., 111, pp. 9089-9098
Tancredi, T., Benedetti, E., Grimaldi, M., Pedone, C., Rossi, F., Saviano, M., Temussi, P.A., Zanotti, G., Ion binding of cyclolinopeptide A: An NMR and CD conformational study (1991) Biopolymers, 31, pp. 761-767
Zanotti, G., Rossi, F., Tancredi, T., Benedetti, E., Pedone, C., Temussi, P.A., Ala analogues of the cyclolinopeptide A (1989) Biopolymers, 28, pp. 371-383
Zanotti, G., Maione, A., Rossi, F., Saviano, M., Pedone, C., Tancredi, T., Bioactive peptides: Conformational study of a cystinyl cycloheptapeptide in its free and calcium complexed forms (1993) Biopolymers, 33, pp. 1083-1091
Williams, J.W., Morrison, J.F., The kinetics of reversible tight-binding inhibition (1979) Methods Enzymol., 63, pp. 437-467
Bossard, M.J., Koser, P.L., Brandt, M., Bergsma, D.J., Levy, M.A., A single Trp121 to Ala121 mutation in human cyclophilin alters cyclosporin A affinity and peptidyl-prolyl isomerase activity (1991) Biochem. Biophys. Res. Commun., 176, pp. 1142-1148
Chang, C.T., Wu, C.-S.C., Yang, J.T., Circular dichroic analysis of protein conformation: Inclusion of the β-turns (1978) Anal. Biochem., 91, pp. 13-31
Heald, S.L., Harding, M.W., Handschumacher, R.E., Armitage, I.M., 1H NMR studies on bovine cyclophilin: Preliminary structural characterization of its complex with cyclosporin A (1990) Biochemistry, 29, pp. 4466-4478
Kallen, J., Walkinshaw, M.D., The X-ray structure of a tetrapeptide bound to the active site of human cyclophilin A (1992) FEBS Lett., 300, pp. 286-290
Mazzeo, M., Isernia, C., Rossi, F., Saviano, M., Pedone, C., Paolillo, L., Benedetti, E., Pavone, V., Conformational behaviour of a cyclolinopeptide A analogue: Two-dimensional NMR study of cyclo(Pro1-Pro-Phe-Phe-Ac6c-Ile-Ala-Val8) (1995) J. Pept. Sci., 1, pp. 330-340
Ke, H., Similarities and differences between human cyclophilin A and other beta-barrel structures. Structural refinement at 1.63 Å resolution (1992) J. Mol. Biol., 228, pp. 539-550
Liu, J., Albers, M.W., Chen, C.-M., Schreiber, S.L., Walsh, C.T., Cloning, expression, and purification of human cyclophilin in Escherichia coli and assessment of the catalytic role of cysteines by site-directed mutagenesis (1990) Proc. Natl. Acad. Sci. USA, 87, pp. 2304-2308
Inoue, T., Yoshida, Y., Isaka, Y., Tagawa, K., Isolation of mitochondrial cyclophilin from bovine heart (1993) Biochem. Biophys. Res. Commun., 190, pp. 857-863
Liu, J., Chen, C.-M., Walsh, C.T., Human and Escherichia coli cyclophilins: Sensitivity to inhibition by the immunosuppressant cyclosporin A correlates with a specific tryptophan residue (1991) Biochemistry, 30, pp. 2306-2310
Journal Of Biochemistry (ISSN: 0021-924x), 1998 Nov; 124(5): 880-885.
Export to BibTeX Export to EndNote
Paper type: Journal Article,
Impact factor: 2.189, 5-year impact factor: 2.073
Url: http://www.scopus.com/inward/record.url?eid=2-s2.0-0031759829&partnerID=40&md5=b5e5da184c26dad0f90ef55a25336c7d
Keywords: Cyclolinopeptide A, Cyclopeptides, Cyclosporin A, Fluorimetric Binding Constants, Ppiase Inhibition Constants, Rotamase Activity, Cyclophilin A, Amino Acid Sequence, Article, Cattle, Dissociation Constant, Enzyme Activity, Enzyme Inhibition, Fluorescence, Nonhuman, Protein Interaction, Animals, Circular Dichroism, Molecular Mimicry, Peptidylprolyl Isomerase, Protein Conformation, Spectrometry, Bos Taurus, Bovinae,
Affiliations:
Ctro. Stud. Biocristallografia C., Dipartimento di Chimica, Univ. Studi di Napoli Federico II, via Mezzocannone 4, 80134 Naples, Italy
Ctro. Ric. Interdipartimentale S., II Università di Napoli, via Costantinopoli 16, 80138 Naples, Italy
Dipto. di Biochimica e Biofisica, II Università di Napoli, via Costantinopoli 16, 80138 Naples, Italy
References:
Borel, J.F., Feurer, C., Gubler, H.U., Staelin, H., Biological effects of cyclosporin A: A new antilymphocytic agent (1976) Agents Actions, 6, pp. 468-47
Kino, T., Hatanaka, H., Hashimoto, M., Nishiyama, M., Goto, T., Okuhara, M., Kohsaka, M., Imanaka, H., FK-506, a novel immunosuppressant isolated from a Streptomyces. I. Fermentation, isolation, and physico-chemical and biological characteristics (1987) J. Antibiot. (Tokyo), 40, pp. 1249-1255
Borel, J.F., Pharmacology of cyclosporine (Sandimmune). 4. Pharmacological properties in vivo (1989) Pharmacol. Rev., 41, pp. 259-370
Di Padova, F.E., Pharmacology of CsA and FK-506 (1994) Perspect. Drug Discov. Design, 2, pp. 49-56
Handschumacher, R.E., Harding, M.W., Rice, J., Drugge, R.J., Speicher, D.W., Cyclophilin: A specific cytosolic binding protein for cyclosporin A (1984) Science, 226, pp. 544-547
Harding, M.W., Galat, A., Uehling, D.E., Schreiber, S.L., A receptor for the immunosuppressant FK506 is a cistrans peptidyl-prolyl isomerase (1989) Nature, 341, pp. 758-760
Siekierka, J.J., Hung, S.H.Y., Poe, M., Lin, S.C., Sigal, N.H., A cytosolic binding protein for the immunosuppressant FK506 has peptidyl-prolyl isomerase activity but is distinct from cyclophilin (1989) Nature, 341, pp. 755-757
Harding, M.W., Handschumacher, R.E., Speicher, D.W., Isolation and amino acid sequence of cyclophilin (1986) J. Biol. Chem., 261, pp. 8547-8555
Fischer, G., Wittmann-Liebold, B., Lang, K., Kiefhaber, T., Schmid, F., Cyclophilin and peptidyl-prolyl cis-trans isomerase are probably identical proteins (1989) Nature, 337, pp. 476-478
Takahashi, N., Hayano, T., Suzuki, M., Peptidylprolyl cis-trans isomerase is the cyclosporin A-binding protein cyclophilin (1989) Nature, 337, pp. 473-475
Albers, M.W., Walsh, C.T., Schreiber, S.L., Substrate specificity for the human rotamase FKBP. A view of FK506 and rapamycin as leucine (twisted amide) proline mimics (1990) J. Org. Chem., 55, pp. 4984-4986
Harrison, R.K., Stein, R.L., Mechanistic studies of peptidyl prolyl cis-trans isomerase: Evidence for catalysis by distortion (1990) Biochemistry, 29, pp. 1684-1689
Liu, J., Farmer, J.D., Lane, W.S., Friedman, J., Weissman, D., Schreiber, S.L., Calcineurin is a common target of cyclophilin-cyclosporin A and FKBP-FK506 complexes (1991) Cell, 66, pp. 807-815
O'Keefe, S.J., Tamura, J., Kincaid, R.L., Tocci, M.J., O'Neill, E.A., FK-506- and CsA-sensitive activation of the interleukin-2 promoter by calcineurin (1992) Nature, 357, pp. 692-694
Clipstone, N.A., Crabtree, G.R., Identification of calcineurin as a key signalling enzyme in T-lymphocyte activation (1992) Nature, 357, pp. 695-697
Schreiber, S.L., Crabtree, G.R., The mechanism of action of cyclosporin A and FK506 (1992) Immunol. Today, 13, pp. 136-142
Theriault, Y., Logan, T.M., Meadows, M., Yu, L., Olejniczak, E.T., Holzman, T.F., Simmer, R.L., Fesik, S.W., Solution structure of the cyclosporin A/cyclophilin complex by NMR (1993) Nature, 361, pp. 88-91
Michnick, S.W., Rosen, M.K., Wandless, T.J., Karplus, M., Schreiber, S.L., Solution structure of FKBP, a rotamase enzyme and receptor for FK506 and rapamycin (1991) Science, 252, pp. 836-839
Ke, H., Mayrose, D., Belshaw, P.J., Alberg, D.G., Schreiber, S.L., Chang, Z.Y., Etzkorn, F.A., Walsh, C.T., Crystal structures of cyclophilin A complexed with cyclosporin A and N-methyl-4-[(E)-2-butenyl]-4,4-dimethylthreonine cyclosporin A (1994) Structure, 1, pp. 33-44
Mikol, V., Kallen, J., Pflügl, G., Walkinshaw, M.D., X-ray structure of a monomeric cyclophilin A-cyclosporin A crystal complex at 2.1 Å resolution (1993) J. Mol. Biol., 234, pp. 1119-1130
Pflügl, G., Kallen, J., Schirmer, T., Jansonius, J.N., Zurini, M., Walkinshaw, M.D., X-ray structure of a decameric cyclophilin-cyclosporin crystal complex (1993) Nature, 361, pp. 91-94
Van Duyne, G.D., Standaert, R.F., Karplus, P.A., Schreiber, S.L., Clardy, J., Atomic structures of the human immunophilin FKBP-12 complexes with FK506 and rapamycin (1993) J. Mol. Biol., 229, pp. 105-124
Gallo, P., Saviano, M., Rossi, F., Pavone, V., Pedone, C., Ragone, R., Stiuso, P., Colonna, G., Specific interaction between cyclophilin and cyclic peptides (1995) Biopolymers, 36, pp. 273-281
Di Blasio, B., Rossi, F., Benedetti, E., Pavone, V., Pedone, C., Temussi, P.A., Zanotti, G., Tancredi, T., Solid state and solution conformation of cyclolinopeptide A (1989) J. Am. Chem. Soc., 111, pp. 9089-9098
Tancredi, T., Benedetti, E., Grimaldi, M., Pedone, C., Rossi, F., Saviano, M., Temussi, P.A., Zanotti, G., Ion binding of cyclolinopeptide A: An NMR and CD conformational study (1991) Biopolymers, 31, pp. 761-767
Zanotti, G., Rossi, F., Tancredi, T., Benedetti, E., Pedone, C., Temussi, P.A., Ala analogues of the cyclolinopeptide A (1989) Biopolymers, 28, pp. 371-383
Zanotti, G., Maione, A., Rossi, F., Saviano, M., Pedone, C., Tancredi, T., Bioactive peptides: Conformational study of a cystinyl cycloheptapeptide in its free and calcium complexed forms (1993) Biopolymers, 33, pp. 1083-1091
Williams, J.W., Morrison, J.F., The kinetics of reversible tight-binding inhibition (1979) Methods Enzymol., 63, pp. 437-467
Bossard, M.J., Koser, P.L., Brandt, M., Bergsma, D.J., Levy, M.A., A single Trp121 to Ala121 mutation in human cyclophilin alters cyclosporin A affinity and peptidyl-prolyl isomerase activity (1991) Biochem. Biophys. Res. Commun., 176, pp. 1142-1148
Chang, C.T., Wu, C.-S.C., Yang, J.T., Circular dichroic analysis of protein conformation: Inclusion of the β-turns (1978) Anal. Biochem., 91, pp. 13-31
Heald, S.L., Harding, M.W., Handschumacher, R.E., Armitage, I.M., 1H NMR studies on bovine cyclophilin: Preliminary structural characterization of its complex with cyclosporin A (1990) Biochemistry, 29, pp. 4466-4478
Kallen, J., Walkinshaw, M.D., The X-ray structure of a tetrapeptide bound to the active site of human cyclophilin A (1992) FEBS Lett., 300, pp. 286-290
Mazzeo, M., Isernia, C., Rossi, F., Saviano, M., Pedone, C., Paolillo, L., Benedetti, E., Pavone, V., Conformational behaviour of a cyclolinopeptide A analogue: Two-dimensional NMR study of cyclo(Pro1-Pro-Phe-Phe-Ac6c-Ile-Ala-Val8) (1995) J. Pept. Sci., 1, pp. 330-340
Ke, H., Similarities and differences between human cyclophilin A and other beta-barrel structures. Structural refinement at 1.63 Å resolution (1992) J. Mol. Biol., 228, pp. 539-550
Liu, J., Albers, M.W., Chen, C.-M., Schreiber, S.L., Walsh, C.T., Cloning, expression, and purification of human cyclophilin in Escherichia coli and assessment of the catalytic role of cysteines by site-directed mutagenesis (1990) Proc. Natl. Acad. Sci. USA, 87, pp. 2304-2308
Inoue, T., Yoshida, Y., Isaka, Y., Tagawa, K., Isolation of mitochondrial cyclophilin from bovine heart (1993) Biochem. Biophys. Res. Commun., 190, pp. 857-863
Liu, J., Chen, C.-M., Walsh, C.T., Human and Escherichia coli cyclophilins: Sensitivity to inhibition by the immunosuppressant cyclosporin A correlates with a specific tryptophan residue (1991) Biochemistry, 30, pp. 2306-2310
Specific interaction between bovine cyclophilin A and synthetic analogues of cyclolinopeptide
Like cyclosporin A, cyclolinopeptide A binds specifically bovine cyclophilin A, inhibiting its peptidyl-prolyl cis-trans isomerase activity. We describe here the protein interaction with several synthetic analogues of cyclolinopeptide A, which are either homodetic or disulphide bridged heterodetic cyclopeptides characterized by different ring dimensions, in terms of dissociation and inhibition constants evaluated by fluorescence and inhibition of the enzyme activity, respectively. Dissociation constants from fluorescence experiments are practically identical and about 20-fold lower than for cyclosporin A. On the other hand, inhibition constants differ from compound to compound and are higher than for cyclosporin A. This result is therefore difficult to rationalize, but we would suggest decoupling between binding and inhibitory ability of cyclopeptides. The Pro(1) residue of cyclolinopeptide A seems to play a fundamental role in determining the inhibition of the rotamase activity of cyclophilin A, as the homodetic analogue lacking this residue does not show any inhibitory ability, Similarly, heterodetic analogues with a ring size smaller than 7 residues do not display inhibition. We presume that the sequence -Pro-Pro-Phe-Phe- and a ring size of 8 residues for homodetic cyclic peptides could be used as starting points in the targeted synthesis of cyclopeptides able to bind both cyclosporin A and calcineurin. The only peptide showing similar values of the dissociation and inhibition constant is cyclolinopeptide A. This compound can be considered a novel model for the molecular design of immunosuppressant drugs.
Like cyclosporin A, cyclolinopeptide A binds specifically bovine cyclophilin A, inhibiting its peptidyl-prolyl cis-trans isomerase activity. We describe here the protein interaction with several synthetic analogues of cyclolinopeptide A, which are either homodetic or disulphide bridged heterodetic cyclopeptides characterized by different ring dimensions, in terms of dissociation and inhibition constants evaluated by fluorescence and inhibition of the enzyme activity, respectively. Dissociation constants from fluorescence experiments are practically identical and about 20-fold lower than for cyclosporin A. On the other hand, inhibition constants differ from compound to compound and are higher than for cyclosporin A. This result is therefore difficult to rationalize, but we would suggest decoupling between binding and inhibitory ability of cyclopeptides. The Pro(1) residue of cyclolinopeptide A seems to play a fundamental role in determining the inhibition of the rotamase activity of cyclophilin A, as the homodetic analogue lacking this residue does not show any inhibitory ability, Similarly, heterodetic analogues with a ring size smaller than 7 residues do not display inhibition. We presume that the sequence -Pro-Pro-Phe-Phe- and a ring size of 8 residues for homodetic cyclic peptides could be used as starting points in the targeted synthesis of cyclopeptides able to bind both cyclosporin A and calcineurin. The only peptide showing similar values of the dissociation and inhibition constant is cyclolinopeptide A. This compound can be considered a novel model for the molecular design of immunosuppressant drugs.
Specific interaction between bovine cyclophilin A and synthetic analogues of cyclolinopeptide
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Specific interaction between bovine cyclophilin A and synthetic analogues of cyclolinopeptide
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Rossi F, Saviano M, Di Blasio B, Zanotti G, Maione AM, Tancredi T, Pedone C
BIOACTIVE PEPTIDES - SOLID-STATE, SOLUTION AND MOLECULAR-DYNAMICS STUDIES OF A CYCLOLINOPEPTIDE-A RELATED CYSTINYL CYCLOPENTAPEPTIDE (455 views)
Biopolymers (ISSN: 0006-3525, 0006-6352, 0006-3525print), 1994 Feb; 34(2): 273-284.
Impact Factor: 2.425
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DIBLASIO B, ROSSI F, BENEDETTI E, PAVONE V, SAVIANO M, PEDONE C, ZANOTTI G, TANCREDI T
BIOACTIVE PEPTIDES - X-RAY AND NMR CONFORMATIONAL STUDY OF [AIB(5, 6)-D-ALA(8)]CYCLOLINOPEPTIDE-A (441 views)
J Am Chem Soc (ISSN: 0002-7863, 0002-2786, 1520-5126), 1992 Oct 7; 114(21): 8277-8283.
Impact Factor: 5.65
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Saviano M, Rossi F, Pavone V, Di Blasio B, Pedone C
Molecular dynamics simulation in vacuo and in solution of [Aib5, 6-D- Ala8] Cyclolinopeptide A: A conformational and comparative study (443 views)
J Biomol Struct Dyn (ISSN: 0739-1102, 1538-0254electronic, 0739-1102linking), 1992 Jun; 9(6): 1045-1060.
Impact Factor: 1.283
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Tancredi T, Benedetti E, Grimaldi M, Pedone C, Rossi F, Saviano M, Temussi PA, Zanotti G
Ion binding of cyclolinopeptide A: An NMR and CD conformational study (633 views)
Biopolymers (ISSN: 0006-3525, 0006-6352, 0006-3525print), 1991 May; 31(6): 761-767.
Impact Factor: 2.425
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Zanotti G, Tancredi T, Rossi F, Benedetti E, Pedone C, Temussi P
Ala analogues of the cyclolinopeptide (428 views)
Biopolymers (ISSN: 0006-3525, 0006-6352, 0006-3525print), 1989 Jan; 28(1): 371-383.
Impact Factor: 2.425
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Tancredi T, Zanotti G, Rossi F, Benedetti E, Pedone C, Temussi PA
Comparison of the conformations of cyclolinopeptide A in the solid state and in solution (423 views)
Biopolymers (ISSN: 0006-3525, 0006-6352, 0006-3525print), 1989 Jan; 28(1): 513-523.
Impact Factor: 2.425
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Blasio BD, Rossi F, Benedetti E, Pavone V, Pedone C, Temussi PA, Zanotti G, Tancredi T
Bioactive peptides: Solid-state and solution conformation of cyclolinopeptide (549 views)
J Am Chem Soc (ISSN: 0002-7863, 0002-2786, 1520-5126), 1989; 111(25): 9089-9098.
Impact Factor: 5.65
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* Targeting VEGF receptors with non-neutralizing cyclopeptides for imaging applications (496 views)
Amino Acids (ISSN: 0939-4451, 1438-2199, 1438-2199electronic), 2017 Dec 2; 50(2): 321-329.
Impact Factor: 2.906
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Kaczmarek K, Farina B, Zubrzak P, Jankowski S, Zimecki M, Suder P, Benedetti E, Fattorusso R, Saviano M, Zabrocki J
* Synthesis, conformational analysis and immunological activity of β3Phe-substituted Cyclolinopeptide A analogues (460 views)
J Pept Sci (ISSN: 1075-2617, 1099-1387, 1075-2617print), 2009 Mar; 15(3): 166-174.
Impact Factor: 1.807
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Benedetti E, Pedone C
* Cyclolinopeptide A: inhibitor, immunosuppressor or other? (566 views)
J Pept Sci (ISSN: 1075-2617, 1099-1387, 1075-2617print), 2005 May; 11(5): 268-272.
Impact Factor: 1.803
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Zubrzak P, Banas A, Kaczmarek K, Leplawy MT, Sochacki M, Kowalski ML, Szkudlinska B, Zabrocki J, Di Lello P, Isernia C, Saviano M, Pedone C, Benedetti E
* Analogues of cyclolinopeptide A containing alpha-hydroxymethyl amino acid residues (469 views)
Biopolymers (ISSN: 0006-3525, 0006-6352, 0006-3525print), 2005; 80(2-3): 347-356.
Impact Factor: 2.425
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Saviano G, Rossi F, Benedetti E, Pedone C, Mierke DF, Maione A, Zanotti G, Tancredi T, Saviano M
* Structural consequences of metal complexation of cyclo[Pro-Phe-Phe-Ala-Xaa]2 decapeptides (447 views)
Chemistry (ISSN: 0947-6539, 1521-3765, 1521-3765electronic), 2001 Mar 16; 7(6): 1176-1183.
Impact Factor: 4.614
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Saviano M, Isernia C, Rossi F, Di Blasio B, Iacovino R, Mazzeo M, Pedone C, Benedetti E
Solid state structural analysis of the cyclooctapeptide cyclo-(Pro(1)-Pro-Phe-Phe-Ac(6)c-Ile-D-Ala-Val(8)) (426 views)
Biopolymers (ISSN: 0006-3525, 0006-6352, 0006-3525print), 2000 Feb; 53(2): 189-199.
Impact Factor: 2.405
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Del Vecchio S, Ciarmiello A, Salvatore M
Clinical imaging of multidrug resistance in cancer (361 views)
Q J Nucl Med (ISSN: 1124-3937, 1125-0135), 1999 Jun; 43(2): 125-131.
Impact Factor: 2.125
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Bonomo RP, Impellizzeri G, Pappalardo G, Purrello R, Rizzarelli E, Tabbì G
Co-ordinating properties of cyclopeptides. Thermodynamic and spectroscopic study on the formation of copper(II) complexes with cyclo(Gly-His)4 and cyclo(Gly-His-Gly)2 and their superoxide dismutase-like activity (452 views)
Journal Of The Chemical Society Dalton Transactions (ISSN: 0300-9246), 1998; (22): 3851-3857.
Impact Factor: 2.507
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Rossi F, Saviano M, Di Talia P, Di Blasio B, Pedone C, Zanotti G, Mosca M, Saviano G, Tancredi T, Ziegler K, Benedetti E
Solution and solid state structure of an aib-containing cyclodecapeptide inhibiting the cholate uptake in hepatocytes (455 views)
Biopolymers (ISSN: 0006-3525, 0006-6352, 0006-3525print), 1996; 40(5): 465-478.
Impact Factor: 2.425
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Saviano M, Rossi F, Filizola M, Isernia C, Di Blasio B, Benedetti E, Pedone C, Siemion IZ, Pedyczak A
Bioactive peptides: conformational studies of [Tyr4] cyclolinopeptide (406 views)
Biopolymers (ISSN: 0006-3525print, 0006-3525linking, 1097-0282electronic), 1995 Oct; 26(12): 453-460.
Impact Factor: 2.572
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Mazzeo M, Isernia C, Rossi F, Saviano M, Pedone C, Paolillo L, Benedetti E, Pavone V
Conformational Behaviour of a Cyclolinopeptide A Analogue: Two-dimensional NMR study of cyclo(Pro(1)-Pro-Phe-Phe-Ac(6)c-Ile-ala-Val(8)) (320 views)
J Pept Sci (ISSN: 1075-2617, 1099-1387, 1075-2617print), 1995 Sep; 1(5): 330-340.
Impact Factor: 1.311
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Gallo P, Saviano M, Rossi F, Pavone V, Pedone C, Ragone R, Stiuso P, Colonna G
SPECIFIC INTERACTION BETWEEN CYCLOPHILIN AND CYCLIC-PEPTIDES (484 views)
Biopolymers (ISSN: 0006-3525, 0006-6352, 0006-3525print), 1995 Sep; 36(3): 273-281.
Impact Factor: 2.425
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Saviano M, Rossi F, Filizola M, Di Blasio B, Pedone C
[Aib5, 6-D-Ala8]-cyclolinopeptide A, grown from a benzene/acetonitrile mixture (324 views)
Acta Crystallogr Sect C Cryst Struct Commun (ISSN: 0108-2701), 1995 Apr 15; 51: Pt-Pt.
Impact Factor: 0.459
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Rossi F, Saviano M, Di Blasio B, Zanotti G, Maione AM, Tancredi T, Pedone C
BIOACTIVE PEPTIDES - SOLID-STATE, SOLUTION AND MOLECULAR-DYNAMICS STUDIES OF A CYCLOLINOPEPTIDE-A RELATED CYSTINYL CYCLOPENTAPEPTIDE (455 views)
Biopolymers (ISSN: 0006-3525, 0006-6352, 0006-3525print), 1994 Feb; 34(2): 273-284.
Impact Factor: 2.425
View Export to BibTeX Export to EndNote
DIBLASIO B, ROSSI F, BENEDETTI E, PAVONE V, SAVIANO M, PEDONE C, ZANOTTI G, TANCREDI T
BIOACTIVE PEPTIDES - X-RAY AND NMR CONFORMATIONAL STUDY OF [AIB(5, 6)-D-ALA(8)]CYCLOLINOPEPTIDE-A (441 views)
J Am Chem Soc (ISSN: 0002-7863, 0002-2786, 1520-5126), 1992 Oct 7; 114(21): 8277-8283.
Impact Factor: 5.65
View Export to BibTeX Export to EndNote
Saviano M, Rossi F, Pavone V, Di Blasio B, Pedone C
Molecular dynamics simulation in vacuo and in solution of [Aib5, 6-D- Ala8] Cyclolinopeptide A: A conformational and comparative study (443 views)
J Biomol Struct Dyn (ISSN: 0739-1102, 1538-0254electronic, 0739-1102linking), 1992 Jun; 9(6): 1045-1060.
Impact Factor: 1.283
View Export to BibTeX Export to EndNote
Tancredi T, Benedetti E, Grimaldi M, Pedone C, Rossi F, Saviano M, Temussi PA, Zanotti G
Ion binding of cyclolinopeptide A: An NMR and CD conformational study (633 views)
Biopolymers (ISSN: 0006-3525, 0006-6352, 0006-3525print), 1991 May; 31(6): 761-767.
Impact Factor: 2.425
View Export to BibTeX Export to EndNote
Zanotti G, Tancredi T, Rossi F, Benedetti E, Pedone C, Temussi P
Ala analogues of the cyclolinopeptide (428 views)
Biopolymers (ISSN: 0006-3525, 0006-6352, 0006-3525print), 1989 Jan; 28(1): 371-383.
Impact Factor: 2.425
View Export to BibTeX Export to EndNote
Tancredi T, Zanotti G, Rossi F, Benedetti E, Pedone C, Temussi PA
Comparison of the conformations of cyclolinopeptide A in the solid state and in solution (423 views)
Biopolymers (ISSN: 0006-3525, 0006-6352, 0006-3525print), 1989 Jan; 28(1): 513-523.
Impact Factor: 2.425
View Export to BibTeX Export to EndNote
Blasio BD, Rossi F, Benedetti E, Pavone V, Pedone C, Temussi PA, Zanotti G, Tancredi T
Bioactive peptides: Solid-state and solution conformation of cyclolinopeptide (549 views)
J Am Chem Soc (ISSN: 0002-7863, 0002-2786, 1520-5126), 1989; 111(25): 9089-9098.
Impact Factor: 5.65
View Export to BibTeX Export to EndNote
20 Records (19 excluding Abstracts).
Total impact factor: 52.067 (51.608 excluding Abstracts).
Total 5 year impact factor: 56.724 (56.072 excluding Abstracts).
Total impact factor: 52.067 (51.608 excluding Abstracts).
Total 5 year impact factor: 56.724 (56.072 excluding Abstracts).
393 views. Last view on Saturday 14 January 2023, 20:28:47
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