Specific interaction between bovine cyclophilin A and synthetic analogues of cyclolinopeptide (519 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:
Not available.
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:
Not available.
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
Other filter: ([btitle,keywords] "Cyclolinopeptide A" ...
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View Export to BibTeX Export to EndNote
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View Export to BibTeX Export to EndNote
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View Export to BibTeX Export to EndNote
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View Export to BibTeX Export to EndNote
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Impact Factor: 2.425
View Export to BibTeX Export to EndNote
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 (562 views)
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Impact Factor: 4.614
View Export to BibTeX Export to EndNote
Saviano M, Isernia C, Rossi F, Di Blasio B, Iacovino R, Mazzeo M, Pedone C, Benedetti E
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Biopolymers (ISSN: 0006-3525, 0006-6352, 0006-3525print), 2000 Feb; 53(2): 189-199.
Impact Factor: 2.405
View Export to BibTeX Export to EndNote
Del Vecchio S, Ciarmiello A, Salvatore M
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Q J Nucl Med (ISSN: 1124-3937, 1125-0135), 1999 Jun; 43(2): 125-131.
Impact Factor: 2.125
View Export to BibTeX Export to EndNote
Bonomo RP, Impellizzeri G, Pappalardo G, Purrello R, Rizzarelli E, Tabbì G
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Journal Of The Chemical Society Dalton Transactions (ISSN: 0300-9246), 1998; (22): 3851-3857.
Impact Factor: 2.507
View Export to BibTeX Export to EndNote
Rossi F, Saviano M, Di Talia P, Di Blasio B, Pedone C, Zanotti G, Mosca M, Saviano G, Tancredi T, Ziegler K, Benedetti E
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Biopolymers (ISSN: 0006-3525, 0006-6352, 0006-3525print), 1996; 40(5): 465-478.
Impact Factor: 2.425
View Export to BibTeX Export to EndNote
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 (566 views)
Biopolymers (ISSN: 0006-3525print, 0006-3525linking, 1097-0282electronic), 1995 Oct; 26(12): 453-460.
Impact Factor: 2.572
View Export to BibTeX Export to EndNote
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)) (406 views)
J Pept Sci (ISSN: 1075-2617, 1099-1387, 1075-2617print), 1995 Sep; 1(5): 330-340.
Impact Factor: 1.311
View Export to BibTeX Export to EndNote
Gallo P, Saviano M, Rossi F, Pavone V, Pedone C, Ragone R, Stiuso P, Colonna G
SPECIFIC INTERACTION BETWEEN CYCLOPHILIN AND CYCLIC-PEPTIDES (559 views)
Biopolymers (ISSN: 0006-3525, 0006-6352, 0006-3525print), 1995 Sep; 36(3): 273-281.
Impact Factor: 2.425
View Export to BibTeX Export to EndNote
Saviano M, Rossi F, Filizola M, Di Blasio B, Pedone C
[Aib5, 6-D-Ala8]-cyclolinopeptide A, grown from a benzene/acetonitrile mixture (465 views)
Acta Crystallogr Sect C Cryst Struct Commun (ISSN: 0108-2701), 1995 Apr 15; 51: Pt-Pt.
Impact Factor: 0.459
View Export to BibTeX Export to EndNote
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 (633 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 (592 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 (636 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 (782 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 (734 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 (509 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 (630 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).
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