Solid state structural analysis of the cyclooctapeptide cyclo-(Pro(1)-Pro-Phe-Phe-Ac(6)c-Ile-D-Ala-Val(8))(337 views visite) Saviano M, Isernia C, Rossi F, Di Blasio B, Iacovino R, Mazzeo M, Pedone C, Benedetti E
Keywords Parole chiave: Conformational Studies, Cyclolinopeptide A, Cyclooctapeptides, X-Ray, Solvent, Article, Crystal, Nuclear Magnetic Resonance, Protein Analysis, Protein Conformation, Solid State, Structure Activity Relation, Structure Analysis, X Ray Diffraction, Amino Acid Sequence, Crystallography, Models, Molecular, Solutions,
Affiliations Affiliazioni: Ctro. di Stud. di B., Dipartimento di Chimica, Università di Napoli, via Mezzocannone 4, 80134, Napoli, Italy Dipartimento di Scienze Ambientali, Seconda Università di Napoli, via Arena 22, 81100, Caserta, Italy
References Riferimenti: Kessler, H., (1982) Angew Chem Int Ed Engl, 21, pp. 512-52
Karle, I.L., (1981) Perspectives in Peptide Chemistry, pp. 261-271. , Eberle, A., Geiger, R., Wielauol, T., Eds.
Stroup, A.N., Rockwell, A.L., Rheingold, A.L., Gierash, L.M., (1988) J Am Chem Soc, 110, pp. 5157-5161
Benedetti, E., Morelli, G., Nemethy, G., Scheraga, H.A., (1983) Int J Peptide Protein Res, 22, pp. 1-15
Ashida, T., Kakudo, M., (1974) Bull Chem Soc Jpn, 47, pp. 1129-1133
Solid state structural analysis of the cyclooctapeptide cyclo-(Pro(1)-Pro-Phe-Phe-Ac(6)c-Ile-D-Ala-Val(8))
A solid state analysis of the cyclic octapeptide c(-Pro(1)-Pro-Phe-Phe-Ac(6)c-Ile-D-Ala-Val(8)-) (C8-CLA), containing the Pro-Pro-Phe-Phe sequence, followed by the bulky helicogenic C(alpha,alpha)-dialkylated 1-aminocyclohexane-1-carboxylic acid (Ac(6)c) residue and a D-Ala residue in position 7, has been carried our by x-ray diffraction. The crystals, grown from a DMSO solution, are monoclinic, space group P2(1) with a = 13.458(3) Angstrom, b = 19.404(5) Angstrom, c = 21.508(4) Angstrom, and beta = 90.83(6)degrees, with two independent cyclic molecules in the asymmetric unit, two DMSO molecules and three water molecules. The structure has been solved using the half and bake procedure by Sheldrick, and refined to final R1 and wR2 indices of 0.0613 and 0.1534 for 9867 reflections with I > 2 sigma(I). This cyclic peptide, a deletion analogue of the naturally occurring cyclic nonapeptide cyclolinopeptide A [c(Pro-Pro-Phe-Phe-Leu-Ile-Ile-Leu-Val) CLA] has been designed to study the influence of the ring size reduction on the conformational behavior of CLA and more in general to obtain structural information on asymmetric cyclic octapeptides. The compound exhibits, in the solid slate, a "banana-twisted" conformation with a cis peptide bond located between the two proline residues. Five intramolecular H bonds stabilize the structure: one type VIa beta-turn, two consecutive type III/I beta-turns, one gamma-turn, and one C(16) bend. The structure has also been compared with either the solution structure previously reported by us and obtained by nmr and computational analysis, and with solid state structural data reported in the literature on cyclic octapeptides. (C) 2000 John Wiley & Sons, Inc.
Solid state structural analysis of the cyclooctapeptide cyclo-(Pro(1)-Pro-Phe-Phe-Ac(6)c-Ile-D-Ala-Val(8))
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