X-ray crystal structure and conformation of N-(tert-butyloxycarbonyl)-L-methionyl-(1-aminocyclopent-3-ene-1-carbonyl)-L-phenylalanine methyl ester (Boc0-Met1-Cpg2-Phe3-OMe)
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Pasquale Mura
Abstract
Molecular structure and conformation in the crystal of N-Boc-Met-Cpg-Phe-OMe, a conformationally restricted tripeptide derivative, structurally related to the chemotactic antagonist agent N-Boc-Met-Leu-Phe-OMe is reported. In the title compound the native central Leu residue has been replaced with the unusual cyclic and achiral quaternary amino acid residue of the 1-aminocyclopent-3-ene-1-carboxylic acid (Cpg). The peptide backbone adopts a type II β-turn (C10) conformation at the –Met-Cpg- sequence with a distance, between the terminal pseudo-ring atoms O6 · · · C3, of 5.49(1)Å. The tripeptide crystallizes in the monoclinic crystal system, space group P21, cell parameter: a = 5.867(7) Å, b = 23.54(2) Å, c = 10.34(1) Å, β = 99.74(5)°, V = 1407(2) Å3; empirical formula C26H37N3O6S; needle crystals were obtained by slow evaporation of an ethyl acetate solution, after 4 days, at room temperature. The low diffraction power of the crystals, it was impossible to obtain crystal structure from normal diffractometer data, suggested to utilize X-ray synchrotron radiation.
© by Oldenbourg Wissenschaftsverlag, München, Germany
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Articles in the same Issue
- Symmetry relationships of sodalite (SOD) – type crystal structures
- Phase characterization of Sm–Lu mixed oxide powders prepared by sintering and radio frequency plasma spraying
- Synthesis, crystal structure, spectroscopic and thermal characterization of (Hampy)2[Ni(pydc)2(H2O)2] · 2 H2O
- 2-Hydroxyacetophenone arylhydrazones. Supramolecular arrangements based on C–H · · · O(H), CH · · · O(NO), N–H · · · O(H), N–H · · · O(NO), C–H · · · π or π · · · π interactions
- X-ray crystal structure and conformation of N-(tert-butyloxycarbonyl)-L-methionyl-(1-aminocyclopent-3-ene-1-carbonyl)-L-phenylalanine methyl ester (Boc0-Met1-Cpg2-Phe3-OMe)
- In situ synthesis and crystal growth of copper(I) carbonyl trifluoroacetate: a dinuclear [Cu2(O2CCF3)2(CO)2] core structure confirmed
- Neutron and synchrotron X-ray powder study of copper(II) chloride complex with deuterated 1-ethyltetrazole
