NDLI: A Designed Three-Stranded β-Sheet in an α/β Hybrid Peptide

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A Designed Three-Stranded β-Sheet in an α/β Hybrid Peptide

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Balaram, Padmanabhan Sonti, Rajesh Ragothama, Srinivasarao Muddegowda, Umashankara Gopi, Hosahudya N.
Description	Author Affiliation: Sonti R ( Molecular Biophysics Unit, Indian Institute of Science, Bangalore, 560012, India.)
Abstract	The incorporation of β-amino acid residues into the antiparallel β-strand segments of a multi-stranded β-sheet peptide is demonstrated for a 19-residue peptide, $Boc-LV^{β}FV^{D}PGL^{β}FVVL^{D}PGLVL^{β}FVV-OMe$ (BBH19). Two centrally positioned $^{D}Pro–Gly$ segments facilitate formation of a stable three-stranded β-sheet, in which β-phenylalanine $(^{β}Phe)$ residues occur at facing positions 3, 8 and 17. Structure determination in methanol solution is accomplished by using NMR-derived restraints obtained from NOEs, temperature dependence of amide NH chemical shifts, rates of H/D exchange of amide protons and vicinal coupling constants. The data are consistent with a conformationally well-defined three-stranded β-sheet structure in solution. Cross-strand interactions between $^{β}Phe3/^{β}Phe17$ and $^{β}Phe3/Val15$ residues define orientations of these side-chains. The observation of close contact distances between the side-chains on the N- and C-terminal strands of the three-stranded β-sheet provides strong support for the designed structure. Evidence is presented for multiple side-chain conformations from an analysis of NOE data. An unusual observation of the disappearance of the Gly NH resonances upon prolonged storage in methanol is rationalised on the basis of a slow aggregation step, resulting in stacking of three-stranded β-sheet structures, which in turn influences the conformational interconversion between type I′ and type II′ β-turns at the two $^{D}Pro–Gly$ segments. Experimental evidence for these processes is presented. The decapeptide fragment $Boc-LV^{β}FV^{D}PGL^{β}FVV-OMe$ (BBH10), which has been previously characterized as a type I′ β-turn nucleated hairpin, is shown to favour a type II′ β-turn conformation in solution, supporting the occurrence of conformational interconversion at the turn segments in these hairpin and sheet structures.
ISSN	09476539
e-ISSN	15213765
Journal	Chemistry - A European Journal
Issue Number	19
Volume Number	19
Language	English
Publisher	Wiley-VCH;ChemPubSoc Europe
Publisher Date	2013-05-03
Publisher Place	Germany
Access Restriction	Open
Subject Keyword	Amino Acids Chemistry Dipeptides Peptides Phenylalanine Magnetic Resonance Spectroscopy Methanol Molecular Conformation Molecular Structure Protein Structure, Secondary Research Support, Non-U.S. Gov't
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry Catalysis

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