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Formation of peptide-based oligomers in dimethylsulfoxide: identifying the precursor of fibril formation
Journal article

Formation of peptide-based oligomers in dimethylsulfoxide: identifying the precursor of fibril formation

Matthew S. Levine, Moumita Ghosh, Morgan Hesser, Nathan Hennessy, David M. DiGuiseppi, Lihi Adler-Abramovich and Reinhard Schweitzer-Stenner
Soft matter, v 16(33), pp 7860-7868
07 Sep 2020
PMID: 32761042

Abstract

Chemistry Chemistry, Physical Materials Science Materials Science, Multidisciplinary Physical Sciences Physics Physics, Multidisciplinary Polymer Science Science & Technology Technology
The well-studied dipeptide fluorenylmethyloxycarbonyl-di-phenylalanine (FmocFF) forms a rigid hydrogel upon dissolving in dimethylsulfoxide (DMSO) and dilution in H2O. Here, we explored the pre-aggregation of the peptide in pure DMSO by vibrational spectroscopies, X-ray powder diffraction and dynamic light scattering. Our results show an equilibrium between a dominant population of amorphous oligomers (on a length scale of 2 nm) and a small number of protofibrils/fibrils (on a length scale of 30 nm in the centimolar and of 200 nm in the sub-molar region). To probe the mechanism underlying the formation of these protofilaments, we measured the(1)H-NMR, IR and visible Raman spectra of DMSO containing different FmocFF concentrations, ranging between 10 and 300 mM. Our data reveal that interpeptide hydrogen bonding leads to the self-assembly of FmocFF in the centimolar region, while pi-pi stacking between Fmoc-groups is observed above 100 mM. The high(3)J((HHC alpha)-H-N) coupling constant of the N-terminal amide proton indicates that the Fmoc end-cap of the peptide locks the N-terminal residue into a conformational ensemble centered at a phi-value ofca.-120 degrees, which corresponds to a parallel beta-sheet type conformation. The(3)J((HHC alpha)-H-N) coupling constant of the C-terminal residue is indicative of a polyproline II (pPII)/beta(t)mixture. Our results suggest that the gelation of FmocFF caused by the addition of a small amount of water to DMSO mixtures is facilitated by the formation of disordered protofibrils in pure DMSO.

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Collaboration types
Domestic collaboration
International collaboration
Web of Science research areas
Chemistry, Physical
Materials Science, Multidisciplinary
Physics, Multidisciplinary
Polymer Science
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