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https://dspace.iiti.ac.in/handle/123456789/9220
Title: | Controlling Peptide Self-Assembly through a Native Chemical Ligation/Desulfurization Strategy |
Authors: | Konda, Maruthi Biswas, Sagar Das, Apurba Kumar |
Keywords: | Amino acids;Desulfurization;Fluorescence spectroscopy;Fourier transform infrared spectroscopy;Gels;Non Newtonian flow;Phosphorus compounds;Self assembly;Shear flow;Shear thinning;Desulfurization reaction;Native chemical ligation;Non-covalent interaction;Peptide self assemblies;Self-assembled peptides;Self-assembling peptides;Thixotropic properties;Tris(2-carboxyethyl) phosphine;Peptides;peptide;sulfur;chemistry;circular dichroism;electrospray mass spectrometry;spectrofluorometry;Circular Dichroism;Peptides;Spectrometry, Fluorescence;Spectrometry, Mass, Electrospray Ionization;Sulfur |
Issue Date: | 2016 |
Publisher: | John Wiley and Sons Ltd |
Citation: | Rasale, D. B., Konda, M., Biswas, S., & Das, A. K. (2016). Controlling peptide self-assembly through a native chemical Ligation/Desulfurization strategy. Chemistry - an Asian Journal, 11(6), 926-935. doi:10.1002/asia.201501458 |
Abstract: | Self-assembled peptides were synthesized by using a native chemical ligation (NCL)/desulfurization strategy that maintained the chemical diversity of the self-assembled peptides. Herein, we employed oxo-ester-mediated NCL reactions to incorporate cysteine, a cysteine-based dipeptide, and a sterically hindered unnatural amino acid (penicillamine) into peptides. Self-assembly of the peptides resulted in the formation of self-supporting gels. Microscopy analysis indicated the formation of helical nanofibers, which were responsible for the formation of gel matrices. The self-assembly of the ligated peptides was governed by covalent and non-covalent interactions, as confirmed by FTIR, CD, fluorescence spectroscopy, and MS (ESI) analyses. Peptide disassembly was induced by desulfurization reactions with tris(2-carboxyethyl)phosphine (TCEP) and glutathione at 80 °C. Desulfurization reactions of the ligated peptides converted the Cys and penicillamine functionalities into Ala and Val moieties, respectively. The self-supporting gels showed significant shear-thinning and thixotropic properties. Energy gels: Self-assembling peptides were synthesized through a native chemical ligation/desulfurization strategy, which resulted in the formation of self-supporting gels that showed shear-thinning and thixotropic properties. © 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. |
URI: | https://doi.org/10.1002/asia.201501458 https://dspace.iiti.ac.in/handle/123456789/9220 |
ISSN: | 1861-4728 |
Type of Material: | Journal Article |
Appears in Collections: | Department of Chemistry |
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