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Molecules 2017, 22(4), 559; doi:10.3390/molecules22040559

Chemical Synthesis and Characterization of an Equinatoxin II(1–85) Analogue

School of Chemistry, Bio21 Institute, University of Melbourne, Melbourne, VIC 3010, Australia
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Author to whom correspondence should be addressed.
Academic Editor: Margaret A. Brimble
Received: 10 March 2017 / Revised: 29 March 2017 / Accepted: 29 March 2017 / Published: 30 March 2017
(This article belongs to the Special Issue Women in Organic Chemistry)
View Full-Text   |   Download PDF [1262 KB, uploaded 30 March 2017]   |  

Abstract

The chemical synthesis of an 85 residue analogue of the pore-forming protein, Equinatoxin II (EqtII), was achieved. Peptide precursors with over 40 residues were assembled by solid phase synthesis. The EqtII(1–46) fragment was modified to the reactive C-terminal thioester and native chemical ligation was performed with the A47C mutated EqtII(47–85) peptide to form the EqtII(1–85) analogue. Circular dichroism spectroscopy indicated that the N-terminal domain of EqtII(1–46) and EqtII(1–85) maintains predominantly an α-helical structure in solution and also in the presence of lipid micelles. This demonstrates the feasibility of assembling the full 179 residue protein EqtII via chemical means. Site-specific isotopic labels could be incorporated for structural studies in membranes by solid-state NMR spectroscopy. View Full-Text
Keywords: native chemical ligation; solid-phase peptide synthesis; selectively labelled proteins; membrane protein structure; solid-state NMR native chemical ligation; solid-phase peptide synthesis; selectively labelled proteins; membrane protein structure; solid-state NMR
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Karas, J.A.; Sani, M.-A.; Separovic, F. Chemical Synthesis and Characterization of an Equinatoxin II(1–85) Analogue. Molecules 2017, 22, 559.

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