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Title: Using Diphenylphosphoryl Azide (DPPA) for the facile synthesis of biodegradable antiseptic random copolypeptides
Authors: Pu, Yuji
Du, Yu
Khin, Mya Mya
Ravikumar, Vikashini
Rice, Scott A.
Duan, Hongwei
Chan-Park, Mary B.
Keywords: Antibacterial Peptides
Broad-spectrum Antibacterial Activity
Issue Date: 2017
Source: Pu, Y., Du, Y., Khin, M. M., Ravikumar, V., Rice, S. A., Duan, H., et al. (2017). Using Diphenylphosphoryl Azide (DPPA) for the Facile Synthesis of Biodegradable Antiseptic Random Copolypeptides. Macromolecular Rapid Communications, 38(7), 1600601-.
Series/Report no.: Macromolecular Rapid Communications
Abstract: We have developed a facile method for the large-scale synthesis of random copolypeptides composed of multiple (i.e. cationic, hydrophobic, and hydrophilic) amino acids and have optimized their relative ratios for broad-spectrum antibacterial effect. The copolypeptides obtained have measured compositions close to the design ratios in spite of the differing reactivities of the different amino acids. An optimised random copolypeptide of lysine, leucine and serine (denoted as KLS-3) mimicking the composition of LL-37 host defense peptide gives broad spectrum antibacterial activity against clinically relevant Gram-negative and Gram-positive bacteria such as methicillin-resistant Staphylococcus aureus (MRSA) and Pseudomonas aeruginosa (PAO1) with minimum inhibitory concentrations (MICs) of 32-64 μg/mL, as well as good MICs against multi-drug resistant Gram-negative bacteria of E. coli EC 958 (64 μg/mL) and Klebsellia pneumonia PTR3 (128 μg/mL). This method can be applied to the facile large-scale copolymerization of multiple amino acids, including unnatural amino acids, to make effective antibacterial copolypeptides.
ISSN: 1022-1336
DOI: 10.1002/marc.201600601
Rights: © 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. This is the author created version of a work that has been peer reviewed and accepted for publication by Macromolecular Rapid Communications, Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. It incorporates referee’s comments but changes resulting from the publishing process, such as copyediting, structural formatting, may not be reflected in this document. The published version is available at: [].
Fulltext Permission: open
Fulltext Availability: With Fulltext
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