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Data for Hydrolyzable poly[poly(ethylene glycol) methyl ether acrylate]–colistin prodrugs through copper-mediated photoinduced living radical polymerization

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Zhu, Chongyu, Schneider, Elena K., Nikolaou, Vasiliki, Klein, Tobias, Li, Jian, Davis, Thomas P., Whittaker, Michael R., Wilson, Paul, Kempe, Kristian, Velkov, Tony and Haddleton, David M. (2017) Data for Hydrolyzable poly[poly(ethylene glycol) methyl ether acrylate]–colistin prodrugs through copper-mediated photoinduced living radical polymerization. [Dataset]

[img] Archive (ZIP) (Experimental details for the measurement data including NMR, HPLC, GPC, MALDI-ToF MS, Disk Diffusion Assay, Minimum Inhibitory Concentration and Time Kill assays)
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Official URL: https://doi.org/10.1021/acs.bioconjchem.7b00242

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Abstract

Through the recently developed copper-mediated photoinduced living radical polymerization (CP-LRP), a novel and well-defined polymeric prodrug of the antimicrobial lipopeptide colistin has been developed. A colistin initiator (Boc5-col-Br2) was synthesized through the modification of colistin on both of its threonine residues using a cleavable initiator linker, 2-(2-bromo-2-methylpropanoyloxy) acetic acid (BMPAA), and used for the polymerization of acrylates via CP-LRP. Polymerization proceeds from both sites of the colistin initiator, and through the polymerization of poly(ethylene glycol) methyl ether acrylate (PEGA480), three water-soluble polymer-colistin conjugates (col-PPEGA, having degrees of polymerization of 5, 10, and 20) were achieved with high yield (conversion of ≥93%) and narrow dispersities (Đ < 1.3) in 2-4 h. Little or no effect on the structure and activity of the colistin was observed during the synthesis, and most of the active colistin can be recovered from the conjugates in vitro within 2 days. Furthermore, in vitro biological analyses including disk diffusion, broth microdilution, and time-kill studies suggested that all of the conjugates have the ability to inhibit the growth of multidrug-resistant (MDR) Gram-negative bacteria, of which col-PPEGA DP5 and DP10 showed similar or better antibacterial performance compared to the clinically relevant colistin prodrug CMS, indicating their potential as an alternative antimicrobial therapy. Moreover, considering the control over the polymerization, the CP-LRP technique has the potential to provide an alternative platform for the development of polymer bioconjugates.

Item Type: Dataset
Subjects: Q Science > QD Chemistry
Q Science > QR Microbiology
R Medicine > RM Therapeutics. Pharmacology
Divisions: Faculty of Science > Chemistry
SWORD Depositor: Library Publications Router
Type of Data: Individual files: Excel, Word, PowerPoint, Origin, GPC software (from Agilent), MALDI ToF software (from Bruker), NMR software (from Bruker), HPLC software (from Agilent), PDF viewer, Photo viewer, Text viewer
Library of Congress Subject Headings (LCSH): Prodrugs, Polymerization, Multidrug resistance, Gram-negative bacteria
Journal or Publication Title: Bioconjugate Chemistry
Publisher: Department of Chemistry, University of Warwick
ISSN: 1043-1802
Official Date: 26 July 2017
Dates:
DateEvent
21 July 2017Accepted
26 July 2017Published
Date of first compliant deposit: 11 July 2017
DOI: 10.1021/acs.bioconjchem.7b00242
Status: Peer Reviewed
Publisher Statement: ** From PubMed via Jisc Publications Router.
Access rights to Published version: Restricted or Subscription Access
Description:

Experimental details for the measurement data including NMR, HPLC, GPC, MALDI-ToF MS, Disk Diffusion Assay, Minimum Inhibitory Concentration and Time Kill assays

RIOXX Funder/Project Grant:
Project/Grant IDRIOXX Funder NameFunder ID
DTA award 1367109[EPSRC] Engineering and Physical Sciences Research Councilhttp://dx.doi.org/10.13039/501100000266
ECF/2015-075Leverhulme Trusthttp://dx.doi.org/10.13039/501100000275
APP1109945National Health and Medical Research Councilhttp://dx.doi.org/10.13039/501100000925
APP1109945Australian Research Councilhttp://dx.doi.org/10.13039/501100000923
CE140100036Australian Research Councilhttp://dx.doi.org/10.13039/501100000923
R01 AI111965National Institutes of Healthhttp://dx.doi.org/10.13039/100000002
UNSPECIFIEDNational Health and Medical Research Councilhttp://dx.doi.org/10.13039/501100000925
UNSPECIFIEDAustralia. Governmenthttp://viaf.org/viaf/15068752
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Contributors:
ContributionNameContributor ID
DepositorZhu, Chongyu60011

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