Methionine-based carbon monoxide releasing polymer for the prevention of biofilm formation

Carbon monoxide (CO) is being increasingly appreciated as a major physiological gasomediator and plays significant roles in different biological activities. However, site-specific delivery of this toxic gas faces major difficulties in the healthcare system in terms of unavailability of appropriate e...

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Published inPolymer chemistry Vol. 12; no. 27; pp. 3968 - 3975
Main Authors Maiti, Binoy, Ng, Gervase, Abramov, Alex, Boyer, Cyrille, Díaz, David Díaz
Format Journal Article
LanguageEnglish
Published Cambridge Royal Society of Chemistry 21.07.2021
Subjects
Addition polymerization
Biofilms
Block copolymers
Carbon monoxide
Chain transfer
Chemical compounds
Dimers
Ethylene glycol
Inductively coupled plasma
Methionine
Myoglobins
Optical emission spectroscopy
Pharmacology
Polymer chemistry
Polymers
Pseudomonas aeruginosa
Releasing
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Abstract Carbon monoxide (CO) is being increasingly appreciated as a major physiological gasomediator and plays significant roles in different biological activities. However, site-specific delivery of this toxic gas faces major difficulties in the healthcare system in terms of unavailability of appropriate equipment for delivery. A well-known and most studied carbon monoxide releasing molecule (CORM) is tricarbonyldichlororuthenium( ii ) dimer (Ru 2 Cl 4 (CO) 6 ). However, its use as a therapeutic agent is restricted due to its poor water solubility and a short half-life. In order to solve this issues we have designed and synthesized a water-soluble methionine (methionine methacryloyloxyethyl ester (METMA)) and poly(ethylene glycol methyl ether methacrylate) containing block-copolymer via reversible addition-fragmentation chain transfer (RAFT) polymerization and attached the CORM in the methionine side chain units. Inductively coupled plasma optical emission spectrometry (ICP-OES) and FT-IR confirms the presence of CORM molecule into the polymer. The time-dependent CO release from CORM conjugated block-copolymer was investigated by a myoglobin assay. This CORM conjugated block-copolymer slowly and spontaneously released CO with sustained-release kinetics. Moreover, this CO-releasing polymer was able to prevent biofilm formation against Pseudomonas aeruginosa . A new water-soluble methionine-based CO releasing polymer shows slow and spontaneous release of CO with sustained-release kinetics, preventing biofilm formation against Pseudomonas aeruginosa .
AbstractList Carbon monoxide (CO) is being increasingly appreciated as a major physiological gasomediator and plays significant roles in different biological activities. However, site-specific delivery of this toxic gas faces major difficulties in the healthcare system in terms of unavailability of appropriate equipment for delivery. A well-known and most studied carbon monoxide releasing molecule (CORM) is tricarbonyldichlororuthenium(ii) dimer (Ru2Cl4(CO)6). However, its use as a therapeutic agent is restricted due to its poor water solubility and a short half-life. In order to solve this issues we have designed and synthesized a water-soluble methionine (methionine methacryloyloxyethyl ester (METMA)) and poly(ethylene glycol methyl ether methacrylate) containing block-copolymer via reversible addition–fragmentation chain transfer (RAFT) polymerization and attached the CORM in the methionine side chain units. Inductively coupled plasma optical emission spectrometry (ICP-OES) and FT-IR confirms the presence of CORM molecule into the polymer. The time-dependent CO release from CORM conjugated block-copolymer was investigated by a myoglobin assay. This CORM conjugated block-copolymer slowly and spontaneously released CO with sustained-release kinetics. Moreover, this CO-releasing polymer was able to prevent biofilm formation against Pseudomonas aeruginosa.
Carbon monoxide (CO) is being increasingly appreciated as a major physiological gasomediator and plays significant roles in different biological activities. However, site-specific delivery of this toxic gas faces major difficulties in the healthcare system in terms of unavailability of appropriate equipment for delivery. A well-known and most studied carbon monoxide releasing molecule (CORM) is tricarbonyldichlororuthenium( ii ) dimer (Ru 2 Cl 4 (CO) 6 ). However, its use as a therapeutic agent is restricted due to its poor water solubility and a short half-life. In order to solve this issues we have designed and synthesized a water-soluble methionine (methionine methacryloyloxyethyl ester (METMA)) and poly(ethylene glycol methyl ether methacrylate) containing block-copolymer via reversible addition–fragmentation chain transfer (RAFT) polymerization and attached the CORM in the methionine side chain units. Inductively coupled plasma optical emission spectrometry (ICP-OES) and FT-IR confirms the presence of CORM molecule into the polymer. The time-dependent CO release from CORM conjugated block-copolymer was investigated by a myoglobin assay. This CORM conjugated block-copolymer slowly and spontaneously released CO with sustained-release kinetics. Moreover, this CO-releasing polymer was able to prevent biofilm formation against Pseudomonas aeruginosa .
Carbon monoxide (CO) is being increasingly appreciated as a major physiological gasomediator and plays significant roles in different biological activities. However, site-specific delivery of this toxic gas faces major difficulties in the healthcare system in terms of unavailability of appropriate equipment for delivery. A well-known and most studied carbon monoxide releasing molecule (CORM) is tricarbonyldichlororuthenium( ii ) dimer (Ru 2 Cl 4 (CO) 6 ). However, its use as a therapeutic agent is restricted due to its poor water solubility and a short half-life. In order to solve this issues we have designed and synthesized a water-soluble methionine (methionine methacryloyloxyethyl ester (METMA)) and poly(ethylene glycol methyl ether methacrylate) containing block-copolymer via reversible addition-fragmentation chain transfer (RAFT) polymerization and attached the CORM in the methionine side chain units. Inductively coupled plasma optical emission spectrometry (ICP-OES) and FT-IR confirms the presence of CORM molecule into the polymer. The time-dependent CO release from CORM conjugated block-copolymer was investigated by a myoglobin assay. This CORM conjugated block-copolymer slowly and spontaneously released CO with sustained-release kinetics. Moreover, this CO-releasing polymer was able to prevent biofilm formation against Pseudomonas aeruginosa . A new water-soluble methionine-based CO releasing polymer shows slow and spontaneous release of CO with sustained-release kinetics, preventing biofilm formation against Pseudomonas aeruginosa .
Author Díaz, David Díaz
Ng, Gervase
Abramov, Alex
Boyer, Cyrille
Maiti, Binoy
AuthorAffiliation School of Chemical Engineering
Departamento de Química Orgánica
UNSW Australia
Institut für Organische Chemie
Universität Regensburg
Instituto de Bio-Orgánica Antonio González
Universidad de La Laguna
Australian Centre for NanoMedicine (ACN)
AuthorAffiliation_xml – name: Australian Centre for NanoMedicine (ACN)
– name: UNSW Australia
– name: Universidad de La Laguna
– name: Universität Regensburg
– name: School of Chemical Engineering
– name: Instituto de Bio-Orgánica Antonio González
– name: Institut für Organische Chemie
– name: Departamento de Química Orgánica
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Snippet Carbon monoxide (CO) is being increasingly appreciated as a major physiological gasomediator and plays significant roles in different biological activities....
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SubjectTerms Addition polymerization
Biofilms
Block copolymers
Carbon monoxide
Chain transfer
Chemical compounds
Dimers
Ethylene glycol
Inductively coupled plasma
Methionine
Myoglobins
Optical emission spectroscopy
Pharmacology
Polymer chemistry
Polymers
Pseudomonas aeruginosa
Releasing
Title Methionine-based carbon monoxide releasing polymer for the prevention of biofilm formation
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