Green Light-Responsive CO-Releasing Polymeric Materials Derived from Ring-Opening Metathesis Polymerization

Upendar Reddy Gandra, Alessandro Sinopoli, Salvador Moncho Escriva, Manjula Nandakumar, Dragan B. Ninković, Snežana D. Zarić, Muhammad Sohail, Saeed Al-Meer, Edward Brothers, Nayef Mazloum, Mohammed Al-Hashimi, Hassan S. Bazzi

Research output: Contribution to journalArticle

Abstract

Carbon monoxide (CO) is an important biological gasotransmitter in living cells. Precise spatial and temporal control over release of CO is a major requirement for clinical application. To date, the most reported carbon monoxide releasing materials use expensive fabrication methods and require harmful and poorly designed tissue-penetrating UV irradiation to initiate the CO release precisely at infected sites. Herein, we report the first example of utilizing a green light-responsive CO-releasing polymer P synthesized via ring-opening metathesis polymerization. Both monomer M and polymer P were very stable under dark conditions and CO release was effectively triggered using minimal power and low energy wavelength irradiation (550 nm, ≤28 mW). Time-dependent density functional theory (TD-DFT) calculations were carried out to simulate the electronic transition and insight into the nature of the excitations for both L and M. TD-DFT calculations indicate that the absorption peak of M is mainly due to the excitation of the seventh singlet excited state, S7. Furthermore, stretchable materials using polytetrafluoroethylene (PTFE) strips based on P were fabricated to afford P-PTFE, which can be used as a simple, inexpensive, and portable CO storage bandage. Insignificant cytotoxicity as well as cell permeability was found for M and P against human embryonic kidney cells.

Original languageEnglish
JournalACS Applied Materials and Interfaces
DOIs
Publication statusAccepted/In press - 1 Jan 2019

Fingerprint

Methyl Green
Ring opening polymerization
Carbon Monoxide
Carbon monoxide
Polymers
Polytetrafluoroethylene
Polytetrafluoroethylenes
Density functional theory
Gasotransmitters
Irradiation
Cytotoxicity
Excited states
Monomers
Cells
Tissue
Fabrication
Wavelength

Keywords

  • carbon monoxide (CO)
  • CO-releasing material (CORMat)
  • light-responsive
  • polymer conjugates
  • portable CO storage and CO release bandage

ASJC Scopus subject areas

  • Materials Science(all)

Cite this

Green Light-Responsive CO-Releasing Polymeric Materials Derived from Ring-Opening Metathesis Polymerization. / Gandra, Upendar Reddy; Sinopoli, Alessandro; Moncho Escriva, Salvador; Nandakumar, Manjula; Ninković, Dragan B.; Zarić, Snežana D.; Sohail, Muhammad; Al-Meer, Saeed; Brothers, Edward; Mazloum, Nayef; Al-Hashimi, Mohammed; Bazzi, Hassan S.

In: ACS Applied Materials and Interfaces, 01.01.2019.

Research output: Contribution to journalArticle

@article{979452983a1447e5a6b2f060210cdcb5,
title = "Green Light-Responsive CO-Releasing Polymeric Materials Derived from Ring-Opening Metathesis Polymerization",
abstract = "Carbon monoxide (CO) is an important biological gasotransmitter in living cells. Precise spatial and temporal control over release of CO is a major requirement for clinical application. To date, the most reported carbon monoxide releasing materials use expensive fabrication methods and require harmful and poorly designed tissue-penetrating UV irradiation to initiate the CO release precisely at infected sites. Herein, we report the first example of utilizing a green light-responsive CO-releasing polymer P synthesized via ring-opening metathesis polymerization. Both monomer M and polymer P were very stable under dark conditions and CO release was effectively triggered using minimal power and low energy wavelength irradiation (550 nm, ≤28 mW). Time-dependent density functional theory (TD-DFT) calculations were carried out to simulate the electronic transition and insight into the nature of the excitations for both L and M. TD-DFT calculations indicate that the absorption peak of M is mainly due to the excitation of the seventh singlet excited state, S7. Furthermore, stretchable materials using polytetrafluoroethylene (PTFE) strips based on P were fabricated to afford P-PTFE, which can be used as a simple, inexpensive, and portable CO storage bandage. Insignificant cytotoxicity as well as cell permeability was found for M and P against human embryonic kidney cells.",
keywords = "carbon monoxide (CO), CO-releasing material (CORMat), light-responsive, polymer conjugates, portable CO storage and CO release bandage",
author = "Gandra, {Upendar Reddy} and Alessandro Sinopoli and {Moncho Escriva}, Salvador and Manjula Nandakumar and Ninković, {Dragan B.} and Zarić, {Snežana D.} and Muhammad Sohail and Saeed Al-Meer and Edward Brothers and Nayef Mazloum and Mohammed Al-Hashimi and Bazzi, {Hassan S.}",
year = "2019",
month = "1",
day = "1",
doi = "10.1021/acsami.9b12628",
language = "English",
journal = "ACS Applied Materials and Interfaces",
issn = "1944-8244",
publisher = "American Chemical Society",

}

TY - JOUR

T1 - Green Light-Responsive CO-Releasing Polymeric Materials Derived from Ring-Opening Metathesis Polymerization

AU - Gandra, Upendar Reddy

AU - Sinopoli, Alessandro

AU - Moncho Escriva, Salvador

AU - Nandakumar, Manjula

AU - Ninković, Dragan B.

AU - Zarić, Snežana D.

AU - Sohail, Muhammad

AU - Al-Meer, Saeed

AU - Brothers, Edward

AU - Mazloum, Nayef

AU - Al-Hashimi, Mohammed

AU - Bazzi, Hassan S.

PY - 2019/1/1

Y1 - 2019/1/1

N2 - Carbon monoxide (CO) is an important biological gasotransmitter in living cells. Precise spatial and temporal control over release of CO is a major requirement for clinical application. To date, the most reported carbon monoxide releasing materials use expensive fabrication methods and require harmful and poorly designed tissue-penetrating UV irradiation to initiate the CO release precisely at infected sites. Herein, we report the first example of utilizing a green light-responsive CO-releasing polymer P synthesized via ring-opening metathesis polymerization. Both monomer M and polymer P were very stable under dark conditions and CO release was effectively triggered using minimal power and low energy wavelength irradiation (550 nm, ≤28 mW). Time-dependent density functional theory (TD-DFT) calculations were carried out to simulate the electronic transition and insight into the nature of the excitations for both L and M. TD-DFT calculations indicate that the absorption peak of M is mainly due to the excitation of the seventh singlet excited state, S7. Furthermore, stretchable materials using polytetrafluoroethylene (PTFE) strips based on P were fabricated to afford P-PTFE, which can be used as a simple, inexpensive, and portable CO storage bandage. Insignificant cytotoxicity as well as cell permeability was found for M and P against human embryonic kidney cells.

AB - Carbon monoxide (CO) is an important biological gasotransmitter in living cells. Precise spatial and temporal control over release of CO is a major requirement for clinical application. To date, the most reported carbon monoxide releasing materials use expensive fabrication methods and require harmful and poorly designed tissue-penetrating UV irradiation to initiate the CO release precisely at infected sites. Herein, we report the first example of utilizing a green light-responsive CO-releasing polymer P synthesized via ring-opening metathesis polymerization. Both monomer M and polymer P were very stable under dark conditions and CO release was effectively triggered using minimal power and low energy wavelength irradiation (550 nm, ≤28 mW). Time-dependent density functional theory (TD-DFT) calculations were carried out to simulate the electronic transition and insight into the nature of the excitations for both L and M. TD-DFT calculations indicate that the absorption peak of M is mainly due to the excitation of the seventh singlet excited state, S7. Furthermore, stretchable materials using polytetrafluoroethylene (PTFE) strips based on P were fabricated to afford P-PTFE, which can be used as a simple, inexpensive, and portable CO storage bandage. Insignificant cytotoxicity as well as cell permeability was found for M and P against human embryonic kidney cells.

KW - carbon monoxide (CO)

KW - CO-releasing material (CORMat)

KW - light-responsive

KW - polymer conjugates

KW - portable CO storage and CO release bandage

UR - http://www.scopus.com/inward/record.url?scp=85072508757&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85072508757&partnerID=8YFLogxK

U2 - 10.1021/acsami.9b12628

DO - 10.1021/acsami.9b12628

M3 - Article

C2 - 31490644

AN - SCOPUS:85072508757

JO - ACS Applied Materials and Interfaces

JF - ACS Applied Materials and Interfaces

SN - 1944-8244

ER -