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Title: Enzyme-assisted in vivo polymerisation of conjugated oligomer based conductors

Abstract

Conjugated polymers conduct both electronic and ionic carriers and thus can stimulate and translate biological signals when used as active materials in bioelectronic devices. Self- and on-demand organization of the active material directly in the in vivo environment can result in the seamless integration of the bioelectronic interface. Along that line, we recently demonstrated spontaneous in vivo polymerization of the conjugated oligomer ETE-S in the vascular tissue of plants and the formation of conducting wires. In this work, we elucidate the mechanism of the in vivo polymerization of the ETE-S trimer and demonstrate that ETE-S polymerizes due to an enzymatic reaction where the enzyme peroxidase is the catalyst and hydrogen peroxide is the oxidant. ETE-S, therefore, represents the first example of a conducting polymer that is enzymatically polymerized in vivo. By reproducing the reaction in vitro, we gain further insight on the polymerization mechanism and show that hydrogen peroxide is the limiting factor. In plants the ETE-S triggers the catalytic cycle responsible for the lignification process, hacks this biochemical pathway and integrates within the plant cell wall, forming conductors along the plant structure.

Authors:
ORCiD logo [1];  [1];  [1];  [2];  [1]; ORCiD logo [1]
  1. Laboratory of Organic Electronics, Department of Science and Technology, Linköping University, Norrköping, Sweden
  2. Center for Polymers and Organic Solids, Department of Chemistry and Biochemistry, Materials, and Physics, University of California, Santa Barbara, USA
Publication Date:
Research Org.:
Univ. of California, Santa Barbara, CA (United States)
Sponsoring Org.:
University of California, Santa Barbara, CA (United States); USDOE; European Union (EU); Swedish Research Council (SRC)
OSTI Identifier:
1604481
Alternate Identifier(s):
OSTI ID: 1661627; OSTI ID: 1661659
Grant/Contract Number:  
SC0017659; 800926
Resource Type:
Published Article
Journal Name:
Journal of Materials Chemistry. B
Additional Journal Information:
Journal Name: Journal of Materials Chemistry. B Journal Volume: 8 Journal Issue: 19; Journal ID: ISSN 2050-750X
Publisher:
Royal Society of Chemistry
Country of Publication:
United Kingdom
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats

Dufil, Gwennaël, Parker, Daniela, Gerasimov, Jennifer Y., Nguyen, Thuc-Quyen, Berggren, Magnus, and Stavrinidou, Eleni. Enzyme-assisted in vivo polymerisation of conjugated oligomer based conductors. United Kingdom: N. p., 2020. Web. doi:10.1039/D0TB00212G.
Dufil, Gwennaël, Parker, Daniela, Gerasimov, Jennifer Y., Nguyen, Thuc-Quyen, Berggren, Magnus, & Stavrinidou, Eleni. Enzyme-assisted in vivo polymerisation of conjugated oligomer based conductors. United Kingdom. doi:https://doi.org/10.1039/D0TB00212G
Dufil, Gwennaël, Parker, Daniela, Gerasimov, Jennifer Y., Nguyen, Thuc-Quyen, Berggren, Magnus, and Stavrinidou, Eleni. Fri . "Enzyme-assisted in vivo polymerisation of conjugated oligomer based conductors". United Kingdom. doi:https://doi.org/10.1039/D0TB00212G.
@article{osti_1604481,
title = {Enzyme-assisted in vivo polymerisation of conjugated oligomer based conductors},
author = {Dufil, Gwennaël and Parker, Daniela and Gerasimov, Jennifer Y. and Nguyen, Thuc-Quyen and Berggren, Magnus and Stavrinidou, Eleni},
abstractNote = {Conjugated polymers conduct both electronic and ionic carriers and thus can stimulate and translate biological signals when used as active materials in bioelectronic devices. Self- and on-demand organization of the active material directly in the in vivo environment can result in the seamless integration of the bioelectronic interface. Along that line, we recently demonstrated spontaneous in vivo polymerization of the conjugated oligomer ETE-S in the vascular tissue of plants and the formation of conducting wires. In this work, we elucidate the mechanism of the in vivo polymerization of the ETE-S trimer and demonstrate that ETE-S polymerizes due to an enzymatic reaction where the enzyme peroxidase is the catalyst and hydrogen peroxide is the oxidant. ETE-S, therefore, represents the first example of a conducting polymer that is enzymatically polymerized in vivo. By reproducing the reaction in vitro, we gain further insight on the polymerization mechanism and show that hydrogen peroxide is the limiting factor. In plants the ETE-S triggers the catalytic cycle responsible for the lignification process, hacks this biochemical pathway and integrates within the plant cell wall, forming conductors along the plant structure.},
doi = {10.1039/D0TB00212G},
journal = {Journal of Materials Chemistry. B},
number = 19,
volume = 8,
place = {United Kingdom},
year = {2020},
month = {3}
}

Journal Article:
Free Publicly Available Full Text
Publisher's Version of Record
DOI: https://doi.org/10.1039/D0TB00212G

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