Application of an enzymatic cascade reaction for the synthesis of the emeraldine salt form of polyaniline

The synthesis of the emeraldine salt form of polyaniline (PANI-ES) from aniline with Aspergillus sp. glucose oxidase (GOD), d -glucose, dissolved O 2 , and horseradish peroxidase isoenzyme C (HRPC) in the presence of large unilamellar vesicles of AOT (sodium bis-(2-ethylhexyl)sulfosuccinate) as temp...

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Veröffentlicht in:Chemical papers 2021-10, Vol.75 (10), p.5071-5085
Hauptverfasser: Kurisu, Minoru, Kissner, Reinhard, Imai, Masayuki, Walde, Peter
Format: Artikel
Sprache:eng
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Zusammenfassung:The synthesis of the emeraldine salt form of polyaniline (PANI-ES) from aniline with Aspergillus sp. glucose oxidase (GOD), d -glucose, dissolved O 2 , and horseradish peroxidase isoenzyme C (HRPC) in the presence of large unilamellar vesicles of AOT (sodium bis-(2-ethylhexyl)sulfosuccinate) as templates at pH = 4.3 and T  ~ 25 °C was investigated in a systematic way. In this cascade reaction mixture, the oxidation of aniline is catalyzed by HRPC with H 2 O 2 that is formed in situ as byproduct of the GOD-catalyzed oxidation of d -glucose with O 2 . Under the elaborated experimental conditions which we considered ideal, the formation of PANI-ES products is evident, as judged by UV/Vis/NIR and EPR measurements. Comparison was made with a reference reaction, which was run under similar conditions with added H 2 O 2 instead of GOD and d -glucose. Although the reference reaction was found to be superior, with the cascade reaction, PANI-ES products can still be obtained with high aniline conversion (> 90%) within 24 h as stable dark green PANI-ES/AOT vesicle dispersion. Our results show that the in situ formation of H 2 O 2 does not prevent the inactivation of HRPC known to occur in the reference reaction. Moreover, the GOD used in the cascade reaction is inactivated as well by polymerization intermediates.
ISSN:0366-6352
1336-9075
2585-7290
DOI:10.1007/s11696-021-01620-z