A1 Vertaisarvioitu alkuperäisartikkeli tieteellisessä lehdessä

Effects of pH and Oxidants on the First Steps of Polydopamine Formation: A Thermodynamic Approach




TekijätMikko Salomäki, Lauri Marttila, Henri Kivelä, Tuomo Ouvinen, Jukka Lukkari

KustantajaAMER CHEMICAL SOC

Julkaisuvuosi2018

JournalJournal of Physical Chemistry B

Tietokannassa oleva lehden nimiJOURNAL OF PHYSICAL CHEMISTRY B

Lehden akronyymiJ PHYS CHEM B

Vuosikerta122

Numero24

Aloitussivu6314

Lopetussivu6327

Sivujen määrä14

ISSN1520-6106

DOIhttps://doi.org/10.1021/acs.jpcb.8b02304

Rinnakkaistallenteen osoitehttps://research.utu.fi/converis/portal/detail/Publication/32140450


Tiivistelmä
We present a general thermodynamic top-down analysis of the effects of oxidants and pH on dopamine oxidation and cyclization, supplemented with UV-vis and electrochemical studies. The model is applicable to other catecholamines and various experimental conditions. The results show that the decisive physicochemical parameters in autoxidation are the pK values of the semiquinone and the amino group in the oxidized quinone. Addition of Ce(IV) or Fe(III) enhances dopamine oxidation in acidic media in aerobic and anaerobic conditions by the direct oxidation of dopamine and, in the presence of oxygen, also by the autoxidation of the formed semiquinone. At pH 4.5, the enhancement of the one-electron oxidation of dopamine explains the overall reaction enhancement, but at a lower pH, cyclization becomes rate-determining. Oxidation by Cu(II) at reasonable rates requires the presence of oxygen or chloride ions.

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