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Characterization of the laccase-mediated oligomerization of 4-hydroxybenzoic acid

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Characterization of the laccase-mediated oligomerization of 4-hydroxybenzoic acid

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dc.contributor.author	Slagman, Sjoerd
dc.contributor.author	Escorihuela Fuentes, Jorge
dc.contributor.author	Zuilhof, Han
dc.contributor.author	Franssen, Maurice C. R.
dc.date.accessioned	2019-06-10T13:33:09Z
dc.date.available	2019-06-10T13:33:09Z
dc.date.issued	2016
dc.identifier.citation	Slagman, Sjoerd Escorihuela Fuentes, Jorge Zuilhof, Han Franssen, Maurice C. R. 2016 Characterization of the laccase-mediated oligomerization of 4-hydroxybenzoic acid Rsc Advances 2016 6 99367 99375
dc.identifier.uri	https://hdl.handle.net/10550/70381
dc.description.abstract	Modifying inert poly(ethersulfone) membranes using laccase has proven to be an environmentally benign and easily applicable process to alter the membrane's surface properties. By this method phenolic acid monomers such as 4-hydroxybenzoic acid are grafted from the membrane surface to make it antifouling. In order to enhance the anti-fouling capabilities even further it is important to study the molecular details of this reaction. However, the nature of the products of laccase modification, either on a surface or in solution, has been studied only poorly. In this paper we report the formation of C3-C30, C3-O and C1-C30 linked dimers as the first products of the solution-phase laccase-mediated oligomerization of 4-hydroxybenzoic acid. These dimers can also act as substrate for laccase, and we show that their enzymatic oxidative coupling occurs far more rapidly than that of 4-hydroxybenzoic acid, which indicates that they are highly reactive intermediates that are efficiently polymerized onwards. The reactivity of each dimer is of large influence on its yield; dimers that are converted more rapidly are less abundant. This knowledge allows for further improvement of applications involving laccase such as the grafting of phenols on surfaces and enzymatic polymerization of lignin fragments.
dc.language.iso	eng
dc.relation.ispartof	Rsc Advances, 2016, vol. 2016, num. 6, p. 99367-99375
dc.subject	Química organometàl·lica
dc.subject	Reactivitat (Química)
dc.title	Characterization of the laccase-mediated oligomerization of 4-hydroxybenzoic acid
dc.type	journal article	es_ES
dc.date.updated	2019-06-10T13:33:09Z
dc.identifier.doi	10.1039/C6RA23040G
dc.identifier.idgrec	133091
dc.rights.accessRights	open access	es_ES