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2019-09-19Zeitschriftenartikel DOI: 10.18452/20840
Oxygen-Depleted Calixarenes as Ligands for Molecular Models of Galactose Oxidase
dc.contributor.authorKeck, Matthias
dc.contributor.authorHoof, Santina
dc.contributor.authorHerwig, Christian
dc.contributor.authorVigalok, Arkadi
dc.contributor.authorLimberg, Christian
dc.date.accessioned2019-11-27T08:58:05Z
dc.date.available2019-11-27T08:58:05Z
dc.date.issued2019-09-19none
dc.identifier.other10.1002/chem.201903820
dc.identifier.urihttp://edoc.hu-berlin.de/18452/21574
dc.description.abstractA calix[4]arene ligand, in which two of the phenol functions are replaced by pyrazole units has been employed to mimic the His2–Tyr2 (His: histidine, Tyr: tyrosine) ligand sphere within the active site of the galactose oxidase (GO). The calixarene backbone forces the corresponding copper(II) complex into a see‐saw‐type structure, which is hitherto unprecedented in GO modelling chemistry. It undergoes a one‐electron oxidation that is centered at the phenolate donor leading to a copper‐coordinated phenoxyl radical like in the GO. Accordingly, the complex was tested as a functional model and indeed proved capable of oxidizing benzyl alcohol to the respective aldehyde using two phenoxyl‐radical equivalents as oxidants. Finally, the results show that the calixarene platform can be utilized to arrange donor functions to biomimetic binding pockets that allow for the creation of novel types of model compounds.eng
dc.language.isoengnone
dc.publisherHumboldt-Universität zu Berlin
dc.rights(CC BY 4.0) Attribution 4.0 Internationalger
dc.rights.urihttps://creativecommons.org/licenses/by/4.0/
dc.subject.ddc540 Chemie und zugeordnete Wissenschaftennone
dc.subject.ddc660 Chemische Verfahrenstechnik und verwandte Technologiennone
dc.titleOxygen-Depleted Calixarenes as Ligands for Molecular Models of Galactose Oxidasenone
dc.typearticle
dc.identifier.urnurn:nbn:de:kobv:11-110-18452/21574-7
dc.identifier.doihttp://dx.doi.org/10.18452/20840
dc.type.versionpublishedVersionnone
local.edoc.container-titleChemistry - a European journalnone
local.edoc.pages5none
local.edoc.type-nameZeitschriftenartikel
local.edoc.institutionMathematisch-Naturwissenschaftliche Fakultätnone
local.edoc.container-typeperiodical
local.edoc.container-type-nameZeitschrift
local.edoc.container-publisher-nameWiley-VCHnone
local.edoc.container-publisher-placeWeinheimnone
local.edoc.container-volume25none
local.edoc.container-issue58none
local.edoc.container-firstpage13285none
local.edoc.container-lastpage13289none
dc.description.versionPeer Reviewednone
dc.identifier.eissn1521-3765

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