Oxygen-Depleted Calixarenes as Ligands for Molecular Models of Galactose Oxidase.
Chemistry
; 25(58): 13285-13289, 2019 Oct 17.
Article
in En
| MEDLINE
| ID: mdl-31441974
ABSTRACT
A 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.
Key words
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Main subject:
Oxygen
/
Calixarenes
/
Galactose Oxidase
Language:
En
Journal:
Chemistry
Journal subject:
QUIMICA
Year:
2019
Document type:
Article
Affiliation country: