Regioselective hydroxylation in the production of 25-hydroxyvitamin D by Coprinopsis cinerea peroxygenase

Monohydroxylated metabolites of vitamin D3 (cholecalciferol) and vitamin D2 (ergocalciferol), generically known as 25-hydroxycalciferol, are better for several diseases, and other applications, than vitamin D (calciferol). This work describes a novel biotechnological approach for the preparation of 25-hydroxycalciferols, starting from readily available cholecalciferol and ergocalciferol. This approach enables the regioselective (100%) hydroxylation of these compounds (at the C-25 position) under mild and environmentally friendly conditions by using a peroxidase from the fungus Coprinopsis cinerea (gene model CC1G_08427T0 from the sequenced genome), which catalyzes monooxygenation with H2O2 as the only co-substrate (peroxygenase). Hydroxylation of cholecalciferol and ergocalciferol is a true peroxygenation, as demonstrated by incorporation of 18O from H218O2 into the products. The peroxygenase has additional advantages related to its recombinant nature, enabling enzyme engineering and low-cost overexpression in an industrial host. Therefore, the peroxygenase is a promising biocatalyst for the production of vitamin D active metabolites.

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Bibliographic Details
Main Authors: Babot, Esteban Daniel, Río Andrade, José Carlos del, Kallum, Lisbeth, Martínez, Ángel T., Gutiérrez Suárez, Ana
Format: artículo biblioteca
Language:English
Published: Wiley-VCH 2015
Subjects:Peroxygenase, Vitamin D, Hydroxylation, Cholecalciferol, Ergocalciferol,
Online Access:http://onlinelibrary.wiley.com/doi/10.1002/cctc.201402795/abstract
http://hdl.handle.net/10261/113232
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