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1.
Nat Chem Biol ; 13(3): 275-281, 2017 03.
Artículo en Inglés | MEDLINE | ID: mdl-28068311

RESUMEN

The asymmetric dehydration of alcohols is an important process for the direct synthesis of alkenes. We report the structure and substrate specificity of the bifunctional linalool dehydratase isomerase (LinD) from the bacterium Castellaniella defragrans that catalyzes in nature the hydration of ß-myrcene to linalool and the subsequent isomerization to geraniol. Enzymatic kinetic resolutions of truncated and elongated aromatic and aliphatic tertiary alcohols (C5-C15) that contain a specific signature motif demonstrate the broad substrate specificity of LinD. The three-dimensional structure of LinD from Castellaniella defragrans revealed a pentamer with active sites at the protomer interfaces. Furthermore, the structure of LinD in complex with the product geraniol provides initial mechanistic insights into this bifunctional enzyme. Site-directed mutagenesis confirmed active site amino acid residues essential for its dehydration and isomerization activity. These structural and mechanistic insights facilitate the development of hydrating catalysts, enriching the toolbox for novel bond-forming biocatalysis.


Asunto(s)
Alcoholes/química , Alcoholes/metabolismo , Hidroliasas/metabolismo , Biocatálisis , Deshidratación , Estructura Molecular
2.
Chem Commun (Camb) ; 47(3): 944-6, 2011 Jan 21.
Artículo en Inglés | MEDLINE | ID: mdl-21079837

RESUMEN

A minimal enriched P450 BM3 library was screened for the ability to oxidize inert cyclic and acyclic alkanes. The F87A/A328V mutant was found to effectively hydroxylate cyclooctane, cyclodecane and cyclododecane. F87V/A328F with high activity towards cyclooctane hydroxylated acyclic n-octane to 2-(R)-octanol (46% ee) with high regioselectivity (92%).


Asunto(s)
Alcanos/metabolismo , Bacillus megaterium/enzimología , Proteínas Bacterianas/genética , Proteínas Bacterianas/metabolismo , Sistema Enzimático del Citocromo P-450/genética , Sistema Enzimático del Citocromo P-450/metabolismo , Mutación , NADPH-Ferrihemoproteína Reductasa/genética , NADPH-Ferrihemoproteína Reductasa/metabolismo , Alcanos/química , Ciclización , Hidroxilación , Modelos Moleculares , Oxidación-Reducción , Especificidad por Sustrato
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