Polymer Enzyme Conjugates as Chiral Ligands for Sharpless Dihydroxylation of Alkenes in Organic Solvents

Conjugates of enzymes and poly(2‐methyloxazoline) were used as organosoluble amphiphilic polymer nanocontainers for dissolving osmate, thereby converting the enzymes into organosoluble artificial metalloenzymes. These were shown to catalyze the dihydroxylation of different alkenes with high enantios...

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Bibliographic Details
Published in:Chembiochem : a European journal of chemical biology 2015-01, Vol.16 (1), p.83-90
Main Authors: Konieczny, Stefan, Leurs, Melanie, Tiller, Joerg C.
Format: Article
Language:English
Subjects:
Alkenes - chemistry
artificial metalloenzymes
asymmetric catalysis
Biocatalysis
Chymotrypsin - chemistry
Enzymes
Fungal Proteins - chemistry
Hydroxylation
Laccase - chemistry
Ligands
Lipase - chemistry
Muramidase - chemistry
organic solvents
Oxazoles - chemistry
Peroxidase - chemistry
polymer enzyme conjugates
Polymers - chemistry
Sharpless dihydroxylation
Solvents
Stereoisomerism
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Summary:Conjugates of enzymes and poly(2‐methyloxazoline) were used as organosoluble amphiphilic polymer nanocontainers for dissolving osmate, thereby converting the enzymes into organosoluble artificial metalloenzymes. These were shown to catalyze the dihydroxylation of different alkenes with high enantioselectivity. The highest selectivities, found for osmate complexed with laccase polymer–enzyme conjugates (PECs), even exceed those of classical Sharpless catalysts. Count Os in: We report organosoluble artificial metalloenzymes, generated from poly(2‐methyl‐oxazoline) enzyme conjugates and osmate as a promising new catalytic system for the dihydroxylation of alkenes in organic media.
ISSN:1439-4227
1439-7633
DOI:10.1002/cbic.201402339