Limits...
In vitro characterization of an enzymatic redox cascade composed of an alcohol dehydrogenase, an enoate reductases and a Baeyer-Villiger monooxygenase.

Oberleitner N, Peters C, Rudroff F, Bornscheuer UT, Mihovilovic MD - J. Biotechnol. (2014)

Bottom Line: An artificial enzyme cascade composed of an alcohol dehydrogenase, an enoate reductase and a Baeyer-Villiger monooxygenase was investigated in vitro to gain deeper mechanistic insights and understand the assets and drawbacks of this multi-step biocatalysis.Several substrates composed of different structural motifs were examined and provided access to functionalized chiral compounds in high yields (up to >99%) and optical purities (up to >99%).Hence, the applicability of the presented enzymatic cascade was exploited for the synthesis of biorenewable polyesters.

View Article: PubMed Central - PubMed

Affiliation: Institute of Applied Synthetic Chemistry, Vienna University of Technology, Getreidemarkt 9/163-OC, 1060 Vienna, Austria.

Show MeSH
(1S,5R)-Carveol – in vitro non sequential cascade.
© Copyright Policy - CC BY-NC-ND
Related In: Results  -  Collection

License
getmorefigures.php?uid=PMC4263279&req=5

fig0035: (1S,5R)-Carveol – in vitro non sequential cascade.

Mentions: For a better comparison of the in vitro with the in vivo cascades we further investigated a non-sequential reaction approach by mixing starting material, all enzymes and cofactors at once. By applying this one pot, single operation protocol we observed a significant increase in the production of the undesired by-product dihydrocarveol (6c-ol) in comparison to the sequential cascade of (1S,5R)-carveol (6a) (Fig. 4).


In vitro characterization of an enzymatic redox cascade composed of an alcohol dehydrogenase, an enoate reductases and a Baeyer-Villiger monooxygenase.

Oberleitner N, Peters C, Rudroff F, Bornscheuer UT, Mihovilovic MD - J. Biotechnol. (2014)

(1S,5R)-Carveol – in vitro non sequential cascade.
© Copyright Policy - CC BY-NC-ND
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC4263279&req=5

fig0035: (1S,5R)-Carveol – in vitro non sequential cascade.
Mentions: For a better comparison of the in vitro with the in vivo cascades we further investigated a non-sequential reaction approach by mixing starting material, all enzymes and cofactors at once. By applying this one pot, single operation protocol we observed a significant increase in the production of the undesired by-product dihydrocarveol (6c-ol) in comparison to the sequential cascade of (1S,5R)-carveol (6a) (Fig. 4).

Bottom Line: An artificial enzyme cascade composed of an alcohol dehydrogenase, an enoate reductase and a Baeyer-Villiger monooxygenase was investigated in vitro to gain deeper mechanistic insights and understand the assets and drawbacks of this multi-step biocatalysis.Several substrates composed of different structural motifs were examined and provided access to functionalized chiral compounds in high yields (up to >99%) and optical purities (up to >99%).Hence, the applicability of the presented enzymatic cascade was exploited for the synthesis of biorenewable polyesters.

View Article: PubMed Central - PubMed

Affiliation: Institute of Applied Synthetic Chemistry, Vienna University of Technology, Getreidemarkt 9/163-OC, 1060 Vienna, Austria.

Show MeSH