Biocatalytic access to chiral polyesters by an artificial enzyme cascade synthesis

Schmidt S, Buechsenschuetz HC, Scherkus C, Liese A, Gröger H, Bornscheuer UT (2015)
ChemCatChem 7(23): 3951-3955.

Zeitschriftenaufsatz | Veröffentlicht | Englisch
 
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Autor*in
Schmidt, Sandy; Buechsenschuetz, Hanna C.; Scherkus, Christian; Liese, Andreas; Gröger, HaraldUniBi; Bornscheuer, Uwe T.
Abstract / Bemerkung
Chiral polyesters in general can be employed for versatile biomedical purposes, but in vitro enzyme catalyzed biocatalytic routes by a multiple-step cascade to make these functional biodegradable chiral polyesters have been hardly investigated. Recently, we developed an artificial three-step enzymatic cascade synthesis by combining an alcohol dehydrogenase (ADH), a Baeyer-Villiger monooxygenase (BVMO) and a lipase (CAL-A). Here, we extended this cascade for the synthesis of chiral methyl-substituted oligo-e-caprolactone derivatives to achieve both, the generation of chirality in a monomer and the subsequent polymerization. Several substrates were examined and provided access to functionalized chiral compounds in high yields (up to > 99%) and optical purities (up to > 99% ee). By subsequent enzymatic enantioselective ring opening of the enantiopure monomers, oligomeric lactones were successfully synthesized.
Stichworte
alcohols
Erscheinungsjahr
2015
Zeitschriftentitel
ChemCatChem
Band
7
Ausgabe
23
Seite(n)
3951-3955
ISSN
1867-3880
eISSN
1867-3899
Page URI
https://pub.uni-bielefeld.de/record/2901254

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Schmidt S, Buechsenschuetz HC, Scherkus C, Liese A, Gröger H, Bornscheuer UT. Biocatalytic access to chiral polyesters by an artificial enzyme cascade synthesis. ChemCatChem. 2015;7(23):3951-3955.
Schmidt, S., Buechsenschuetz, H. C., Scherkus, C., Liese, A., Gröger, H., & Bornscheuer, U. T. (2015). Biocatalytic access to chiral polyesters by an artificial enzyme cascade synthesis. ChemCatChem, 7(23), 3951-3955. doi:10.1002/cctc.201500823
Schmidt, S., Buechsenschuetz, H. C., Scherkus, C., Liese, A., Gröger, H., and Bornscheuer, U. T. (2015). Biocatalytic access to chiral polyesters by an artificial enzyme cascade synthesis. ChemCatChem 7, 3951-3955.
Schmidt, S., et al., 2015. Biocatalytic access to chiral polyesters by an artificial enzyme cascade synthesis. ChemCatChem, 7(23), p 3951-3955.
S. Schmidt, et al., “Biocatalytic access to chiral polyesters by an artificial enzyme cascade synthesis”, ChemCatChem, vol. 7, 2015, pp. 3951-3955.
Schmidt, S., Buechsenschuetz, H.C., Scherkus, C., Liese, A., Gröger, H., Bornscheuer, U.T.: Biocatalytic access to chiral polyesters by an artificial enzyme cascade synthesis. ChemCatChem. 7, 3951-3955 (2015).
Schmidt, Sandy, Buechsenschuetz, Hanna C., Scherkus, Christian, Liese, Andreas, Gröger, Harald, and Bornscheuer, Uwe T. “Biocatalytic access to chiral polyesters by an artificial enzyme cascade synthesis”. ChemCatChem 7.23 (2015): 3951-3955.

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