An enzyme cascade synthesis of ε-caprolactone and its oligomers

Sandy Schmidt, Christian Scherkus, Jan Muschiol, Ulf Menyes, Till Winkler, Werner Hummel, Harald Gröger, Andreas Liese, Hans Georg Herz, Uwe T. Bornscheuer

Publikation: Beitrag in einer FachzeitschriftArtikelBegutachtung

Abstract

Poly-ε-caprolactone (PCL) is chemically produced on an industrial scale in spite of the need for hazardous peracetic acid as an oxidation reagent. Although Baeyer-Villiger monooxygenases (BVMO) in principle enable the enzymatic synthesis of ε-caprolactone (ε-CL) directly from cyclohexanone with molecular oxygen, current systems suffer from low productivity and are subject to substrate and product inhibition. The major limitations for such a biocatalytic route to produce this bulk chemical were overcome by combining an alcohol dehydrogenase with a BVMO to enable the efficient oxidation of cyclohexanol to ε-CL. Key to success was a subsequent direct ring-opening oligomerization of in situ formed ε-CL in the aqueous phase by using lipase A from Candida antarctica, thus efficiently solving the product inhibition problem and leading to the formation of oligo-ε-CL at more than 20 g L-1 when starting from 200 mM cyclohexanol. This oligomer is easily chemically polymerized to PCL.

Originalspracheenglisch
Seiten (von - bis)2784-2787
Seitenumfang4
FachzeitschriftAngewandte Chemie / International Edition
Jahrgang54
Ausgabenummer9
DOIs
PublikationsstatusVeröffentlicht - 23 Feb 2015

ASJC Scopus subject areas

  • Katalyse
  • Chemie (insg.)

Fingerprint

Untersuchen Sie die Forschungsthemen von „An enzyme cascade synthesis of ε-caprolactone and its oligomers“. Zusammen bilden sie einen einzigartigen Fingerprint.

Dieses zitieren