Publisher DOI: 10.1002/adsc.201700401
Title: Nicotinamide Adenine Dinucleotide-Dependent Redox-Neutral Convergent Cascade for Lactonizations with Type II Flavin-Containing Monooxygenase
Language: English
Authors: Huang, Lei 
Romero, Elvira 
Ressmann, Anna K. 
Rudroff, Florian 
Hollmann, Frank 
Fraaije, Marco W. 
Kara, Selin 
Issue Date: 19-Jun-2017
Source: Advanced Synthesis and Catalysis 12 (359): 2142-2148 (2017-06-19)
Journal or Series Name: Advanced synthesis & catalysis 
Abstract (english): A nicotinamide adenine dinucleotide (NADH)-dependent redox-neutral convergent cascade composed of a recently discovered type II flavin-containing monooxygenase (FMO−E) and horse liver alcohol dehydrogenase (HLADH) has been established. Two model reaction cascades were analyzed for the synthesis of γ-butyrolactone and chiral bicyclic lactones. In the former cascade, all substrates were converted into one single product γ-butyrolactone with high atom efficiency. More than 130 mM γ-butyrolactone were obtained when applying 100 mM cyclobutanone and 50 mM 1,4-butanediol in this cascade. In the second cascade where bicyclo[4.2.0]octan-7-one and cis-1,2-cyclohexanedimethanol were coupled, the ketone substrate was converted to the corresponding normal lactone with an ee value of 89–74% (3aS, 7aS) by FMO−E alone and the abnormal lactone with an ee value of >99% (3aR, 7aS) was formed by both HLADH and FMO−E. (Figure presented.).
ISSN: 1615-4150
Institute: Technische Biokatalyse V-6 
Type: (wissenschaftlicher) Artikel
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