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Asymmetric synthesis of (S)-phenylacetylcarbinol - closing a gap in C-C bond formation
KTH, School of Biotechnology (BIO), Industrial Biotechnology.
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2017 (English)In: Green Chemistry, ISSN 1463-9262, E-ISSN 1463-9270, Vol. 19, no 2, 380-384 p.Article in journal (Refereed) Published
Abstract [en]

(S)-Phenylacetylcarbinol [(S)-PAC] and its derivatives are valuable intermediates for the synthesis of various active pharmaceutical ingredients (APIs), but their selective synthesis is challenging. As no highly selective enzymes or chemical catalysts were available, we used semi-rational enzyme engineering to tailor a potent biocatalyst to be >97% stereoselective for the synthesis of (S)-PAC. By optimizing the reaction and process used, industrially relevant product concentrations of >48 g L-1 (up to 320 mM) were achieved. In addition, the best enzyme variant gave access to a broad range of ring-substituted (S)-PAC derivatives with high stereoselectivity, especially for meta-substituted products.

Place, publisher, year, edition, pages
Royal Society of Chemistry, 2017. Vol. 19, no 2, 380-384 p.
National Category
Biocatalysis and Enzyme Technology
Identifiers
URN: urn:nbn:se:kth:diva-202781DOI: 10.1039/c6gc01803cISI: 000393686400007OAI: oai:DiVA.org:kth-202781DiVA: diva2:1079092
Note

QC 20170307

Available from: 2017-03-07 Created: 2017-03-07 Last updated: 2017-03-07Bibliographically approved

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