This title appears in the Scientific Report :
2017
Please use the identifier:
http://dx.doi.org/10.1039/C6GC01803C in citations.
Please use the identifier: http://hdl.handle.net/2128/13622 in citations.
Asymmetric synthesis of (S)-phenylacetylcarbinol – closing a gap in C–C bond formation
Asymmetric synthesis of (S)-phenylacetylcarbinol – closing a gap in C–C bond formation
(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 eng...
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Personal Name(s): | Sehl, Torsten |
---|---|
Bock, Saskia / Marx, Lisa / Maugeri, Zaira / Walter, Lydia / Westphal, Robert / Vogel, Constantin / Menyes, Ulf / Erhardt, Martin / Müller, M. / Pohl, Martina / Rother, Dörte (Corresponding author) | |
Contributing Institute: |
Biotechnologie; IBG-1 |
Published in: | Green chemistry, 19 (2017) S. 380-384 |
Imprint: |
Cambridge
RSC
2017
|
DOI: |
10.1039/C6GC01803C |
Document Type: |
Journal Article |
Research Program: |
Biotechnology |
Link: |
OpenAccess OpenAccess |
Publikationsportal JuSER |
Please use the identifier: http://hdl.handle.net/2128/13622 in citations.
(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. |