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| Home > Publications database > Stereoselective Two-Step Biocatalysis in Organic Solvent: Toward All Stereoisomers of a 1,2-Diol at High Product Concentrations > print |
| Home > Publications database > Stereoselective Two-Step Biocatalysis in Organic Solvent: Toward All Stereoisomers of a 1,2-Diol at High Product Concentrations > print |
| 001 | 826010 | ||
| 005 | 20220930130114.0 | ||
| 024 | 7 | _ | |2 doi |a 10.1021/acs.oprd.6b00232 |
| 024 | 7 | _ | |2 ISSN |a 1083-6160 |
| 024 | 7 | _ | |2 ISSN |a 1520-586X |
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| 037 | _ | _ | |a FZJ-2017-00282 |
| 082 | _ | _ | |a 540 |
| 100 | 1 | _ | |0 P:(DE-Juel1)136922 |a Wachtmeister, Jochen |b 0 |
| 245 | _ | _ | |a Stereoselective Two-Step Biocatalysis in Organic Solvent: Toward All Stereoisomers of a 1,2-Diol at High Product Concentrations |
| 260 | _ | _ | |a Washington, DC |b ACS Publ. |c 2016 |
| 336 | 7 | _ | |2 DRIVER |a article |
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| 336 | 7 | _ | |0 PUB:(DE-HGF)16 |2 PUB:(DE-HGF) |a Journal Article |b journal |m journal |s 1484119821_30594 |
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| 336 | 7 | _ | |0 0 |2 EndNote |a Journal Article |
| 520 | _ | _ | |a Biotransformations on larger scale are mostly limited to cases in which alternative chemical routes lack sufficient chemo-, regio-, or stereoselectivity. Here, we expand the applicability of biocatalysis by combining cheap whole cell catalysts with a microaqueous solvent system. Compared to aqueous systems, this permits manifoldly higher concentrations of hydrophobic substrates while maintaining stereoselectivity. We apply these methods to four different two-step reactions of carboligation and oxidoreduction to obtain 1-phenylpropane-1,2-diol (PPD), a versatile building block for pharmaceuticals, starting from inexpensive aldehyde substrates. By a modular combination of two carboligases and two alcohol dehydrogenases, all four stereoisomers of PPD can be produced in a flexible way. After thorough optimization of each two-step reaction, the resulting processes enabled up to 63 g L–1 product concentration (98% yield), space-time-yields up to 144 g L–1 d–1, and a target isomer content of at least 95%. Despite the use of whole cell catalysts, we did not observe any side product formation of note. In addition, we prove that, by using 1,5-pentandiol as a smart cosubstrate, a very advantageous cofactor regeneration system could be applied. |
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| 700 | 1 | _ | |0 P:(DE-Juel1)136769 |a Jakoblinnert, Andre |b 1 |
| 700 | 1 | _ | |0 P:(DE-Juel1)144643 |a Rother, Dörte |b 2 |e Corresponding author |
| 773 | _ | _ | |0 PERI:(DE-600)2006299-0 |a 10.1021/acs.oprd.6b00232 |g Vol. 20, no. 10, p. 1744 - 1753 |n 10 |p 1744 - 1753 |t Organic process research & development |v 20 |x 1520-586X |y 2016 |
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