Continuous diastereomeric kinetic resolution—silybins a and b
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388971%3A_____%2F21%3A00547149" target="_blank" >RIV/61388971:_____/21:00547149 - isvavai.cz</a>
Alternative codes found
RIV/86652036:_____/21:00547149
Result on the web
<a href="https://www.mdpi.com/2073-4344/11/9/1106" target="_blank" >https://www.mdpi.com/2073-4344/11/9/1106</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.3390/catal11091106" target="_blank" >10.3390/catal11091106</a>
Alternative languages
Result language
angličtina
Original language name
Continuous diastereomeric kinetic resolution—silybins a and b
Original language description
The natural diastereomeric mixture of silybins A and B is often used (and considered) as a single flavonolignan isolated from the fruit extract of milk thistle (Silybum marianum), silymarin. However, optically pure silybin diastereomers are required for the evaluation of their biological activity. The separation of silybin diastereomers by standard chromatographic methods is not trivial. Preparative chemoenzymatic resolution of silybin diastereomers has been published, but its optimization and scale-up are needed. Here we present a continuous flow reactor for the chemoenzymatic kinetic resolution of silybin diastereomers catalyzed by Candida antarctica lipase B (CALB) immobilized on acrylic resin beads (Novozym® 435). Temperature, flow rate, and starting material concentration were varied to determine optimal reaction conditions. The variables observed were conversion and diastereomeric ratio. Optimal conditions were chosen to allow kilogram-scale reactions and were determined to be −5 °C, 8 g/L silybin, and a flow rate of 16 mL/min. No significant carrier degradation was observed after approximately 30 cycles (30 days). Under optimal conditions and using a 1000 × 15 mm column, 20 g of silybin per day can be easily processed, yielding 6.7 and 5.6 g of silybin A and silybin B, respectively. Further scale-up depends only on the size of the reactor.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10401 - Organic chemistry
Result continuities
Project
Result was created during the realization of more than one project. More information in the Projects tab.
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Others
Publication year
2021
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Catalysts
ISSN
2073-4344
e-ISSN
2073-4344
Volume of the periodical
11
Issue of the periodical within the volume
9
Country of publishing house
CH - SWITZERLAND
Number of pages
13
Pages from-to
1106
UT code for WoS article
000699390100001
EID of the result in the Scopus database
2-s2.0-85114793102