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Large-scale separation of silybin diastereoisomers using lipases
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SYSNO ASEP 0348130 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Large-scale separation of silybin diastereoisomers using lipases Author(s) Gažák, Radek (MBU-M) RID, ORCID
Marhol, Petr (MBU-M) RID
Purchartová, Kateřina (MBU-M) RID
Monti, D. (IT)
Biedermann, David (MBU-M) RID, ORCID
Riva, S. (IT)
Cvak, L. (CZ)
Křen, Vladimír (MBU-M) RID, ORCIDSource Title Process Biochemistry. - : Elsevier - ISSN 1359-5113
Roč. 45, č. 10 (2010), s. 1657-1663Number of pages 7 s. Language eng - English Country GB - United Kingdom Keywords Silybin A ; silymarin ; silibinin Subject RIV CC - Organic Chemistry R&D Projects GA303/08/0658 GA ČR - Czech Science Foundation (CSF) LC06010 GA MŠMT - Ministry of Education, Youth and Sports (MEYS) GAP207/10/0288 GA ČR - Czech Science Foundation (CSF) CEZ AV0Z50200510 - MBU-M (2005-2011) UT WOS 000282388800009 DOI 10.1016/j.procbio.2010.06.019 Annotation The flavonolignan silybin (1), isolated from the seeds of milk thistle (Silybum marianum), occurs in nature as an equimolar mixture of two diastereoisomers, silybin A and silybin B, that exhibit different biological activities. The preparative production of optically pure silybin A and B in a diastereoisomeric purity greater than 95 percent was accomplished using immobilized Candida antarctica lipase B (Novozym 435) in a combination of two reactions: regioselective acetylation of a natural silybin mixture (1) and subsequent stereoselective alcoholysis of the resulting 23-O-acetylsilybin (2). Several grams of the optically pure substances can be produced within one week using this new, robust and scalable process, which is selective, mild and high-yielding Workplace Institute of Microbiology Contact Eliška Spurná, eliska.spurna@biomed.cas.cz, Tel.: 241 062 231 Year of Publishing 2011
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