Enzymatically Enantioselective Hydrolysis of Prochiral 1,3-Diacyloxyglycerol Derivatives
| Autor: | Noriyuku Kizaki, Yoshihiko Yasohara, Takehisa Ohashi, Kenji Miyamoto, Junzo Hasegawa |
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| Rok vydání: | 2001 |
| Předmět: |
Stereochemistry
Triacylglycerol lipase Stereoisomerism Applied Microbiology and Biotechnology Biochemistry Glycerides Substrate Specificity Analytical Chemistry Diglycerides Hydrolysis Rhizopus Organic chemistry Lipase Molecular Biology Alkyl chemistry.chemical_classification biology Chemistry Organic Chemistry Enantioselective synthesis Substrate (chemistry) General Medicine biology.organism_classification Fluorobenzenes Solvents biology.protein Biotechnology |
| Zdroj: | Bioscience, Biotechnology, and Biochemistry. 65:2044-2049 |
| ISSN: | 1347-6947 0916-8451 |
| DOI: | 10.1271/bbb.65.2044 |
| Popis: | An enzymatically enantioselective ester hydrolysis of prochiral 1,3-diacyloxy-2-substituted-2-propanol to chiral 1-acyloxy-2,3-propanediol was studied. The (R)-monoester was prepared by selection of a suitable lipase and alkyl chain length of the substrate diester. Lipase D from Rhizopus delemer gave (R)-1-isobutyryloxy-2-(2,4-difluorophenyl)-2,3-propanediol with 97%ee and 87% yield at 15 degrees C and pH 5.5. The (R)-monoester is a key intermediate of azole antifungal agents. |
| Databáze: | OpenAIRE |
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