Synthesis of highly enantioenriched hydroxy- and dihydroxy-fatty esters: substrate precursors for cytochrome P450BioI
| Autor: | Siti N. A. Zulkifli, James J. De Voss, Patricia Y. Hayes, Arti A. Singh, Michaela Meyns |
|---|---|
| Rok vydání: | 2011 |
| Předmět: |
biology
Cytochrome Stereochemistry Organic Chemistry Enantioselective synthesis Cytochrome P450 Substrate (chemistry) Bacillus subtilis biology.organism_classification Catalysis Inorganic Chemistry chemistry.chemical_compound Pimelic acid Biosynthesis chemistry biology.protein Organic chemistry Physical and Theoretical Chemistry Bond cleavage |
| Zdroj: | Tetrahedron: Asymmetry. 22:1709-1719 |
| ISSN: | 0957-4166 |
| DOI: | 10.1016/j.tetasy.2011.08.027 |
| Popis: | A series of highly enantioenriched hydroxy- and dihydroxy-fatty esters were required as part of our ongoing investigation into cytochrome P450 BioI . This mediates the biosynthesis of pimelic acid via C–C bond cleavage of long chain fatty acids within Bacillus subtilis . Herein we report the synthesis of various stereoisomers of methyl 7-hydroxytetradecanoate, methyl 8-hydroxytetradecanoate, and methyl 7,8-dihydroxytetradecanoate in highly enantioenriched form, using a combination of asymmetric synthesis and a preparative enantioselective HPLC is reported. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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