Enantiomeric Purity of Biodegradation Products of Juvenogens by Newly Isolated Soil Bacteria
| Autor: | Jaroslav Novák, Richard Tykva, Marie Zarevúcka, Milan Pavlík, Zdenek Wimmer, Klara Hlavsova, Marek Prouza |
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| Rok vydání: | 2008 |
| Předmět: |
Carbamate
Bacillaceae biology Chemistry Hydrolysis medicine.medical_treatment Bacillus Stereoisomerism General Chemistry Biodegradation Carbon-13 NMR Cyclohexanols biology.organism_classification Bacillales Juvenile Hormones medicine Organic chemistry Carbamates Enantiomer General Agricultural and Biological Sciences Soil Microbiology Cis–trans isomerism |
| Zdroj: | Journal of Agricultural and Food Chemistry. 56:6604-6608 |
| ISSN: | 1520-5118 0021-8561 |
| DOI: | 10.1021/jf800526a |
| Popis: | Two bacteria were isolated from sand RQ30, characterized as Bacillus simplex and Bacillus sp. strain 05 (GenBank EU399813 ), and were used as biocatalysts for a hydrolytic assay of stability of the cis or trans isomers of ethyl N-{2-{4-{[2-(butanoyl)oxycyclohexyl]methyl}phenoxy}ethyl}carbamate, which are among insect hormonogen substances (juvenogens). The stability tests were performed using simple modeling under laboratory conditions. The structures of the products were assigned as ethyl (1 R,2 R)- N-{2-{4-[(2-hydroxycyclohexyl)methyl]phenoxy}ethyl}carbamate and ethyl (1 S,2 R)- N-{2-{4-[(2-hydroxycyclohexyl)methyl]phenoxy}ethyl}carbamate on the basis of (1)H and (13)C NMR, IR, and FAB-MS analyses. |
| Databáze: | OpenAIRE |
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