Novák J., Tykva R., Wimmer Z., Pavlík M., Prouza M., Hlavsová K., Zarevúcka M.
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY 56: 6604-6608, 2008

Keywords: Bacillus simplex; Bacillus sp.; hydrolysis; juvenogen; enantiomeric purity
Abstract: 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 (1R,2R)-N-{2-{4-[(2-hydroxycyclohexyl)methyl]phenoxy}ethyl}carbamate and ethyl (1S,2R)-N-{2-{4- [(2-hydroxycyclohexyl)methyl]phenoxy}ethyl}carbamate on the basis of 1H and 13C NMR, IR, and FAB-MS analyses.
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IEB authors: Milan Pavlík, Zdeněk Wimmer