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J Chem Ecol

Title:		Metabolically blocked analogs of housefly sex pheromone: I. Synthesis of alternative substrates for the cuticular monooxygenases
Author(s):		Latli B; Prestwich GD;
Address:		"Department of Chemistry, State University of New York, 11794-3400, Stony Brook, New York"
Journal Title:		J Chem Ecol
Year:		1991
Volume:		17
Issue:		9
Page Number:		1745 - 1768
DOI:		10.1007/BF00993726
ISSN/ISBN:		0098-0331 (Print) 0098-0331 (Linking)
Abstract:		"Cuticular monooxygenases in the cuticle of the female houseflyMusca domestica oxidize (Z)-9-tricosene to m-9,10-epoxytricosane and to (Z)-9-tricosen-14-one. One possible explanation for these two products is that a single monooxygenase accepts the alkene substrate in two different orientations. Eleven analogs of (Z)-9-tricosene bearing methyl substituents, cyclopropyl groups, fluorine substituents, deuterium substituents, and additional double bonds were synthesized to probe the substrate requirements of this monooxygenase system. In addition, the 11 corresponding epoxides were prepared to aid in identification of the metabolites of each modified alkene"
Keywords:
Notes:		"PubMed-not-MEDLINELatli, B Prestwich, G D eng 1991/09/01 J Chem Ecol. 1991 Sep; 17(9):1745-68. doi: 10.1007/BF00993726"