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Experientia

Title:		Stereoselectivity in mammalian chemical communication: male mouse pheromones
Author(s):		Novotny MV; Xie TM; Harvey S; Wiesler D; Jemiolo B; Carmack M;
Address:		"Department of Chemistry, Indiana University, Bloomington 47405, USA"
Journal Title:		Experientia
Year:		1995
Volume:		51
Issue:		7
Page Number:		738 - 743
DOI:		10.1007/BF01941272
ISSN/ISBN:		0014-4754 (Print) 0014-4754 (Linking)
Abstract:		"Two male mouse pheromones, 3,4-dehydro-exo-brevicomin (DHB) and 2-sec-butyldihydrothiazole (SBT), are chiral molecules which were previously tested in their respective bioassays as racemic mixtures. The focus of this study has been to determine the absolute configuration of their natural forms and its relation to stereospecific biological action. DHB was established as the R,R-enantiomer possessing biological activity. Due to an extremely easy racemization of SBT under very mild conditions, enantioselectivity of its transmission and its action at the receptor site appear to be of secondary importance"
Keywords:		"Animals Bridged Bicyclo Compounds/*chemistry/pharmacology *Bridged Bicyclo Compounds, Heterocyclic Estrus/drug effects Female Male Mice Mice, Inbred C57BL Pheromones/*chemistry/pharmacology Stereoisomerism Thiazoles/*chemistry/pharmacology;"
Notes:		"MedlineNovotny, M V Xie, T M Harvey, S Wiesler, D Jemiolo, B Carmack, M eng Switzerland 1995/07/14 Experientia. 1995 Jul 14; 51(7):738-43. doi: 10.1007/BF01941272"