ISSN:
1573-1561
Keywords:
Enantiomer discrimination
;
male patrolling
;
odor marking
;
Hymenoptera
;
Apoidea
;
Andrena wilkella
;
bee
;
EAG
;
spiroacetal
;
absolute configuration
;
2,8-dimethyl-1,7-dioxaspiro[5.5]undecane
Source:
Springer Online Journal Archives 1860-2000
Topics:
Biology
,
Chemistry and Pharmacology
Notes:
Abstract Diastereomers of the spiroacetal, 2,8-dimethyl-1,7-dioxaspiro [5.5]undecane, represent main components of the cephalic secretion from males of the solitary bee,Andrena wilkella. The major compound proved to be of high enantiomeric purity, showing (2S,6R,8S) configuration. Only the naturally occurring enantiomer attracted patrolling males in the field; its antipode was behaviorally inactive and in a racemic mixture did not inhibit response. The (E,Z) diastereomers were also found to be almost inactive. EAG studies gave the same result as the behavioral tests. The biological function of the spiroacetal is discussed in view of the evolution of the mating behavior inA. wilkella.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF01021775
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