title: Insect chemistry and chirality.
abstract: Examination of the chemistry of a number of Australian insect species provided examples of unusual structures and encouraged determinations of their absolute stereochemistry by stereocontrolled syntheses and chromatographic comparisons. Inter alia, studies with the fruit-spotting bug (Amblypelta nitida), certain parasitic wasps (Biosteres sp.), the aposematic shield bug (Cantao parentum), and various species of scarab grubs are summarized. The determination of enantiomeric excesses (ee's) for component epoxides, lactones, spiroacetals, and allenes are described. Stereochemical and related aspects of the biosynthesis of spiroacetals in certain fruit-fly species (Bactrocerae sp.) are also presented.
authors.affiliation: Department of Chemistry, The University of Queensland, Brisbane, Australia.
authors.forename: Patricia Y
authors.initials: PY
authors.lastname: Hayes
authors.forename: Mary T
authors.initials: MT
authors.lastname: Fletcher
authors.forename: Sharon
authors.initials: S
authors.lastname: Chow
authors.forename: Matthew J
authors.initials: MJ
authors.lastname: McGrath
authors.forename: Yong Q
authors.initials: YQ
authors.lastname: Tu
authors.forename: Hesheng
authors.initials: H
authors.lastname: Zhang
authors.forename: Natasha L
authors.initials: NL
authors.lastname: Hungerford
authors.forename: Christopher S P
authors.initials: CS
authors.lastname: McErlean
authors.forename: Jeannette E
authors.initials: JE
authors.lastname: Stok
authors.forename: Christopher J
authors.initials: CJ
authors.lastname: Moore
authors.forename: James J
authors.initials: JJ
authors.lastname: DeVoss
authors.forename: William
authors.initials: W
authors.lastname: Kitching
mesh_terms: D000466:Alkadienes / Q000737:chemistry; D000818:Animals; D002849:Chromatography, Gas; D004852:Epoxy Compounds; D006838:Hydrocarbons / Q000737:chemistry; D006868:Hydrolysis; D019476:Insect Proteins / Q000737:chemistry*; D007313:Insecta; D007700:Kinetics; D007783:Lactones / Q000737:chemistry; D006899:Mixed Function Oxygenases / Q000737:chemistry; D008956:Models, Chemical; D010100:Oxygen / Q000737:chemistry; D013237:Stereoisomerism; D014867:Water / Q000737:chemistry
chemical_list: D000466:Alkadienes; D004852:Epoxy Compounds; D006838:Hydrocarbons; D019476:Insect Proteins; D007783:Lactones; D014867:Water; C025947:propadiene; D006899:Mixed Function Oxygenases; D010100:Oxygen