Search results for "japonilure"
showing 2 items of 2 documents
Identification and cloning of odorant binding proteins from the scarab beetle Phyllopertha diversa.
1999
Abstract Wehave identified, cloned, and characterized two odorant binding proteins from the pale brown chafer, Phyllopertha diversa. One of the proteins (OBP1, 116 amino acids long) showed high amino acid identity (>90%) to two previously identified PBPs from scarab beetles. The second protein (OBP2) showed limited sequence similarity to lepidopteran and dipteran OBPs, but contained only 133 amino acids. Both proteins showed the occurrence of six highly conserved cysteines; electrospray mass spectral data suggested they are all bound in three disulfide bonds. During purification, OBP2 separated into several isoforms; N-terminal amino acid sequencing and electrospray ionization mass spectrom…
Biosynthesis of scarab beetle pheromones. Enantioselective 8-hydroxylation of fatty acids
1999
Chemical communication in scarab beetles (Coleoptera: Scarabaeidae) is achieved with a wide variety of pheromones, but one typical structure is the γ‐lactone having a long unsaturated hydrocarbon chain. Several species utilize (R,Z)‐5‐(–)‐(oct‐1‐enyl)‐oxacyclopentan‐2‐one (buibuilactone), (R,Z)‐5‐(–)‐(dec‐1‐enyl)‐oxacyclopentan‐2‐one and (S,Z)‐5‐(+)‐(dec‐1‐enyl)‐oxacyclopentan‐2‐one [(R)‐japonilure and (S)‐japonilure]. Using deuterated precursors, we have demonstrated that these compounds are biosynthesized from fatty acids. (9,10‐d4)‐Palmitic acid, (9,10‐d4)‐stearic acid, (9,10‐d2)‐palmitoleic acid, (9,10‐d2)‐oleic acid, (9,10‐d2)‐8‐hydroxypalmitoleic acid and (9,10‐d2)‐8‐hydroxyoleic acid…