| Title: | "Absolute Configuration of the Spherical Mealybug Nipaecoccus viridis Sex Pheromone, gamma-Necrodyl Isobutyrate: Chemoenzymatic Synthesis and Bioassays" |
| Author(s): | Levi-Zada A; Steiner S; Ben-Aziz O; Protasov A; Fefer D; Kaspi R; |
| Address: | "Department of Entomology, Institute of Plant Protection, Agricultural Research Organization, Volcani Center, Rishon LeZion 7505101, Israel" |
| ISSN/ISBN: | 1520-5118 (Electronic) 0021-8561 (Linking) |
| Abstract: | "The spherical mealybug, Nipaecoccus viridis (Hemiptera: Pseudococcidae), is a major global pest causing feeding damage to leaves and fruits of citrus varieties, soybean, mango, pomegranate, and grapevines. Females of the mealybug release a sex pheromone that was identified recently as a mixture of gamma-necrodyl isobutyrate and gamma-necrodol. The identification required synthesis based on a natural source of trans-alpha-necrodol, of unknown chirality, obtained from essential oil of Spanish lavender, Lavandula luisieri. To determine the chirality of the sex pheromone, here, we synthesize the gamma-necrodyl acetate enriched in (+)-(S)-enantiomer and separate the enantiomers using a lipase enzyme. We confirm that the natural components, both in the mealybug and in the lavender essential oil, consist of (-)-(R)-enantiomers. Bioassays conducted in the lab and field show that males are attracted to (-)-(R)-gamma-necrodyl isobutyrate alone" |
| Keywords: | Animals Biological Assay *Citrus Female *Hemiptera Isobutyrates Male *Sex Attractants chemoenzymatic separation enantiomers pheromone trans-alpha-necrodol gamma-necrodol gamma-necrodyl isobutyrate; |
| Notes: | "MedlineLevi-Zada, Anat Steiner, Sara Ben-Aziz, Orna Protasov, Alex Fefer, Daniela Kaspi, Roy eng 2021/03/03 J Agric Food Chem. 2021 Mar 17; 69(10):3026-3031. doi: 10.1021/acs.jafc.0c07543. Epub 2021 Mar 2" |
