title: Enantioselectivity of the bioconversion of chiral citronellal during the inhibition of wheat seeds germination.
abstract: Citronellal is one of the most prominent monoterpenes present in many essential oils. Low persistence of essential oils as bioherbicides has often been addressed because of the high volatility of these compounds. Bioconversion of citronellal by wheat seeds releases less aggressive and injurious compounds as demonstrated by their diminished germination. We demonstrated that optically pure citronellal enantiomers were reduced to optically pure citronellol enantiomers with retention of the configuration both in isolated wheat embryos and endosperms. Our findings reveal the potential of essential oils as allelopathic agents providing an insight into their mechanism of action and persistence.
authors.affiliation: Department of Plant Science, University of Manitoba, 222 Agriculture Building, Winnipeg, R3T 2N2 Manitoba, Canada.
authors.forename: Andrea
authors.initials: A
authors.lastname: Cavalieri
authors.forename: Ravit
authors.initials: R
authors.lastname: Fischer
authors.forename: Olga
authors.initials: O
authors.lastname: Larkov
authors.forename: Nativ
authors.initials: N
authors.lastname: Dudai
mesh_terms: D000080462:Acyclic Monoterpenes; D000447:Aldehydes / Q000737:chemistry* / Q000494:pharmacology; D018525:Germination / Q000187:drug effects; D039821:Monoterpenes / Q000737:chemistry* / Q000494:pharmacology; D009822:Oils, Volatile / Q000737:chemistry; D013237:Stereoisomerism; D014908:Triticum / Q000187:drug effects / Q000254:growth & development* / Q000378:metabolism
chemical_list: D000080462:Acyclic Monoterpenes; D000447:Aldehydes; D039821:Monoterpenes; D009822:Oils, Volatile; C108217:citronellal
keywords: Bioherbicides; Enantioselectivity; Essential oils; Persistence