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Citronellol is a monoterpene alcohol biosynthesized by various plant species belonging to different families of Angiosperm. Bioinspired by the metabolism of  Rosa  sp., able to produce (–)- cis -rose oxide from citronellol, we have studied and optimized a laccase-catalyzed oxidation of (±)-, ( R )-, and ( S )-citronellol into rose oxide diastereomers in the presence of mediators. The reaction was found to be diastereomerically  cis -selective but completely non-enantioselective. The laccase-mediator system was then applied on citronellol-containing essential oils such as lemongrass ( Cymbopogon citratus ) and geranium ( Pelargonium graveolens ) essential oils in order to modify their composition beyond the plant metabolism and increase their rose oxides content, thereby tuning their olfactory properties.

From biosynthesis in plants to post-biosynthetic enzymatic conversion. Generation of odor-impact rose oxides from citronellol-rich essential oils