From biosynthesis in plants to post-biosynthetic enzymatic conversion. Generation of odor-impact rose oxides from citronellol-rich essential oils. Issue 1 (2nd January 2023)

• Record Type: Journal Article
• Authors: Lecourt, Mathilde; Chietera, Giorgiana; Jullien, Frédéric; Blerot, Bernard; Antoniotti, Sylvain
• Is Part Of: Botany letters. Volume 170:Issue 1(2023)
• Page Start: 15
• Page End: 27
• Publication Date: 2023-01-02
• Subjects: Biocatalysis -- essential oils -- fragrance -- oxidation -- rose -- citronellol -- rose oxide; Botany -- Periodicals; Botany; Botany; Electronic journals; Periodicals; Periodical; 580
• DOI: 10.1080/23818107.2022.2100476
• Languages: English
• ISSNs: 2381-8107

Abstract

ABSTRACT: 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.