Microbial production of neryl-α-D-glucopyranoside from nerol by Agrobacterium sp. M-12 reflects glucosyl transfer activity

Abstract

Terpene alcohol is widely used in perfumes and is known to possess antibacterial activity. Moreover, in its glycosylated form, it can be applied as a nonionic surfactant in food, and in the pharmaceutical, chemical, cosmetic, and detergent industries. Presently, chemical production of terpene glucosides is hampered by high costs and low yields. Here, we investigated the microbial glucosylation of nerol (cis-3,7-dimethylocta-2,6-dien-1-ol), a component of volatile oils, by Agrobacterium sp. M-12 isolated from soil. A microbial reaction using washed cells of Agrobacterium sp. M-12, 1 g/L of nerol, and 100 g/L of maltose under optimal conditions yielded 1.8 g/L of neryl-α-D-glucopyranoside after 72 h. The molar yield of neryl-α-D-glucopyranoside was 87.6%. Additionally, we report the successful transglucosylation of other monoterpene alcohols, such as geraniol, (-)-β-citro-nellol, and (-)-linalool, by Agrobacterium sp. M-12. Thus, microbial glucosylation has potential widespread applicability for efficient, low-cost production of glycosylated terpene alcohols.