Increased production of γ-lactones from hydroxy fatty acids by whole Waltomyces lipofer cells induced with oleic acid

Abstract

Among several fatty acids tested, oleic acid was selected as the most efficient inducer for the production of 4-hydroxydodecanoic acid, a metabolite of β-oxidation, by Waltomyces lipofer. Cells were induced by incubation for 12 h in a medium containing 10 g l(-1) yeast extract, 10 g l(-1) peptone, 5 g l(-1) oleic acid, 1 g l(-1) glucose, and 0.05 % (w/v) Tween 80. The optimal reaction conditions for the production of γ-lactones by induced cells were pH 6.5, 35 °C, 200 rpm, 0.71 M Tris, 60 g l(-1) hydroxy fatty acid, and 20 g l(-1) cells. Non-induced cells produced 38 g l(-1) γ-dodecalactone from 60 g l(-1) 10-hydroxystearic acid after 30 h, with a conversion yield of 63 % (w/w) and a productivity of 1.3 g l(-1) h(-1) under the optimized conditions, whereas induced cells produced 51 g l(-1) γ-dodecalactone from 60 g l(-1) 10-hydroxystearic acid after 30 h, with a conversion yield of 85 % (w/w) and a productivity of 1.7 g l(-1) h(-1). The conversion yield and productivity of induced cells were 22 % and 1.3-fold higher, respectively, than those of non-induced cells. Induced cells also produced 28 g l(-1) γ-decalactone and 12 g l(-1) γ-butyrolactone from 60 g l(-1) 12-hydroxystearic acid and 60 g l(-1) 10-hydroxydecanoic acid, respectively, after 30 h. The concentration, conversion yield, and productivity of γ-dodecalactone and γ-decalactone are the highest reported thus far. This is the first study on the biotechnological production of γ-butyrolactone.

Production of δ-decalactone from linoleic acid via 13-hydroxy-9(Z)-octadecenoic acid intermediate by one-pot reaction using linoleate 13-hydratase and whole Yarrowia lipolytica cells

“…The induction medium consisted of 5 g glucose l -1 , 0.1 g yeast extract l -1 , 2.1 g KH 2 PO 4 l -1 , 4.51 g K 2 HPO 4 l -1 , 0.1 g NaCl l -1 , 0.2 g MgSO 4 l -1 , 9.14 mg FeSO 4 Á7H 2 O l -1 , 0.5 mg ZnCl 2 l -1 , 1.56 mg CuSO 4 l -1 , 0.05 % (v/v) tween 80, and 7 g oleic acid l -1 (An and Oh 2013;Jo et al 2014). Fig.…”

“…The FDA of the USA permits the word ''natural'' to be used with products obtained from living or life-derived sources (Lee and Chou 1994). For the economical production of natural lactones, microbial conversion has been attempted (An and Oh 2013;Jo et al 2014). d-decalactone has been produced from hydroxy fatty acid such as coriolic acid [13-hydroxy-9,11(Z,E)-octadecadienoic acid] and13-hydroxy-9(Z)-octadecenoic acid by microorganisms (Cardillo et al 1991;Albrecht et al 1992;Oh et al 2015).…”

Weihnachtlicher Blütenzauber

“…Lactones were produced from 13‐hydroxy‐ cis ‐9‐octadecenoic acid or 10‐hydroxy‐ cis ‐12‐octadecenoic acid on the basis of previous studies 28. A variety of yeasts (e.g., W. lipofer , C. boidinii , Yarrowia lipolytica , and Candida tropicalis ) were cultivated and used for biotransformation of the hydroxylated fatty acids into lactones.…”

Microbial Biosynthesis of Lactones: Gaps and Opportunities towards Sustainable Production

“…This work was the basis for the development of one of the most successful biotransformation processes for the production of lactones reported so far [78]. The 10-hydroxystearic acid produced by the engineered E. coli strain was used for the production of γ-dodecalactone by permeabilized whole cells of the oleaginous yeast Waltomyces lipofer [78,79]. This process was based on the conversion of the substrate into lactones by prior grown cells of W. lipofer.…”