Development of a Biocatalytic Process for the Production of C6-Aldehydes from Vegetable Oils by Soybean Lipoxygenase and Recombinant Hydroperoxide Lyase

Abstract

Volatile C6- and C9-aldehydes and alcohols are widely used as food flavors to reconstitute the "fresh green" odor of fruits and vegetables lost during processing. To meet the high demand for natural flavors, an efficient, cheap, and versatile biocatalytic process was developed to produce C6-aldehydes on a large scale. Vegetable oils were converted by soybean lipoxygenase and recombinant hydroperoxide lyase into hexanal and (2E)- or (3Z)-hexenal. In contrast to plant extracts, generally used as enzyme sources, high molar conversions were obtained with recombinant hydroperoxide lyase (50% for hexanal and 26% for hexenal formation), and no side products were formed. Furthermore, recombinant hydroperoxide lyase lacks isomerase activity, allowing production of (3Z)-hexenal, which could not be obtained in previously described processes. Recombinant hydroperoxide lyase is stable and can be stored at 4 degrees C for 1 month without significant loss of activity.

Production of a recombinant carotenoid cleavage dioxygenase from grape and enzyme assay in water-miscible organic solvents

“…Triton X-100 could also help to disaggregate the fusion protein in the reaction mixture as we demonstrated in the solubilization of the fusion protein during bacterial cell disruption. This non-ionic detergent has been used for the production of recombinant proteins (Noordermeer et al 2002), particularly for membrane proteins such as cytochromes (Chen et al 1996;Lin et al 2006).…”

Optimization and scaling up of a biotechnological synthesis of natural green leaf volatiles using Beta vulgaris hydroperoxide lyase

“…Two different modes of GLVs extraction were adapted during our experiments. First, a classical extraction system according to Noordermeer [27], bioreactor juice was filtered and injected into a preparative solid phase extraction column containing Purolite Macronet MN-202, a hydrophobic resin. Adsorbed compounds are eluted with ethanol.…”

A Catalase-related Hemoprotein in Coral Is Specialized for Synthesis of Short-chain Aldehydes

“…In plants, the HPL-derived green leaf volatiles are shown as mediators in abiotic and biotic stress (42). The (3Z)-hexenal and 12-oxo-cis-dodecenoic acid formed by 13-HPL have the capability to isomerize non-enzymatically (43) or by the isomerases (44,45) to biologically active forms, 2E-hexenal and 12-oxo-trans-dodecenoic acid (also known as traumatin), respectively. Traumatin plays an important role in plant wound healing (46), and 2(E)-hexenal induces the expression of HPL, AOS, LOX (47,48), and other stress genes in plants (49).…”