Bacterial outer membrane vesicles (OMVs) are small unilamellar proteoliposomes, involved in various functions including cell-to-cell signalling and protein excretion. We have engineered the OMVs of Escherichia coli to nano-scaled bioreactors for the biotransformation of fatty acids by targeting a fatty acid double bond hydratase of Stentrophomonas maltophilia (SmOhyA) and/or a photoactivated fatty acid decarboxylase from Chlorella variabilis NC64 A (CvFAP) into OMVs. Engineered OMVs containing both SmOhyA and CvFAP were able to catalyse the transformation of oleic acid ((Z)-octadec-9-enoic acid) into 9-hydroxyheptadecane via (R)-10-hydroxyoctadecanoic acid. The specific biotransformation rates of oleic acid reached 8.0×10⁻¹² μmol/min per OMV.

En route to a bio-based chemical industry, the conversion of fatty acids into building blocks is of particular interest. Enzymatic routes, occurring under mild conditions and excelling by intrinsic selectivity, are particularly attractive. Here we report photoenzymatic cascade reactions to transform unsaturated fatty acids into enantiomerically pure secondary fatty alcohols. In a first step the C=C-double bond is stereoselectively hydrated using oleate hydratases from Lactobacillus reuteri or Stenotrophomonas maltophilia. Also, dihydroxylation mediated by the 5,8-diol synthase from Aspergillus nidulans is demonstrated. The second step comprises decarboxylation of the intermediate hydroxy acids by the photoactivated decarboxylase from Chlorella variabilis NC64A. A broad range of (poly)unsaturated fatty acids can be transformed into enantiomerically pure fatty alcohols in a simple one-pot approach.