Production of chiral hydroxy long chain fatty acids by whole cell biocatalysis of pentadecanoic acid with an E. coli recombinant containing cytochrome P450BM-3 monooxygenase

摘要: Abstract A multi-step product recovery process for 12-, 13- and 14-hydroxypentadecanoic acids was developed. Biotransformation of pentadecanoic acid by whole cells recombinant E. coli K27 (pCYP102, pGEc47), synthesizing cytochrome P450BM-3 monooxygenase [EC 1.14.14.1], led to the production acids. To prevent further oxidation these products, conversion performed under oxygen-limited conditions. After filtration hexane extraction culture supernatants, hydroxy fatty were methylated. The purification allowed us separate mixture methyl esters into their single regioisomers reversed-phase HPLC, followed precipitation compounds as white crystals at 4°C −20°C. purified hydroxymethyl characterized GC–MS analysis. Chiral HPLC analysis ω-1 product, ester, indicated that is oxidized optically pure (S)-(+)-14-hydroxypentadecanoic an e.e. over 95%. This result confirms recent observations Capdevila [1] highly stereoselective.