Enzymatic omega-oxidation and omega-amination of fatty acids

摘要

The invention relates to a method for oxidizing a fatty acid or an ester thereof of formula (I) H3C —(CH2)n-COOR, wherein R is selected from the group that comprises H, methyl, ethyl, propyl, and butyl, wherein n is 0 to 30, preferably 6 to 24, comprising the step of oxidizing the fatty acid or the ester thereof by contacting the fatty acid or the ester thereof with a cytochrome P450 monooxygenase of the CYP153 family in the presence of molecular oxygen and NAD(P)H and a whole-cell catalyst that expresses a recombinant cytochrome P450 monooxygenase of the CYP153 family, a recombinant alcohol dehydrogenase, a recombinant transaminase, and optionally one or more than one recombinant enzyme from the group comprising alanine dehydrogenase, ferredoxin, and ferredoxin reductase, and the use of said whole-cell catalyst to oxidize a fatty acid or an ester thereof.

主权项

1. A method for oxidizing a fatty acid or an ester of the formula (I):
H3C—(CH2)n—COOR  (I), where R is H, methyl, ethyl, propyl or butyl, and n is an integer from 6 to 30,the method comprising:
a) contacting the fatty acid or the ester with a cytochrome P450 monooxygenase of the CYP153 family in the presence of molecular oxygen, NAD(P)H, and an electron donor, such that the fatty acid or the ester is oxidized and at least one fatty acid alcohol is produced, wherein the cytochrome P450 monooxygenase of the CYP153 family comprises a peptide having the amino acid sequence of SEQ ID NO: 21; b) contacting the fatty acid alcohol produced in a) with an alcohol dehydrogenase, such that the fatty acid alcohol reacts with the alcohol dehydrogenase, and aldehyde or ketone is produced; and c) contacting the aldehyde or ketone produced in b) with a transaminase in the presence of an amine donor, such that the aldehyde or ketone is aminated, wherein the contacting in a), b), and c) occurs in the presence of a cell which is genetically transformed to have a vector having a gene encoding the cytochrome P450 monooxygenase of the CYP153 family and at least one additional gene selected from the group consisting of a gene encoding the alcohol dehydrogenase and a gene encoding the transaminase, such that the cell expresses the cytochrome P450 monooxygenase of the CYP153 family, and at least one of the alcohol dehydrogenase and the transaminase.