Hydroxylated fatty acid homopolymer and production method thereof
View Patent ↗The present invention provides a derivative of hydroxylated fatty acid which has a high content of hydroxylated fatty acid, and permits easy ingestion and easy handling, and a production method thereof. The present invention provides a method for producing a homopolymer of hydroxylated fatty acid, including polymerizing the hydroxylated fatty acid by using an enzyme. The homopolymer of hydroxylated fatty acid is stabilized. In addition, a novel, utilizable homopolymer of hydroxylated fatty acid obtained by this production method is also provided.
1. A method for producing a homopolymer of hydroxylated fatty acid, comprising polymerizing the hydroxylated fatty acid by using an enzyme, wherein the hydroxylated fatty acid is
10-hydroxy-cis-12-octadecenoic acid,
10-hydroxy-cis-12,cis-15-octadecadienoic acid,
10-hydroxy-cis-6,cis-12-octadecadienoic acid,
10-hydroxy-cis-6,cis-12,cis-15-octadecatrienoic acid,
10-hydroxy-cis-15-octadecenoic acid,
10-hydroxy-cis-6-octadecenoic acid,
10-hydroxy-cis-6,cis-15-octadecadienoic acid,
10-hydroxy-trans-11-octadecenoic acid,
10-hydroxy-trans-11,cis-15-octadecadienoic acid,
10-hydroxy-cis-6,trans-11-octadecadienoic acid,
10-hydroxy-cis-6,trans-11,cis-15-octadecatrienoic acid,
13-hydroxy-cis-9-octadecenoic acid,
13-hydroxy-cis-9,cis-15-octadecadienoic acid,
13-hydroxy-cis-6,cis-9-octadecadienoic acid,
13-hydroxy-cis-6,cis-9,cis-15-octadecatrienoic acid,
13-hydroxy-cis-5,cis-9-octadecadienoic acid, or
13-hydroxy-trans-5,cis-9-octadecadienoic acid,
a fatty acid having 20 carbon atoms and a hydroxyl group at the 12-position or the 15-position,
a fatty acid having 14 or 16 carbon atoms and a hydroxyl group at the 10-position, or
a fatty acid having 22 carbon atoms and a hydroxyl group at the 14-position.
2. The method according to claim 1 , wherein the enzyme is a lipase.
3. The method according to claim 1 , wherein the enzyme is a lipase derived from a microorganism belonging to the genus Candida.
4. The method according to claim 1 , wherein the enzyme is a lipase derived from Candida cylindracea or Candida rugosa.
5. The method according to claim 1 , wherein the homopolymer of hydroxylated fatty acid is a dimer to decamer.
6. The method according to claim 1 , wherein the hydroxylated fatty acid is a fatty acid having 20 carbon atoms and a hydroxyl group at the 12-position or the 15-position.
7. The method according to claim 1 , wherein the hydroxylated fatty acid is a fatty acid having 14 or 16 carbon atoms and a hydroxyl group at the 10-position.
8. The method according to claim 1 , wherein the hydroxylated fatty acid is
10-hydroxy-cis-12-octadecenoic acid,
10-hydroxy-cis-12,cis-15-octadecadienoic acid,
10-hydroxy-cis-6,cis-12-octadecadienoic acid,
10-hydroxy-cis-6,cis-12,cis-15-octadecatrienoic acid,
10-hydroxy-cis-15-octadecenoic acid,
10-hydroxy-cis-6-octadecenoic acid,
10-hydroxy-cis-6,cis-15-octadecadienoic acid,
10-hydroxy-trans-11-octadecenoic acid,
10-hydroxy-trans-11,cis-15-octadecadienoic acid,
10-hydroxy-cis-6,trans-11-octadecadienoic acid,
10-hydroxy-cis-6,trans-11,cis-15-octadecatrienoic acid,
13-hydroxy-cis-9-octadecenoic acid,
13-hydroxy-cis-9,cis-15-octadecadienoic acid,
13-hydroxy-cis-6,cis-9-octadecadienoic acid,
13-hydroxy-cis-6,cis-9,cis-15-octadecatrienoic acid,
13-hydroxy-cis-5,cis-9-octadecadienoic acid, or
13-hydroxy-trans-5,cis-9-octadecadienoic acid.
9. The method according to claim 6 , wherein the hydroxylated fatty acid is
12-hydroxy-cis-14-eicosenoic acid,
12-hydroxy-cis-14,cis-17-eicosadienoic acid,
12-hydroxy-cis-8,cis-14-eicosadienoic acid,
12-hydroxy-cis-5,cis-8-eicosadienoic acid,
12-hydroxy-cis-8,cis-14,cis-17-eicosatrienoic acid, or
12-hydroxy-cis-5,cis-8,cis-14-eicosatrienoic acid.
10. The method according to claim 6 , wherein the hydroxylated fatty acid is
15-hydroxy-cis-11-eicosenoic acid,
15-hydroxy-cis-11,cis-17-eicosadienoic acid,
15-hydroxy-cis-8,cis-11-eicosadienoic acid,
15-hydroxy-cis-8,cis-11,cis-17-eicosatrienoic acid,
15-hydroxy-cis-5,cis-8,cis-11-eicosatrienoic acid,
15-hydroxy-cis-5,cis-11-eicosadienoic acid, or
15-hydroxy-cis-5,cis-11,cis-17-eicosatrienoic acid.
11. The method according to claim 1 , wherein the hydroxylated fatty acid is
10-hydroxytetradecanoic acid,
10-hydroxyhexadecanoic acid, or
14-hydroxy-cis-4,cis-7,cis-10,cis-16,cis-19-docosapentaenoic acid.
12. A homopolymer as a dimer to a decamer of any one hydroxylated fatty acid selected from the following hydroxylated fatty acids:
10-hydroxy-cis-12-octadecenoic acid,
10-hydroxy-cis-12,cis-15-octadecadienoic acid,
10-hydroxy-cis-6,cis-12-octadecadienoic acid,
10-hydroxy-cis-6,cis-12,cis-15-octadecatrienoic acid,
10-hydroxy-cis-15-octadecenoic acid,
10-hydroxy-cis-6-octadecenoic acid,
10-hydroxy-cis-6,cis-15-octadecadienoic acid,
10-hydroxy-trans-11-octadecenoic acid,
10-hydroxy-trans-11,cis-15-octadecadienoic acid,
10-hydroxy-cis-6,trans-11-octadecadienoic acid,
10-hydroxy-cis-6,trans-11,cis-15-octadecatrienoic acid,
13-hydroxy-cis-9-octadecenoic acid,
13-hydroxy-cis-9,cis-15-octadecadienoic acid,
13-hydroxy-cis-6,cis-9-octadecadienoic acid,
13-hydroxy-cis-6,cis-9,cis-15-octadecatrienoic acid,
13-hydroxy-cis-5,cis-9-octadecadienoic acid,
13-hydroxy-trans-5,cis-9-octadecadienoic acid,
12-hydroxy-cis-14-eicosenoic acid,
12-hydroxy-cis-14,cis-17-eicosadienoic acid,
12-hydroxy-cis-8,cis-14-eicosadienoic acid,
12-hydroxy-cis-5,cis-8-eicosadienoic acid,
12-hydroxy-cis-8,cis-14,cis-17-eicosatrienoic acid,
12-hydroxy-cis-5,cis-8,cis-14-eicosatrienoic acid,
15-hydroxy-cis-11-eicosenoic acid,
15-hydroxy-cis-11,cis-17-eicosadienoic acid,
15-hydroxy-cis-8,cis-11-eicosadienoic acid,
15-hydroxy-cis-8,cis-11,cis-17-eicosatrienoic acid,
15-hydroxy-cis-5,cis-8,cis-11-eicosatrienoic acid,
15-hydroxy-cis-5,cis-11-eicosadienoic acid,
15-hydroxy-cis-5,cis-11,cis-17-eicosatrienoic acid,
10-hydroxytetradecanoic acid,
10-hydroxyhexadecanoic acid, and
14-hydroxy-cis-4,cis-7,cis-10,cis-16,cis-19-docosapentaenoic acid.
13. The homopolymer according to claim 12 , wherein the homopolymer is a dimer, a trimer or a tetramer of 10-hydroxy-cis-12-octadecenoic acid represented by the formula
14. A composition comprising the homopolymer according to claim 12 .
15. A composition comprising the homopolymer according to claim 13 .
16. The method according to claim 1 , wherein the hydroxylated fatty acid is a fatty acid having 22 carbon atoms and a hydroxyl group at the 14-position.