Title:
PROCESS FOR THE PRODCUTION OF GLYCERIDES WITH LIPASES
Document Type and Number:
WIPO Patent Application WO/2002/006505
Kind Code:
A1
Abstract:
A process for producing 2-monoglycerides (2-MG) or triglycerides (TG), particularly triglycerides having in the sn-2 position highly unsaturated fatty acid (HUFA) residues, at an extremely high purity and a high efficiency. The process comprises conducting alcoholysis of a starting TG with a first 1,3 lipase to form 2-MG and introducing fatty acid residues to the 1- and 3-positions of the 2-MG by using a second 1,3 lipase to form TG. The fatty acid residue at the 2-position is preferably a residue of DHA, EPA or ARA. The first lipase refers to one which is selective for the 1- and 3-positions and can act even on a long-chain fatty acid in alcoholysis, while the second lipase refers to one which is selective for the 1- and 3-positions and can give TG through the reaction of 2-MG with a fatty acid ester or a free fatty acid.
Inventors:
ROXANA IRIMESCU (JP)
FURIHATA KIYOMI (JP)
HATA KAZUHIKO (JP)
YAMANE TSUNEO (JP)
FURIHATA KIYOMI (JP)
HATA KAZUHIKO (JP)
YAMANE TSUNEO (JP)
Application Number:
PCT/JP2001/005718
Publication Date:
January 24, 2002
Filing Date:
July 02, 2001
Export Citation:
Assignee:
NIPPON SUISAN KAISHA LTD (JP)
ROXANA IRIMESCU (JP)
FURIHATA KIYOMI (JP)
HATA KAZUHIKO (JP)
YAMANE TSUNEO (JP)
ROXANA IRIMESCU (JP)
FURIHATA KIYOMI (JP)
HATA KAZUHIKO (JP)
YAMANE TSUNEO (JP)
International Classes:
C11C3/08; C11C3/10; C12P7/64; (IPC1-7): C12P7/64
Foreign References:
| EP0882797A2 | 1998-12-09 |
Other References:
IRIMESCU, R. ET AL.: "Utilization of reaction medium-dependent regiospecificity of Candida antarctica lipase (Novozym 435) for the synthesis of 1, 3-dicapryloyl-2-docosahexaenoyl (or eicosapentaenoyl) glycerol.", JOURNAL OF THE AMERICAN OIL CHEMISTS' SOCIETY, vol. 78, no. 3, 2001, pages 285 - 289, XP002946595
SCHMID, U. ET AL.: "Optimization of the reaction conditions in the lipase-catalyzed synthesis of structured triglycerides.", JOURNAL OF THE AMERICAN OIL CHEMISTS' SOCIETY, vol. 75, no. 11, 1998, pages 1527 - 1531, XP002946596
IRIMESCU, R. ET AL.: "Enzymatic synthesis of 1,3-dicapryloyl-2-eicosapentaenoylglycerol", JOURNAL OF THE AMERICAN OIL CHEMISTS' SOCIETY, vol. 77, no. 05, 2000, pages 501 - 506, XP002946597
BREIVIK, H. ET AL.: "Preparation of highly purified concentrates of eicosapentaenoic acid and docosahexaenoic acid.", JOURNAL OF THE AMERICAN OIL CHEMISTS' SOCIETY, vol. 74, no. 11, pages 1425 - 1429, XP002946598
SCHMID U ET AL.: "JOURNAL OF THE AMERICAN OIL CHEMISTS' SOCIETY", vol. 75, 1190219, SPRINGER, article "Optimization of the reaction conditions in the lipase-catalyzed synthesis of structured triglycerides", pages: 1527 - 1531
OUMANOU M M: "FETT - LIPID.FAT SCIENCE TECHNOLOGY", vol. 100, 1080219, WILEY-VCH VERLAG, article "Synthesis of structured triglycerides by lipase catalysis", pages: 156 - 160
SOUMANOU M M ET AL.: "JOURNAL OF THE AMERICAN OIL CHEMISTS' SOCIETY", vol. 75, 1090219, SPRINGER, article "Two-step enzymatic reaction for the synthesis of pure structured triacylglycerides", pages: 703 - 710
SCHMID U ET AL.: "Highly selective synthesis of 1,3-oleoyl-2-palmitoylglycerol by lipase catalysis", BIOTECHNOLOGY AND BIOENGINEERING, vol. 64, 9140319, pages 678 - 684
ZUYI L; WARD 0 P: "Lipase-catalyzed alcoholysis to concentrate the n-3 polyunsaturated fatty acid of cod liver oil", ENZYME AND MICROBIAL TECHNOLOGY, vol. 15, no. 7, 7070919, pages 601 - 606
See also references of EP 1300470A4
SCHMID, U. ET AL.: "Optimization of the reaction conditions in the lipase-catalyzed synthesis of structured triglycerides.", JOURNAL OF THE AMERICAN OIL CHEMISTS' SOCIETY, vol. 75, no. 11, 1998, pages 1527 - 1531, XP002946596
IRIMESCU, R. ET AL.: "Enzymatic synthesis of 1,3-dicapryloyl-2-eicosapentaenoylglycerol", JOURNAL OF THE AMERICAN OIL CHEMISTS' SOCIETY, vol. 77, no. 05, 2000, pages 501 - 506, XP002946597
BREIVIK, H. ET AL.: "Preparation of highly purified concentrates of eicosapentaenoic acid and docosahexaenoic acid.", JOURNAL OF THE AMERICAN OIL CHEMISTS' SOCIETY, vol. 74, no. 11, pages 1425 - 1429, XP002946598
SCHMID U ET AL.: "JOURNAL OF THE AMERICAN OIL CHEMISTS' SOCIETY", vol. 75, 1190219, SPRINGER, article "Optimization of the reaction conditions in the lipase-catalyzed synthesis of structured triglycerides", pages: 1527 - 1531
OUMANOU M M: "FETT - LIPID.FAT SCIENCE TECHNOLOGY", vol. 100, 1080219, WILEY-VCH VERLAG, article "Synthesis of structured triglycerides by lipase catalysis", pages: 156 - 160
SOUMANOU M M ET AL.: "JOURNAL OF THE AMERICAN OIL CHEMISTS' SOCIETY", vol. 75, 1090219, SPRINGER, article "Two-step enzymatic reaction for the synthesis of pure structured triacylglycerides", pages: 703 - 710
SCHMID U ET AL.: "Highly selective synthesis of 1,3-oleoyl-2-palmitoylglycerol by lipase catalysis", BIOTECHNOLOGY AND BIOENGINEERING, vol. 64, 9140319, pages 678 - 684
ZUYI L; WARD 0 P: "Lipase-catalyzed alcoholysis to concentrate the n-3 polyunsaturated fatty acid of cod liver oil", ENZYME AND MICROBIAL TECHNOLOGY, vol. 15, no. 7, 7070919, pages 601 - 606
See also references of EP 1300470A4
Attorney, Agent or Firm:
Sudo, Asako (Kajino-Cho 5-Chome Koganei-Shi, Tokyo, JP)
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