EP0654527B1 - Verfahren zum Entschleimen von Pflanzenöl mittels Enzymen - Google Patents
Verfahren zum Entschleimen von Pflanzenöl mittels Enzymen Download PDFInfo
- Publication number
- EP0654527B1 EP0654527B1 EP94203211A EP94203211A EP0654527B1 EP 0654527 B1 EP0654527 B1 EP 0654527B1 EP 94203211 A EP94203211 A EP 94203211A EP 94203211 A EP94203211 A EP 94203211A EP 0654527 B1 EP0654527 B1 EP 0654527B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- oil
- enzymes
- degumming
- sludge
- degummed
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 102000004190 Enzymes Human genes 0.000 title claims abstract description 65
- 108090000790 Enzymes Proteins 0.000 title claims abstract description 65
- 238000000034 method Methods 0.000 title claims abstract description 31
- 235000015112 vegetable and seed oil Nutrition 0.000 title claims abstract description 8
- 239000008158 vegetable oil Substances 0.000 title claims abstract description 8
- 239000003921 oil Substances 0.000 claims abstract description 51
- 235000019198 oils Nutrition 0.000 claims abstract description 49
- 239000007788 liquid Substances 0.000 claims abstract description 21
- 239000002904 solvent Substances 0.000 claims abstract description 15
- 238000000926 separation method Methods 0.000 claims abstract description 14
- 238000003756 stirring Methods 0.000 claims abstract description 9
- 102100037883 Phospholipase B1, membrane-associated Human genes 0.000 claims abstract description 5
- 108010058864 Phospholipases A2 Proteins 0.000 claims abstract description 5
- 108010013563 Lipoprotein Lipase Proteins 0.000 claims abstract description 4
- 102100031415 Hepatic triacylglycerol lipase Human genes 0.000 claims abstract description 3
- 108020002496 Lysophospholipase Proteins 0.000 claims abstract description 3
- 239000010802 sludge Substances 0.000 claims description 25
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 13
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical class CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 claims description 3
- 239000000194 fatty acid Substances 0.000 claims description 2
- 150000002191 fatty alcohols Chemical class 0.000 claims description 2
- 230000002209 hydrophobic effect Effects 0.000 claims description 2
- 150000002942 palmitic acid derivatives Chemical class 0.000 claims description 2
- 150000003138 primary alcohols Chemical class 0.000 claims description 2
- 239000004094 surface-active agent Substances 0.000 claims description 2
- 239000003760 tallow Substances 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 235000003846 Ricinus Nutrition 0.000 claims 1
- 241000322381 Ricinus <louse> Species 0.000 claims 1
- 239000000243 solution Substances 0.000 description 26
- 239000012071 phase Substances 0.000 description 20
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 8
- 229910052698 phosphorus Inorganic materials 0.000 description 8
- 239000011574 phosphorus Substances 0.000 description 8
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- -1 polyethylene Polymers 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 230000014759 maintenance of location Effects 0.000 description 5
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 4
- 235000019484 Rapeseed oil Nutrition 0.000 description 4
- 235000010443 alginic acid Nutrition 0.000 description 4
- 229920000615 alginic acid Polymers 0.000 description 4
- 239000008346 aqueous phase Substances 0.000 description 4
- 235000010445 lecithin Nutrition 0.000 description 4
- 239000000787 lecithin Substances 0.000 description 4
- 229940067606 lecithin Drugs 0.000 description 4
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 4
- 229920000053 polysorbate 80 Polymers 0.000 description 4
- FHVDTGUDJYJELY-UHFFFAOYSA-N 6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid Chemical compound O1C(C(O)=O)C(P)C(O)C(O)C1OC1C(C(O)=O)OC(OP)C(O)C1O FHVDTGUDJYJELY-UHFFFAOYSA-N 0.000 description 3
- 102000006447 Phospholipases A2 Human genes 0.000 description 3
- 229940072056 alginate Drugs 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 229920000159 gelatin Polymers 0.000 description 3
- 235000019322 gelatine Nutrition 0.000 description 3
- ZIIUUSVHCHPIQD-UHFFFAOYSA-N 2,4,6-trimethyl-N-[3-(trifluoromethyl)phenyl]benzenesulfonamide Chemical compound CC1=CC(C)=CC(C)=C1S(=O)(=O)NC1=CC=CC(C(F)(F)F)=C1 ZIIUUSVHCHPIQD-UHFFFAOYSA-N 0.000 description 2
- 229920001817 Agar Polymers 0.000 description 2
- 108010010803 Gelatin Proteins 0.000 description 2
- 241000206672 Gelidium Species 0.000 description 2
- 102000015439 Phospholipases Human genes 0.000 description 2
- 108010064785 Phospholipases Proteins 0.000 description 2
- 229920001213 Polysorbate 20 Polymers 0.000 description 2
- NWGKJDSIEKMTRX-AAZCQSIUSA-N Sorbitan monooleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O NWGKJDSIEKMTRX-AAZCQSIUSA-N 0.000 description 2
- IYFATESGLOUGBX-YVNJGZBMSA-N Sorbitan monopalmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O IYFATESGLOUGBX-YVNJGZBMSA-N 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 2
- 235000010419 agar Nutrition 0.000 description 2
- 229920001222 biopolymer Polymers 0.000 description 2
- 238000005119 centrifugation Methods 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000008157 edible vegetable oil Substances 0.000 description 2
- 239000008273 gelatin Substances 0.000 description 2
- 235000011852 gelatine desserts Nutrition 0.000 description 2
- 150000004676 glycans Chemical class 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 description 2
- 239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 description 2
- 229920001282 polysaccharide Polymers 0.000 description 2
- 239000005017 polysaccharide Substances 0.000 description 2
- 229920000136 polysorbate Polymers 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- 235000019698 starch Nutrition 0.000 description 2
- 239000008107 starch Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000002569 water oil cream Substances 0.000 description 2
- GIEMHYCMBGELGY-UHFFFAOYSA-N 10-undecen-1-ol Chemical compound OCCCCCCCCCC=C GIEMHYCMBGELGY-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 229920001661 Chitosan Polymers 0.000 description 1
- 239000001828 Gelatine Substances 0.000 description 1
- 238000007200 Mander carbonylation reaction Methods 0.000 description 1
- 102000006448 Phospholipases A1 Human genes 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 235000004443 Ricinus communis Nutrition 0.000 description 1
- 239000003929 acidic solution Substances 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 150000001449 anionic compounds Chemical class 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000005238 degreasing Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000008040 ionic compounds Chemical class 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 238000001471 micro-filtration Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B3/00—Refining fats or fatty oils
- C11B3/003—Refining fats or fatty oils by enzymes or microorganisms, living or dead
Definitions
- the invention relates to a method for degumming Vegetable oil, whereby the vegetable oil is adjusted to a pH of 3 to 6, an aqueous enzyme solution dispersed in the oil, which contains one of the enzymes phospholipase A1, A2 or B, which Enzymes in the oil with stirring at temperatures from 20 to 90 ° C in a degumming reactor can act and from the Degumming reactor withdrawn liquid degummed oil separates.
- the invention is based, at the beginning mentioned processes the used enzymes in Degumming process at least partially to reuse. According to the invention, this is done in that the liquid withdrawn from the degumming reactor at temperatures of 20 to 90 ° C before or after the separation of the degummed oil a release agent or a Solubilizer admits and an aqueous, used enzyme containing, largely sludge-free solution that one at least partially leads back to the degumming reactor and dispersed in the oil to be degummed, the proportion used, recycled enzymes in total the enzyme dispersed in the oil is at least 10%. For cost reasons, it is advantageous if the share used, recycled enzymes in total of the enzymes dispersed in the oil at least 20% or more better, at least 50%.
- a variant of the 2nd way is that of the Degumming reactor coming oily liquid admit a broker and then that separate degummed oil from the liquid, e.g. in a centrifuge. You get next to that degummed oil an aqueous, largely sludge-free Phase that contains the used enzymes. This The aqueous phase can be wholly or partly without further Treatment, before returning the degumming reactor, to mix them with the oil to be degummed.
- solubilizer to be used or Release aids can vary widely, they is usually 0.1 to 100 g / l liquid. A Excess solubilizer or separation aid is not disturbing.
- the vegetable oil to be completely degummed comes in accordance with Fig. 1 from the line (1), it is dosed from the Storage container (2) first an aqueous acidic solution, e.g. Citric acid, and one from the storage container (3) aqueous alkaline solution, e.g. Caustic soda, in such Amounts that the oil has a pH of 3 to 6 preferably about 5, through line (4) into one first disperser (5) occurs. In the disperser (5) an oil-water emulsion is created, which can be Line (6) in a retention tank (7) passes.
- aqueous acidic solution e.g. Citric acid
- aqueous alkaline solution e.g. Caustic soda
- the reactor (13) shown has three levels (13a), (13b) and (13c), through which the oil to be treated with a certain dwell time on each floor from top to bottom flows.
- Each floor can have different Treatment temperatures can be set, it is recommends on the top floor (13a) with the lowest temperature and on the lowest floor (13c) to work with the highest temperature.
- the Treatment temperatures in the reactor (13) are in the range from 20 to 90 ° C with a total residence time in Reactor (13) of usually 3 to 5 hours.
- the treated oil leaves the degumming reactor (13) through line (17) and becomes a centrifuge (18) given up.
- the centrifuge is used as a product degummed oil obtained in the line (19) dissipates.
- the enzyme-containing aqueous sludge phase in the Line (20) is given from the storage container (21) Separation aid and stir the whole thing in Disperser (22) intensive. Then you give the stirred phase in line (23) one Indwelling container (24), preferably with a Stirring device (25) is provided.
- the temperatures are in the range from 30 to 85 ° C and preferably at about 60 ° C and man ensures dwell times in the range of 3 to 60 minutes.
- 2 is correct between the Lines (1) and (17) with the previously together with Fig. 1st described method. 2 is also that coming from the degumming reactor (13) Water-phosphatide sludge-oil mixture through the Line (17) fed to the centrifuge (18), from which one withdraws degummed oil in line (19). Of the enzyme-containing water-sludge phase of the line (30) there one from the reservoir (31) solubilizer to and stir the whole thing in the retention tank (32). Here creates an aqueous, enzyme-containing solution, which one by the line (28) in the reservoir (10) to Reuse returns; an excess of the solution can be removed in line (29). In place the retention tank (32) can also be a Disperser (22), cf. Fig. 1.
- rapeseed oil which with Water has been degummed in various ways Enzymes degummed.
- Examples 1, 5 and 6 are Comparative examples in which the invention Procedure is not applied.
- the degummed rapeseed oil in line (19) has one remaining phosphorus content of 6 ppm, the volume of Water-sludge phase is 370 ml.
- the phosphorus content is a measure of the level of degumming, good degummed oil has a residual P content of less than 10 ppm.
- Example 1 For the procedure according to the invention according to FIG. 2 Example 1 is repeated, with the Water-sludge phase of line (30) 3 g / l TWEEN 80 adds and the liquid 10 min in a disperser (Ultra-Turrax) stirs intensely. You get one sludge-free, enzyme-containing solution with no suspended Particles that one in the line (28) in the Returns storage container (10). On adding fresher Enzymes are avoided. The degummed oil of the Line (19) has a residual phosphorus content of 5 ppm per run.
- a disperser Ultra-Turrax
- Example 1 For the procedure according to the invention according to FIG. 2 Example 1 is repeated, the one from the Enzyme reactor exiting via line 17 Liquid mixture via line (33) 2.5 g Tween 80 per liter of mixture and the mixture in the Centrifuge 18 separates. You largely get one sludge-free, enzyme-containing solution that can be piped (34) and line (28) to the reservoir (10). Fresh enzymes are not added.
- the degummed oil in line (19) has one Residual phosphorus content of 5 ppm.
- Example 1 For the procedure according to the invention according to FIG. 1 Example 1 is repeated, with the Water-sludge phase of the line (20) per liter 2 g TWEEN 80 (manufacturer DuPont) adds and the Liquids in a disperser (22) (Ultra-Turrax) homogenized. After a dwell time of 10 minutes the phosphatide sludge by centrifuging the aqueous enzyme solution separated. The enzyme solution will via the line (28) into the storage container (10) traced back, adding fresher addition No enzyme solution whatsoever. The residual phosphorus content in the degummed oil of line (19) is 5 ppm.
- Example 4 is modified so that instead of aqueous enzyme solution after centrifugation in the Line (27) occurring, pretreated with TWEEN 80 Phosphatide sludge via the dosing point (9) with the oil the line (8) is mixed. It turns out that this Phosphatide sludge to improve degumming is ineffective because it has no enzyme activity.
- Example 1 For the procedure according to the invention Example 1 is repeated, taking the water-sludge phase the line (20) 2 liters of alginate protan per liter (Manufacturer: Pronova-Biopolymer, Norway) adds and the liquids in a disperser (22) (Ultra-Turrax) homogenized, cf. Fig. 1. After a The phosphatide sludge becomes a residence time of 10 minutes by centrifuging the aqueous enzyme solution severed. The enzyme solution is in the Storage container (10) returned. Without adding fresh enzymes the residual phosphorus content in degummed oil of line (19) 8 ppm.
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Microbiology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biochemistry (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Fats And Perfumes (AREA)
- Edible Oils And Fats (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Enzymes And Modification Thereof (AREA)
- Treatment Of Sludge (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE4339556 | 1993-11-19 | ||
DE4339556A DE4339556C1 (de) | 1993-11-19 | 1993-11-19 | Verfahren zum Entschleimen von Pflanzenöl mittels Enzymen |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0654527A1 EP0654527A1 (de) | 1995-05-24 |
EP0654527B1 true EP0654527B1 (de) | 1998-01-14 |
Family
ID=6503008
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP94203211A Expired - Lifetime EP0654527B1 (de) | 1993-11-19 | 1994-11-04 | Verfahren zum Entschleimen von Pflanzenöl mittels Enzymen |
Country Status (12)
Country | Link |
---|---|
US (1) | US5558781A (zh) |
EP (1) | EP0654527B1 (zh) |
JP (1) | JPH07188691A (zh) |
CN (1) | CN1046760C (zh) |
AT (1) | ATE162210T1 (zh) |
BR (1) | BR9404496A (zh) |
CA (1) | CA2136050A1 (zh) |
DE (2) | DE4339556C1 (zh) |
DK (1) | DK0654527T3 (zh) |
ES (1) | ES2111841T3 (zh) |
GR (1) | GR3026501T3 (zh) |
TW (1) | TW279900B (zh) |
Cited By (12)
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US7666618B2 (en) | 2004-07-16 | 2010-02-23 | Danisco A/S | Lipolytic enzyme: uses thereof in the food industry |
US7718408B2 (en) | 2003-12-24 | 2010-05-18 | Danisco A/S | Method |
US7718204B2 (en) | 1998-07-21 | 2010-05-18 | Danisco A/S | Foodstuff |
US7807398B2 (en) | 2003-01-17 | 2010-10-05 | Danisco A/S | Method of using lipid acyltransferase |
US7906307B2 (en) | 2003-12-24 | 2011-03-15 | Danisco A/S | Variant lipid acyltransferases and methods of making |
US7955814B2 (en) | 2003-01-17 | 2011-06-07 | Danisco A/S | Method |
US7960150B2 (en) | 2007-01-25 | 2011-06-14 | Danisco A/S | Production of a lipid acyltransferase from transformed Bacillus licheniformis cells |
US8012732B2 (en) | 2004-03-12 | 2011-09-06 | Danisco A/S | Fungal lypolytic and amylase enzyme composition and methods using the same |
US8030044B2 (en) | 2003-12-24 | 2011-10-04 | Danisco A/S | Lipid acyltransferases |
USRE43135E1 (en) | 2001-05-18 | 2012-01-24 | Danisco A/S | Method of improving dough and bread quality |
USRE43341E1 (en) | 1995-06-07 | 2012-05-01 | Danisco A/S | Method of improving the properties of a flour dough, a flour dough improving composition and improved food products |
US8652809B2 (en) | 2007-08-17 | 2014-02-18 | Dupont Nutrition Biosciences Aps | Method for producing ultra-heat treatment milk |
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US6406723B1 (en) * | 1997-04-09 | 2002-06-18 | Danisco A/S | Method for preparing flour doughs and products made from such doughs using glycerol oxidase and lipase |
US6103505A (en) * | 1996-12-09 | 2000-08-15 | Novo Nordisk A/S | Method for reducing phosphorus content of edible oils |
WO1998026057A1 (en) * | 1996-12-09 | 1998-06-18 | Novo Nordisk A/S | Reduction of phosphorus containing components in edible oils comprising a high amount of non-hydratable phosphorus by use of a phospholipase, a phospholipase from a filamentous fungus having phospholipase a and/or b activity |
EP1071734A1 (en) * | 1998-04-08 | 2001-01-31 | Novozymes A/S | An enzymatic oil-degumming process |
TR200101497T2 (tr) | 1998-11-27 | 2001-11-21 | Novozymes A/S | Lipolitik enzim varyantları |
US6166231A (en) * | 1998-12-15 | 2000-12-26 | Martek Biosciences Corporation | Two phase extraction of oil from biomass |
EP2236611A1 (en) | 2000-04-28 | 2010-10-06 | Novozymes A/S | Lipolytic enzyme variant |
US7226771B2 (en) | 2002-04-19 | 2007-06-05 | Diversa Corporation | Phospholipases, nucleic acids encoding them and methods for making and using them |
ES2395898T3 (es) | 2002-04-19 | 2013-02-15 | Dsm Ip Assets B.V. | Fosfolipasas, ácidos nucleicos que las codifican, y métodos para obtenerlas y usarlas |
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CA3007908A1 (en) | 2003-03-07 | 2005-04-14 | Dsm Ip Assets B.V. | Hydrolases, nucleic acids encoding them and methods for making and using them |
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US20080070291A1 (en) | 2004-06-16 | 2008-03-20 | David Lam | Compositions and Methods for Enzymatic Decolorization of Chlorophyll |
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PT2057274E (pt) | 2006-09-21 | 2014-03-13 | Dsm Ip Assets Bv | Fosfolípases, ácidos nucleicos que as codificam e métodos de preparação e utilização das mesmas |
DE102006046719A1 (de) | 2006-10-02 | 2008-04-03 | Ab Enzymes Gmbh | Klonierung, Expression und Verwendung saurer Phospholipasen |
EP2106280A2 (en) * | 2006-12-22 | 2009-10-07 | Danisco US, INC., Genencor Division | Enzyme-assisted de-emulsification of aqueous lipid extracts |
US8956853B2 (en) | 2007-01-30 | 2015-02-17 | Bunge Oils, Inc. | Enzymatic degumming utilizing a mixture of PLA and PLC phospholipases |
MX2009007919A (es) * | 2007-01-30 | 2009-08-27 | Bunge Oils Inc | Desgomado enzimatico que utiliza una mezcla de fosfolipasas pla y plc. |
US8460905B2 (en) | 2007-09-11 | 2013-06-11 | Bunge Oils, Inc. | Enzymatic degumming utilizing a mixture of PLA and PLC phospholipases with reduced reaction time |
WO2009046988A2 (en) * | 2007-10-10 | 2009-04-16 | Chr. Hansen A/S | Process for producing a water-in-oil emulsion |
US8076123B2 (en) * | 2007-10-26 | 2011-12-13 | Oilseeds Biorefinery Corporation | Emulsification-free degumming of oil |
US8241876B2 (en) | 2008-01-07 | 2012-08-14 | Bunge Oils, Inc. | Generation of triacylglycerols from gums |
GB0904787D0 (en) * | 2009-03-20 | 2009-05-06 | Desmet Ballestra Engineering Sa | Improved enzymatic oil recuperation process |
AR077042A1 (es) | 2009-06-12 | 2011-07-27 | Danisco | Metodo para tratar una composicion que contiene pirofiofitina |
UA109884C2 (uk) | 2009-10-16 | 2015-10-26 | Поліпептид, що має активність ферменту фосфатидилінозитол-специфічної фосфоліпази с, нуклеїнова кислота, що його кодує, та спосіб його виробництва і застосування | |
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US20130059036A1 (en) | 2010-03-12 | 2013-03-07 | Dupont Nutrition Biosciences Aps | Process |
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DE102010025764A1 (de) | 2010-07-01 | 2012-01-05 | Süd-Chemie AG | Phospholipase-Träger-Komplex |
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-
1993
- 1993-11-19 DE DE4339556A patent/DE4339556C1/de not_active Expired - Lifetime
-
1994
- 1994-11-04 ES ES94203211T patent/ES2111841T3/es not_active Expired - Lifetime
- 1994-11-04 AT AT94203211T patent/ATE162210T1/de not_active IP Right Cessation
- 1994-11-04 DE DE59405028T patent/DE59405028D1/de not_active Expired - Fee Related
- 1994-11-04 DK DK94203211.1T patent/DK0654527T3/da active
- 1994-11-04 EP EP94203211A patent/EP0654527B1/de not_active Expired - Lifetime
- 1994-11-10 TW TW083110409A patent/TW279900B/zh active
- 1994-11-16 US US08/340,829 patent/US5558781A/en not_active Expired - Fee Related
- 1994-11-17 CA CA002136050A patent/CA2136050A1/en not_active Abandoned
- 1994-11-18 BR BR9404496A patent/BR9404496A/pt not_active Application Discontinuation
- 1994-11-19 CN CN94118887A patent/CN1046760C/zh not_active Expired - Fee Related
- 1994-11-21 JP JP6311139A patent/JPH07188691A/ja active Pending
-
1998
- 1998-04-03 GR GR980400684T patent/GR3026501T3/el unknown
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USRE43341E1 (en) | 1995-06-07 | 2012-05-01 | Danisco A/S | Method of improving the properties of a flour dough, a flour dough improving composition and improved food products |
US7972638B2 (en) | 1998-07-21 | 2011-07-05 | Danisco A/S | Foodstuff |
US7718204B2 (en) | 1998-07-21 | 2010-05-18 | Danisco A/S | Foodstuff |
US7781001B2 (en) | 1998-07-21 | 2010-08-24 | Danisco A/S | Foodstuff |
US8163315B2 (en) | 1998-07-21 | 2012-04-24 | Danisco A/S | Foodstuff |
USRE43135E1 (en) | 2001-05-18 | 2012-01-24 | Danisco A/S | Method of improving dough and bread quality |
US8278062B2 (en) | 2003-01-14 | 2012-10-02 | Dupont Nutrition Biosciences Aps | Method of using lipid acyltransferase |
US8003095B2 (en) | 2003-01-17 | 2011-08-23 | Danisco A/S | Method of using lipid acyltransferase |
US7955814B2 (en) | 2003-01-17 | 2011-06-07 | Danisco A/S | Method |
US7955813B2 (en) | 2003-01-17 | 2011-06-07 | Danisco, A/S | Method of using lipid acyltransferase |
US7807398B2 (en) | 2003-01-17 | 2010-10-05 | Danisco A/S | Method of using lipid acyltransferase |
US7718408B2 (en) | 2003-12-24 | 2010-05-18 | Danisco A/S | Method |
US8030044B2 (en) | 2003-12-24 | 2011-10-04 | Danisco A/S | Lipid acyltransferases |
US7906307B2 (en) | 2003-12-24 | 2011-03-15 | Danisco A/S | Variant lipid acyltransferases and methods of making |
US8440435B2 (en) | 2003-12-24 | 2013-05-14 | Dupont Nutrition Biosciences Aps | Method for reducing 1,2-diglyceride content of an edible oil |
US8012732B2 (en) | 2004-03-12 | 2011-09-06 | Danisco A/S | Fungal lypolytic and amylase enzyme composition and methods using the same |
US7666618B2 (en) | 2004-07-16 | 2010-02-23 | Danisco A/S | Lipolytic enzyme: uses thereof in the food industry |
US8192782B2 (en) | 2004-07-16 | 2012-06-05 | Danisco A/S | Enzymatic oil-degumming method |
US8535900B2 (en) | 2004-07-16 | 2013-09-17 | Dupont Nutrition Biosciences Aps | Lipolytic enzyme uses thereof in the food industry |
US8889371B2 (en) | 2004-07-16 | 2014-11-18 | Dupont Nutrition Biosciences Aps | Lipolytic enzyme: uses thereof in the food industry |
US7960150B2 (en) | 2007-01-25 | 2011-06-14 | Danisco A/S | Production of a lipid acyltransferase from transformed Bacillus licheniformis cells |
US8652809B2 (en) | 2007-08-17 | 2014-02-18 | Dupont Nutrition Biosciences Aps | Method for producing ultra-heat treatment milk |
Also Published As
Publication number | Publication date |
---|---|
DE4339556C1 (de) | 1995-02-02 |
ES2111841T3 (es) | 1998-03-16 |
DE59405028D1 (de) | 1998-02-19 |
EP0654527A1 (de) | 1995-05-24 |
BR9404496A (pt) | 1995-07-11 |
CN1112156A (zh) | 1995-11-22 |
DK0654527T3 (da) | 1998-03-16 |
GR3026501T3 (en) | 1998-07-31 |
CN1046760C (zh) | 1999-11-24 |
TW279900B (zh) | 1996-07-01 |
ATE162210T1 (de) | 1998-01-15 |
JPH07188691A (ja) | 1995-07-25 |
US5558781A (en) | 1996-09-24 |
CA2136050A1 (en) | 1995-05-20 |
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