EP0513709A2 - Procédé enzymatique pour réduire la teneur en composants contenant du phosphore dans les huiles végétales et animales - Google Patents
Procédé enzymatique pour réduire la teneur en composants contenant du phosphore dans les huiles végétales et animales Download PDFInfo
- Publication number
- EP0513709A2 EP0513709A2 EP92107888A EP92107888A EP0513709A2 EP 0513709 A2 EP0513709 A2 EP 0513709A2 EP 92107888 A EP92107888 A EP 92107888A EP 92107888 A EP92107888 A EP 92107888A EP 0513709 A2 EP0513709 A2 EP 0513709A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- oil
- phospholipase
- degummed
- ppm
- content
- 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.)
- Granted
Links
- 235000013311 vegetables Nutrition 0.000 title abstract description 5
- 239000008158 vegetable oil Substances 0.000 title description 4
- 239000010775 animal oil Substances 0.000 title description 3
- 238000006911 enzymatic reaction Methods 0.000 title description 3
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 title 1
- 239000003921 oil Substances 0.000 claims abstract description 40
- 235000019198 oils Nutrition 0.000 claims abstract description 39
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims abstract description 24
- 239000011574 phosphorus Substances 0.000 claims abstract description 24
- 229910052698 phosphorus Inorganic materials 0.000 claims abstract description 24
- 108010058864 Phospholipases A2 Proteins 0.000 claims abstract description 17
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims abstract description 14
- 108010013563 Lipoprotein Lipase Proteins 0.000 claims abstract description 11
- 102100037883 Phospholipase B1, membrane-associated Human genes 0.000 claims abstract description 10
- 235000012424 soybean oil Nutrition 0.000 claims abstract description 9
- 239000003549 soybean oil Substances 0.000 claims abstract description 9
- 102100031415 Hepatic triacylglycerol lipase Human genes 0.000 claims abstract description 8
- 108020002496 Lysophospholipase Proteins 0.000 claims abstract description 8
- 229910052742 iron Inorganic materials 0.000 claims abstract description 7
- 230000007515 enzymatic degradation Effects 0.000 claims abstract description 4
- 102000004190 Enzymes Human genes 0.000 claims description 30
- 108090000790 Enzymes Proteins 0.000 claims description 30
- 238000000034 method Methods 0.000 claims description 29
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 15
- 239000000243 solution Substances 0.000 claims description 15
- 102000015439 Phospholipases Human genes 0.000 claims description 9
- 108010064785 Phospholipases Proteins 0.000 claims description 9
- 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 claims description 8
- 239000008157 edible vegetable oil Substances 0.000 claims description 6
- 239000007864 aqueous solution Substances 0.000 claims description 5
- 239000008346 aqueous phase Substances 0.000 claims description 4
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 3
- 235000019484 Rapeseed oil Nutrition 0.000 claims description 3
- 235000019486 Sunflower oil Nutrition 0.000 claims description 3
- 239000011575 calcium Substances 0.000 claims description 3
- 229910052791 calcium Inorganic materials 0.000 claims description 3
- 239000000470 constituent Substances 0.000 claims description 3
- 239000002600 sunflower oil Substances 0.000 claims description 3
- 239000003995 emulsifying agent Substances 0.000 claims description 2
- 240000002791 Brassica napus Species 0.000 claims 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 claims 1
- 239000003513 alkali Substances 0.000 claims 1
- YWYZEGXAUVWDED-UHFFFAOYSA-N triammonium citrate Chemical compound [NH4+].[NH4+].[NH4+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O YWYZEGXAUVWDED-UHFFFAOYSA-N 0.000 claims 1
- 239000000787 lecithin Substances 0.000 abstract description 4
- 229940067606 lecithin Drugs 0.000 abstract description 4
- 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 abstract description 3
- 241001465754 Metazoa Species 0.000 abstract description 3
- 235000010445 lecithin Nutrition 0.000 abstract description 3
- 229940088598 enzyme Drugs 0.000 description 30
- 102000006447 Phospholipases A2 Human genes 0.000 description 15
- 230000000694 effects Effects 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 239000002253 acid Substances 0.000 description 6
- 239000012071 phase Substances 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 239000007857 degradation product Substances 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- 108091005804 Peptidases Proteins 0.000 description 4
- 102000035195 Peptidases Human genes 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 238000007670 refining Methods 0.000 description 4
- 108010065511 Amylases Proteins 0.000 description 3
- 102000013142 Amylases Human genes 0.000 description 3
- 241000196324 Embryophyta Species 0.000 description 3
- 102000006448 Phospholipases A1 Human genes 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 102000014384 Type C Phospholipases Human genes 0.000 description 3
- 108010079194 Type C Phospholipases Proteins 0.000 description 3
- 235000019418 amylase Nutrition 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 2
- 102000004882 Lipase Human genes 0.000 description 2
- 108090001060 Lipase Proteins 0.000 description 2
- 239000004367 Lipase Substances 0.000 description 2
- 108010019160 Pancreatin Proteins 0.000 description 2
- 101710145807 Phospholipase A2 1 Proteins 0.000 description 2
- 102000011420 Phospholipase D Human genes 0.000 description 2
- 108090000553 Phospholipase D Proteins 0.000 description 2
- 102000004160 Phosphoric Monoester Hydrolases Human genes 0.000 description 2
- 108090000608 Phosphoric Monoester Hydrolases Proteins 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 229940025131 amylases Drugs 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000001110 calcium chloride Substances 0.000 description 2
- 229910001628 calcium chloride Inorganic materials 0.000 description 2
- 238000005119 centrifugation Methods 0.000 description 2
- 239000010779 crude oil Substances 0.000 description 2
- 239000003925 fat Substances 0.000 description 2
- 235000019197 fats Nutrition 0.000 description 2
- 235000019421 lipase Nutrition 0.000 description 2
- 210000004185 liver Anatomy 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 210000000496 pancreas Anatomy 0.000 description 2
- 229940055695 pancreatin Drugs 0.000 description 2
- 150000003904 phospholipids Chemical class 0.000 description 2
- 235000019833 protease Nutrition 0.000 description 2
- 102000004169 proteins and genes Human genes 0.000 description 2
- 108090000623 proteins and genes Proteins 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000001509 sodium citrate Substances 0.000 description 2
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 235000015112 vegetable and seed oil Nutrition 0.000 description 2
- ASWBNKHCZGQVJV-UHFFFAOYSA-N (3-hexadecanoyloxy-2-hydroxypropyl) 2-(trimethylazaniumyl)ethyl phosphate Chemical compound CCCCCCCCCCCCCCCC(=O)OCC(O)COP([O-])(=O)OCC[N+](C)(C)C ASWBNKHCZGQVJV-UHFFFAOYSA-N 0.000 description 1
- 239000004382 Amylase Substances 0.000 description 1
- 101100352919 Caenorhabditis elegans ppm-2 gene Proteins 0.000 description 1
- 102000005575 Cellulases Human genes 0.000 description 1
- 108010084185 Cellulases Proteins 0.000 description 1
- 241001529717 Corticium <basidiomycota> Species 0.000 description 1
- 241000271532 Crotalus Species 0.000 description 1
- 102000002322 Egg Proteins Human genes 0.000 description 1
- 108010000912 Egg Proteins Proteins 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 241000228150 Penicillium chrysogenum Species 0.000 description 1
- 102000045595 Phosphoprotein Phosphatases Human genes 0.000 description 1
- 108700019535 Phosphoprotein Phosphatases Proteins 0.000 description 1
- 108010059820 Polygalacturonase Proteins 0.000 description 1
- 239000004365 Protease Substances 0.000 description 1
- 240000005384 Rhizopus oryzae Species 0.000 description 1
- 235000013752 Rhizopus oryzae Nutrition 0.000 description 1
- 241000270295 Serpentes Species 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- 102000004142 Trypsin Human genes 0.000 description 1
- 108090000631 Trypsin Proteins 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 239000008351 acetate buffer Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 230000003625 amylolytic effect Effects 0.000 description 1
- 239000003659 bee venom Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000007853 buffer solution Substances 0.000 description 1
- FNAQSUUGMSOBHW-UHFFFAOYSA-H calcium citrate Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O.[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O FNAQSUUGMSOBHW-UHFFFAOYSA-H 0.000 description 1
- 239000001354 calcium citrate Substances 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 210000004027 cell Anatomy 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 description 1
- 229940043264 dodecyl sulfate Drugs 0.000 description 1
- 235000013345 egg yolk Nutrition 0.000 description 1
- 210000002969 egg yolk Anatomy 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 230000002255 enzymatic effect Effects 0.000 description 1
- 108010093305 exopolygalacturonase Proteins 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 210000004907 gland Anatomy 0.000 description 1
- 125000005456 glyceride group Chemical group 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 159000000003 magnesium salts Chemical class 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000002351 pectolytic effect Effects 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 230000005501 phase interface Effects 0.000 description 1
- 150000008103 phosphatidic acids Chemical class 0.000 description 1
- 235000015277 pork Nutrition 0.000 description 1
- 229940024999 proteolytic enzymes for treatment of wounds and ulcers Drugs 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 239000002795 scorpion venom Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000003998 snake venom Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- -1 sodium citrate) Chemical class 0.000 description 1
- 235000013337 tricalcium citrate Nutrition 0.000 description 1
- 239000012588 trypsin Substances 0.000 description 1
- 238000002604 ultrasonography Methods 0.000 description 1
- 235000019871 vegetable fat Nutrition 0.000 description 1
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 NHP arise from the action of the plant's own enzymes. In the "Alcon process", these are inactivated by steam treatment of the soy flakes, so that the formation of the NHP is prevented and the phosphatide content can be almost completely removed when the crude oil is degummed.
- Phospholipase A2 and B are available as commercial products.
- the use of purified enzymes is generally not necessary for technical applications.
- a phospholipase preparation which is obtained from ground pancreatic pulp and contains above all phospholipase A2, is suitable for the process of the invention.
- the enzyme is used in amounts of 0.001 to 1% by weight, based on oil.
- a good distribution of the enzyme in the oil is ensured if it is dissolved in an amount of water of 0.5 to 5% by weight, based on oil, and emulsified in this form in the oil into droplets of less than 10 micrometers in diameter (weight average) becomes.
- Turbulent stirring at radial speeds above 100 cm / s has proven itself. Instead, the oil can be circulated in the reactor using an external centrifugal pump. The enzymatic reaction can also be promoted by means of ultrasound.
- emulsifying additives are helpful.
- Water-soluble emulsifiers are suitable, in particular those with an HLB value above 9, such as sodium dodecyl sulfate. It is effective in an amount of, for example, 0.001% by weight based on oil if it is added to the enzyme solution prior to emulsification in the oil.
- 1 l wet-degummed soybean oil with a residual phosphorus content of 110 ppm is heated to 75 o C in a round bottom flask. With vigorous stirring using a 5 cm diameter paddle stirrer at 700 rpm, 10 ml of water containing 1 g of citric acid are added and stirring is continued for 1 hour. Then it is cooled to 40 ° C. and a solution of 0.1 g of phospholipase A2 of the quality given in Example 1 and 50 mg of calcium chloride in 20 ml of 0.1 molar acetate buffer pH 5.5 are added. After a further 5 hours of intensive stirring, the water phase is centrifuged off. The oil obtained contains 2 ppm P and is suitable for physical refining.
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)
- Edible Oils And Fats (AREA)
- Fats And Perfumes (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Enzymes And Modification Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4115938 | 1991-05-16 | ||
| DE4115938A DE4115938A1 (de) | 1991-05-16 | 1991-05-16 | Enzymatisches verfahren zur verminderung des gehaltes an phosphorhaltigen bestandteilen in pflanzlichen und tierischen oelen |
Publications (4)
| Publication Number | Publication Date |
|---|---|
| EP0513709A2 true EP0513709A2 (fr) | 1992-11-19 |
| EP0513709A3 EP0513709A3 (en) | 1992-12-30 |
| EP0513709B1 EP0513709B1 (fr) | 1995-03-29 |
| EP0513709B2 EP0513709B2 (fr) | 1999-10-06 |
Family
ID=6431742
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP92107888A Expired - Lifetime EP0513709B2 (fr) | 1991-05-16 | 1992-05-11 | Procédé enzymatique pour réduire la teneur en composants contenant du phosphore dans les huiles végétales et animales |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US5264367A (fr) |
| EP (1) | EP0513709B2 (fr) |
| CN (1) | CN1034587C (fr) |
| AR (1) | AR245193A1 (fr) |
| AT (1) | ATE120482T1 (fr) |
| BR (1) | BR9201859A (fr) |
| CA (1) | CA2068933C (fr) |
| DE (2) | DE4115938A1 (fr) |
| DK (1) | DK0513709T4 (fr) |
| ES (1) | ES2072043T5 (fr) |
| GR (2) | GR3015920T3 (fr) |
| HU (1) | HU213754B (fr) |
| PL (1) | PL170548B1 (fr) |
| RU (1) | RU2033422C1 (fr) |
| TW (1) | TW203625B (fr) |
Cited By (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0622446A2 (fr) * | 1993-04-25 | 1994-11-02 | Showa Sangyo Co., Ltd. | Procédé de raffinage d'huile et de graisse |
| DE4339556C1 (de) * | 1993-11-19 | 1995-02-02 | Metallgesellschaft Ag | Verfahren zum Entschleimen von Pflanzenöl mittels Enzymen |
| WO1997005219A1 (fr) * | 1995-07-26 | 1997-02-13 | Röhm Gmbh | PROCEDE DE DEMUCILAGINATION PAR VOIE ENZYMATIQUE D'HUILES VEGETALES AU MOYEN DE PHOSPHOLIPASE D'$i(ASPERGILLUS) |
| WO1998018912A1 (fr) * | 1996-10-31 | 1998-05-07 | Novo Nordisk A/S | Nouvelle phospholipase, sa production et son utilisation |
| US6025171A (en) * | 1996-12-19 | 2000-02-15 | Lipton, Division Of Conopco, Inc. | Immobilizing enzymes and processing triglycerides with immobilized lipase |
| US6127137A (en) * | 1996-10-31 | 2000-10-03 | Novo Nordisk A/S | Acidic phospholipase, production and methods using thereof |
| US6162623A (en) * | 1995-06-27 | 2000-12-19 | Lipton, Division Of Conopco, Inc. | Processes for preparing and using immobilized lipases |
| WO2003089620A2 (fr) | 2002-04-19 | 2003-10-30 | Diversa Corporation | Phospholipases, acides nucleiques codant pour ces phosphalipases et methodes de fabrication et d'utilisation |
| WO2006009676A2 (fr) | 2004-06-16 | 2006-01-26 | Diversa Corporation | Compositions et procedes pour la decoloration enzymatique de la chlorophylle |
| US7226771B2 (en) | 2002-04-19 | 2007-06-05 | Diversa Corporation | Phospholipases, nucleic acids encoding them and methods for making and using them |
| WO2008036863A2 (fr) | 2006-09-21 | 2008-03-27 | Verenium Corporation | Phospholipases, acides nucléiques codant pour elles et leurs méthodes d'obtention et d'utilisation |
| WO2009046988A2 (fr) * | 2007-10-10 | 2009-04-16 | Chr. Hansen A/S | Procédé de production d'une émulsion eau dans huile |
| WO2010025395A2 (fr) | 2008-08-29 | 2010-03-04 | Verenium Corporation | Hydrolase, acides nucléiques les codant et procédés de fabrication et d’utilisation associés |
| EP2216403A2 (fr) | 2006-02-02 | 2010-08-11 | Verenium Corporation | Estérases et acides nucléiques associés et procédés |
| WO2011046812A1 (fr) | 2009-10-16 | 2011-04-21 | Verenium Corporation | Phospholipases, acides nucléiques codant pour celles-ci et leurs procédés de fabrication et d'utilisation |
| WO2011046815A1 (fr) | 2009-10-16 | 2011-04-21 | Bunge Oils, Inc. | Procédés de démucilagination d'huile |
| WO2011051322A1 (fr) | 2009-10-28 | 2011-05-05 | Ab Enzymes Gmbh | Clonage, expression et utilisation de phospholipases acides |
| US7943360B2 (en) | 2002-04-19 | 2011-05-17 | Verenium Corporation | Phospholipases, nucleic acids encoding them and methods for making and using them |
| WO2012001153A1 (fr) * | 2010-07-01 | 2012-01-05 | Süd-Chemie AG | Complexe phospholipase/substrat |
| 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 |
| US8202715B2 (en) | 2006-10-02 | 2012-06-19 | Ab Enzymes Gmbh | Cloning, expression and use of acid lysophospholipases |
| US8557551B2 (en) | 2004-09-10 | 2013-10-15 | Dsm Ip Assets B.V. | Compositions and methods for making and modifying oils |
| EP2853593A1 (fr) | 2003-03-07 | 2015-04-01 | DSM IP Assets B.V. | Hydrolases, acides nucléiques les codant et leurs procédés de fabrication et d'utilisation |
| US9017990B2 (en) | 2004-09-10 | 2015-04-28 | Dsm Ip Assets B.V. | Methods for enzymatic decolorization of chlorophyll |
| WO2015173426A1 (fr) | 2014-05-15 | 2015-11-19 | Novozymes A/S | Compositions comprenant des polypeptides ayant une activité phospholipase c et leur utilisation |
| EP4163354A2 (fr) | 2014-03-19 | 2023-04-12 | Novozymes A/S | Polypeptides présentant une activité phospholipase c et polynucléotides codant pour ceux-ci |
Families Citing this family (56)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 (fr) * | 1996-12-09 | 1998-06-18 | Novo Nordisk A/S | Limitation de la teneur en phosphore d'elements dans des huiles comestibles contenant une quantite elevee de phosphore non hydratable au moyen d'une phospholipase, phospholipase provenant d'un champignon filamenteux presentant une activite de phospholipase a ou b |
| EP1071734A1 (fr) * | 1998-04-08 | 2001-01-31 | Novozymes A/S | Procede de demucilagination de l'huile par des enzymes |
| ES2188190T5 (es) | 1998-07-21 | 2007-11-16 | Danisco A/S | Producto alimentario. |
| US7312062B2 (en) * | 1998-11-27 | 2007-12-25 | Novozymes A/S | Lipolytic enzyme variants |
| TR200101497T2 (tr) | 1998-11-27 | 2001-11-21 | Novozymes A/S | Lipolitik enzim varyantları |
| EP1532863B1 (fr) * | 1999-03-16 | 2017-10-25 | Novozymes A/S | Procédé de fabrication de fromage |
| US6464875B1 (en) | 1999-04-23 | 2002-10-15 | Gold Kist, Inc. | Food, animal, vegetable and food preparation byproduct treatment apparatus and process |
| EP2236611A1 (fr) | 2000-04-28 | 2010-10-06 | Novozymes A/S | Variant d'enzyme lipolytique |
| AU2001267333A1 (en) | 2000-06-26 | 2002-01-08 | Novozymes A/S | Lipolytic enzyme |
| MXPA03010511A (es) | 2001-05-18 | 2004-03-02 | Danisco | Metodo para preparar una masa con una enzima. |
| CN100545261C (zh) * | 2002-05-21 | 2009-09-30 | Dsmip资产有限公司 | 新的磷脂酶及其用途 |
| US7494676B2 (en) * | 2002-05-30 | 2009-02-24 | Council Of Scientific And Industrial Research | Process for the pre-treatment of vegetable oils for physical refining |
| US20050196766A1 (en) | 2003-12-24 | 2005-09-08 | Soe Jorn B. | Proteins |
| US7955814B2 (en) | 2003-01-17 | 2011-06-07 | Danisco A/S | Method |
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- 1992-05-11 AT AT92107888T patent/ATE120482T1/de active
- 1992-05-11 DK DK92107888T patent/DK0513709T4/da active
- 1992-05-11 ES ES92107888T patent/ES2072043T5/es not_active Expired - Lifetime
- 1992-05-11 EP EP92107888A patent/EP0513709B2/fr not_active Expired - Lifetime
- 1992-05-12 CN CN92103459A patent/CN1034587C/zh not_active Expired - Lifetime
- 1992-05-14 RU SU925011752A patent/RU2033422C1/ru active
- 1992-05-14 US US07/882,710 patent/US5264367A/en not_active Expired - Lifetime
- 1992-05-14 PL PL92294543A patent/PL170548B1/pl unknown
- 1992-05-15 HU HU9201630A patent/HU213754B/hu unknown
- 1992-05-15 TW TW081103810A patent/TW203625B/zh not_active IP Right Cessation
- 1992-05-15 AR AR92322337A patent/AR245193A1/es active
- 1992-05-15 BR BR929201859A patent/BR9201859A/pt not_active Application Discontinuation
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| EP0622446A3 (fr) * | 1993-04-25 | 1995-02-01 | Showa Sangyo Co | Procédé de raffinage d'huile et de graisse. |
| US5532163A (en) * | 1993-04-25 | 1996-07-02 | Showa Sangyo Co., Ltd. | Process for refining oil and fat |
| EP0622446A2 (fr) * | 1993-04-25 | 1994-11-02 | Showa Sangyo Co., Ltd. | Procédé de raffinage d'huile et de graisse |
| DE4339556C1 (de) * | 1993-11-19 | 1995-02-02 | Metallgesellschaft Ag | Verfahren zum Entschleimen von Pflanzenöl mittels Enzymen |
| EP0654527A1 (fr) * | 1993-11-19 | 1995-05-24 | Metallgesellschaft Aktiengesellschaft | Procédé de démucilagination d'huiles végetales avec des enzymes |
| US5558781A (en) * | 1993-11-19 | 1996-09-24 | Metallgesellschaft Aktiengesellschaft | Process for enzymatically degumming vegetable oil |
| 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 |
| US6162623A (en) * | 1995-06-27 | 2000-12-19 | Lipton, Division Of Conopco, Inc. | Processes for preparing and using immobilized lipases |
| WO1997005219A1 (fr) * | 1995-07-26 | 1997-02-13 | Röhm Gmbh | PROCEDE DE DEMUCILAGINATION PAR VOIE ENZYMATIQUE D'HUILES VEGETALES AU MOYEN DE PHOSPHOLIPASE D'$i(ASPERGILLUS) |
| US6001640A (en) * | 1995-07-26 | 1999-12-14 | Roehm Gmbh | Vegetable oil enzymatic degumming process by means of aspergillus phospholipase |
| US6127137A (en) * | 1996-10-31 | 2000-10-03 | Novo Nordisk A/S | Acidic phospholipase, production and methods using thereof |
| WO1998018912A1 (fr) * | 1996-10-31 | 1998-05-07 | Novo Nordisk A/S | Nouvelle phospholipase, sa production et son utilisation |
| US6025171A (en) * | 1996-12-19 | 2000-02-15 | Lipton, Division Of Conopco, Inc. | Immobilizing enzymes and processing triglycerides with immobilized lipase |
| US7943360B2 (en) | 2002-04-19 | 2011-05-17 | Verenium Corporation | Phospholipases, nucleic acids encoding them and methods for making and using them |
| WO2003089620A2 (fr) | 2002-04-19 | 2003-10-30 | Diversa Corporation | Phospholipases, acides nucleiques codant pour ces phosphalipases et methodes de fabrication et d'utilisation |
| US7226771B2 (en) | 2002-04-19 | 2007-06-05 | Diversa Corporation | Phospholipases, nucleic acids encoding them and methods for making and using them |
| EP2298871A1 (fr) | 2002-04-19 | 2011-03-23 | Verenium Corporation | Phospholipases, acides nucléiques les codant, et méthodes pour leur production et leur utilisation |
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| EP2853593A1 (fr) | 2003-03-07 | 2015-04-01 | DSM IP Assets B.V. | Hydrolases, acides nucléiques les codant et leurs procédés de fabrication et d'utilisation |
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| WO2006009676A2 (fr) | 2004-06-16 | 2006-01-26 | Diversa Corporation | Compositions et procedes pour la decoloration enzymatique de la chlorophylle |
| EP2468853A1 (fr) | 2004-06-16 | 2012-06-27 | Verenium Corporation | Composition et procédés de décoloration enzymatique de la chlorophylle |
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| US9017990B2 (en) | 2004-09-10 | 2015-04-28 | Dsm Ip Assets B.V. | Methods for enzymatic decolorization of chlorophyll |
| EP2216403A2 (fr) | 2006-02-02 | 2010-08-11 | Verenium Corporation | Estérases et acides nucléiques associés et procédés |
| WO2008036863A2 (fr) | 2006-09-21 | 2008-03-27 | Verenium Corporation | Phospholipases, acides nucléiques codant pour elles et leurs méthodes d'obtention et d'utilisation |
| US8507241B2 (en) | 2006-10-02 | 2013-08-13 | Ab Enzymes Gmbh | Cloning, expression and use of acid lysophospholipases |
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| WO2009046988A3 (fr) * | 2007-10-10 | 2009-06-18 | Chr Hansen As | Procédé de production d'une émulsion eau dans huile |
| WO2009046988A2 (fr) * | 2007-10-10 | 2009-04-16 | Chr. Hansen A/S | Procédé de production d'une émulsion eau dans huile |
| US9238804B2 (en) | 2008-08-29 | 2016-01-19 | Dsm Ip Assets B.V. | Hydrolases, nucleic acids encoding them and methods for making and using them |
| US8198062B2 (en) | 2008-08-29 | 2012-06-12 | Dsm Ip Assets B.V. | Hydrolases, nucleic acids encoding them and methods for making and using them |
| WO2010025395A2 (fr) | 2008-08-29 | 2010-03-04 | Verenium Corporation | Hydrolase, acides nucléiques les codant et procédés de fabrication et d’utilisation associés |
| WO2011046815A1 (fr) | 2009-10-16 | 2011-04-21 | Bunge Oils, Inc. | Procédés de démucilagination d'huile |
| WO2011046812A1 (fr) | 2009-10-16 | 2011-04-21 | Verenium Corporation | Phospholipases, acides nucléiques codant pour celles-ci et leurs procédés de fabrication et d'utilisation |
| US9322003B2 (en) | 2009-10-28 | 2016-04-26 | Ab Enzymes Gmbh | Cloning, expression and use of acid phospholipases |
| US9045713B2 (en) | 2009-10-28 | 2015-06-02 | Ab Enzymes Gmbh | Cloning, expression and use of acid phospholipases |
| DE102009051013A1 (de) | 2009-10-28 | 2011-06-09 | Ab Enzymes Gmbh | Klonierung, Expression und Verwendung saurer Phospholipasen |
| WO2011051322A1 (fr) | 2009-10-28 | 2011-05-05 | Ab Enzymes Gmbh | Clonage, expression et utilisation de phospholipases acides |
| WO2012001153A1 (fr) * | 2010-07-01 | 2012-01-05 | Süd-Chemie AG | Complexe phospholipase/substrat |
| EP4163354A2 (fr) | 2014-03-19 | 2023-04-12 | Novozymes A/S | Polypeptides présentant une activité phospholipase c et polynucléotides codant pour ceux-ci |
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Also Published As
| Publication number | Publication date |
|---|---|
| ATE120482T1 (de) | 1995-04-15 |
| PL294543A1 (en) | 1993-01-25 |
| HU213754B (en) | 1997-09-29 |
| DK0513709T3 (da) | 1995-07-24 |
| GR3015920T3 (en) | 1995-07-31 |
| TW203625B (fr) | 1993-04-11 |
| EP0513709B1 (fr) | 1995-03-29 |
| EP0513709B2 (fr) | 1999-10-06 |
| ES2072043T3 (es) | 1995-07-01 |
| US5264367A (en) | 1993-11-23 |
| PL170548B1 (pl) | 1996-12-31 |
| EP0513709A3 (en) | 1992-12-30 |
| CN1034587C (zh) | 1997-04-16 |
| BR9201859A (pt) | 1993-01-05 |
| DK0513709T4 (da) | 1999-12-27 |
| CA2068933A1 (fr) | 1992-11-17 |
| GR3031804T3 (en) | 2000-02-29 |
| HUT64578A (en) | 1994-01-28 |
| ES2072043T5 (es) | 2000-02-01 |
| DE4115938A1 (de) | 1992-11-19 |
| CA2068933C (fr) | 1995-12-19 |
| RU2033422C1 (ru) | 1995-04-20 |
| DE59201753D1 (de) | 1995-05-04 |
| HU9201630D0 (en) | 1992-08-28 |
| CN1066679A (zh) | 1992-12-02 |
| AR245193A1 (es) | 1993-12-30 |
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