TWI403583B - 脂肪酶粉末組成物、其製造方法及其使用 - Google Patents
脂肪酶粉末組成物、其製造方法及其使用 Download PDFInfo
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- TWI403583B TWI403583B TW094132152A TW94132152A TWI403583B TW I403583 B TWI403583 B TW I403583B TW 094132152 A TW094132152 A TW 094132152A TW 94132152 A TW94132152 A TW 94132152A TW I403583 B TWI403583 B TW I403583B
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- Prior art keywords
- lipase
- powder composition
- fatty acid
- aqueous solution
- mass
- Prior art date
Links
- 102000004882 Lipase Human genes 0.000 title claims abstract description 110
- 108090001060 Lipase Proteins 0.000 title claims abstract description 110
- 239000004367 Lipase Substances 0.000 title claims abstract description 110
- 235000019421 lipase Nutrition 0.000 title claims abstract description 110
- 239000000843 powder Substances 0.000 title claims abstract description 50
- 238000000034 method Methods 0.000 title claims description 19
- 238000004519 manufacturing process Methods 0.000 title claims description 8
- 239000000203 mixture Substances 0.000 claims abstract description 56
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 33
- 239000000194 fatty acid Substances 0.000 claims abstract description 33
- 229930195729 fatty acid Natural products 0.000 claims abstract description 33
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 32
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 13
- 239000008187 granular material Substances 0.000 claims abstract description 3
- 239000007864 aqueous solution Substances 0.000 claims description 24
- 238000005809 transesterification reaction Methods 0.000 claims description 20
- -1 alcohol ester Chemical class 0.000 claims description 12
- 238000005886 esterification reaction Methods 0.000 claims description 12
- 239000002245 particle Substances 0.000 claims description 12
- 230000032050 esterification Effects 0.000 claims description 11
- 239000000243 solution Substances 0.000 claims description 11
- 239000007787 solid Substances 0.000 claims description 6
- 238000001694 spray drying Methods 0.000 claims description 6
- LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical compound OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 claims description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 5
- 150000002148 esters Chemical class 0.000 claims description 5
- 241000588810 Alcaligenes sp. Species 0.000 claims description 4
- 238000004108 freeze drying Methods 0.000 claims description 4
- 241001558145 Mucor sp. Species 0.000 claims description 3
- 229920005862 polyol Polymers 0.000 claims description 3
- 150000003077 polyols Chemical class 0.000 claims description 3
- 150000004671 saturated fatty acids Chemical class 0.000 claims description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 101710098556 Lipase A Proteins 0.000 claims 1
- 101710099648 Lysosomal acid lipase/cholesteryl ester hydrolase Proteins 0.000 claims 1
- 102100026001 Lysosomal acid lipase/cholesteryl ester hydrolase Human genes 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000004185 ester group Chemical group 0.000 claims 1
- 235000019626 lipase activity Nutrition 0.000 abstract description 10
- 150000001298 alcohols Chemical class 0.000 abstract description 6
- 239000012528 membrane Substances 0.000 description 14
- 238000006243 chemical reaction Methods 0.000 description 10
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 10
- 238000000108 ultra-filtration Methods 0.000 description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000007900 aqueous suspension Substances 0.000 description 9
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 239000012141 concentrate Substances 0.000 description 6
- 102000004190 Enzymes Human genes 0.000 description 5
- 108090000790 Enzymes Proteins 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- 238000001035 drying Methods 0.000 description 5
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 238000001471 micro-filtration Methods 0.000 description 4
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 4
- 239000008055 phosphate buffer solution Substances 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 241000894006 Bacteria Species 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 230000001476 alcoholic effect Effects 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
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- 235000011187 glycerol Nutrition 0.000 description 3
- 238000005374 membrane filtration Methods 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
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- 238000003756 stirring Methods 0.000 description 3
- 235000000346 sugar Nutrition 0.000 description 3
- 150000005846 sugar alcohols Polymers 0.000 description 3
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- VLPFTAMPNXLGLX-UHFFFAOYSA-N trioctanoin Chemical compound CCCCCCCC(=O)OCC(OC(=O)CCCCCCC)COC(=O)CCCCCCC VLPFTAMPNXLGLX-UHFFFAOYSA-N 0.000 description 3
- 241000222120 Candida <Saccharomycetales> Species 0.000 description 2
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 description 2
- 239000004386 Erythritol Substances 0.000 description 2
- 235000010469 Glycine max Nutrition 0.000 description 2
- 241000235403 Rhizomucor miehei Species 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- OGBUMNBNEWYMNJ-UHFFFAOYSA-N batilol Chemical class CCCCCCCCCCCCCCCCCCOCC(O)CO OGBUMNBNEWYMNJ-UHFFFAOYSA-N 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000005119 centrifugation Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 description 2
- 235000019414 erythritol Nutrition 0.000 description 2
- 229940009714 erythritol Drugs 0.000 description 2
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- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 239000000463 material Substances 0.000 description 2
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- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
- RABZYUWMIDILPP-UHFFFAOYSA-N 1,3-bis(sulfanyl)propane-1,2,3-triol Chemical compound SC(C(C(O)S)O)O RABZYUWMIDILPP-UHFFFAOYSA-N 0.000 description 1
- GFTPTQVIOIDDRL-UHFFFAOYSA-N 2,3-dimethylbutane-1,2,3-triol Chemical compound CC(C)(O)C(C)(O)CO GFTPTQVIOIDDRL-UHFFFAOYSA-N 0.000 description 1
- 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 1
- BGKOAOITGZLVPW-UHFFFAOYSA-N 2-sulfanylpropane-1,2,3-triol Chemical compound SC(CO)(O)CO BGKOAOITGZLVPW-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- JBYXPOFIGCOSSB-GOJKSUSPSA-N 9-cis,11-trans-octadecadienoic acid Chemical compound CCCCCC\C=C\C=C/CCCCCCCC(O)=O JBYXPOFIGCOSSB-GOJKSUSPSA-N 0.000 description 1
- 241000588986 Alcaligenes Species 0.000 description 1
- 241000186063 Arthrobacter Species 0.000 description 1
- 241000186073 Arthrobacter sp. Species 0.000 description 1
- 241000228212 Aspergillus Species 0.000 description 1
- 241000228257 Aspergillus sp. Species 0.000 description 1
- 241000194110 Bacillus sp. (in: Bacteria) Species 0.000 description 1
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 description 1
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 1
- 241000193464 Clostridium sp. Species 0.000 description 1
- 241000488157 Escherichia sp. Species 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- 241001149959 Fusarium sp. Species 0.000 description 1
- 241000603729 Geotrichum sp. Species 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 241000186610 Lactobacillus sp. Species 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- 108010013563 Lipoprotein Lipase Proteins 0.000 description 1
- 102100022119 Lipoprotein lipase Human genes 0.000 description 1
- 241000235395 Mucor Species 0.000 description 1
- 241000187681 Nocardia sp. Species 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 108010064785 Phospholipases Proteins 0.000 description 1
- 102000015439 Phospholipases Human genes 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 241000592823 Puccinia sp. Species 0.000 description 1
- 241000235402 Rhizomucor Species 0.000 description 1
- 241000952054 Rhizopus sp. Species 0.000 description 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 1
- 241001147693 Staphylococcus sp. Species 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 241000589634 Xanthomonas Species 0.000 description 1
- 241001148118 Xanthomonas sp. Species 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 238000005273 aeration Methods 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 1
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 1
- 150000001414 amino alcohols Chemical class 0.000 description 1
- 239000010775 animal oil Substances 0.000 description 1
- 239000003957 anion exchange resin Substances 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 239000003729 cation exchange resin Substances 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000013522 chelant Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229940108924 conjugated linoleic acid Drugs 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 229930182830 galactose Natural products 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- FGMSPVCCAOQDQZ-UHFFFAOYSA-N hexadecane-1,2,3-triol Chemical compound CCCCCCCCCCCCCC(O)C(O)CO FGMSPVCCAOQDQZ-UHFFFAOYSA-N 0.000 description 1
- 239000012510 hollow fiber Substances 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 239000012051 hydrophobic carrier Substances 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 1
- 229960004488 linolenic acid Drugs 0.000 description 1
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 description 1
- 150000004667 medium chain fatty acids Chemical class 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- 239000005445 natural material Substances 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 229960002446 octanoic acid Drugs 0.000 description 1
- 235000014593 oils and fats Nutrition 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 235000021313 oleic acid Nutrition 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000010979 pH adjustment Methods 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 150000003904 phospholipids Chemical class 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 229920002098 polyfluorene Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 238000005185 salting out Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 150000003431 steroids Chemical class 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 235000019871 vegetable fat Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/64—Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
- C12P7/6436—Fatty acid esters
- C12P7/6445—Glycerides
- C12P7/6454—Glycerides by esterification
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/14—Hydrolases (3)
- C12N9/16—Hydrolases (3) acting on ester bonds (3.1)
- C12N9/18—Carboxylic ester hydrolases (3.1.1)
- C12N9/20—Triglyceride splitting, e.g. by means of lipase
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/62—Carboxylic acid esters
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/64—Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
- C12P7/6436—Fatty acid esters
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/64—Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
- C12P7/6436—Fatty acid esters
- C12P7/6445—Glycerides
- C12P7/6458—Glycerides by transesterification, e.g. interesterification, ester interchange, alcoholysis or acidolysis
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- General Engineering & Computer Science (AREA)
- Microbiology (AREA)
- Biotechnology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Molecular Biology (AREA)
- Biomedical Technology (AREA)
- Medicinal Chemistry (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Enzymes And Modification Thereof (AREA)
- Immobilizing And Processing Of Enzymes And Microorganisms (AREA)
Description
本發明係關於可適合使用於各種酯化反應、酯交換反應等之脂肪酶粉末組成物、其製造方法、使用該脂肪酶粉末組成物之酯化方法及酯交換方法等。
脂肪酶係廣泛地使用於脂肪酸等之各種羧酸及單元醇或多元醇等之醇類之酯化反應、多數個羧酸酯間之酯交換反應等。其中,酯交換反應係以改質動植物油脂類為首,作為各種脂肪酸之酯、糖酯或類固醇製造法之重要技術。作為此等反應之催化劑,使用油脂水解酵素之脂肪酶時,可於室溫至約70℃程度之溫和條件下進行酯交換反應,與傳統之化學反應相比較,不僅抑制副反應或減低能量成本,而且因為作為催化劑之脂肪酶為天然物,所以安全性亦高。另外,由其基質特異性或位置特異性而可有效率地生產目的物。然而,直接使用脂肪酶粉末組成物於酯交換反應,不能充份地產生活性,或原本水溶性之脂肪酶就難以均勻分散於油性原料中,其回收亦困難。因此,傳統上一般係將脂肪酶固定於某種載體,例如陰離子交換樹脂(專利文獻1)、酚醛吸附樹脂(專利文獻2)、疏水性載體(專利文獻3)、陽離子交換樹脂(專利文獻4)、螯合樹脂(專利文獻5)等,使用於酯化或酯交換反應等。
如此地,傳統上係固定脂肪酶而使用於酯交換反應,
但有關固定脂肪酶,不僅由固定處理而伴隨著原本脂肪酶活性的損失,使用多孔性載體時,原料或產物堵塞細孔,結果係造成酯交換率降低。進而,於使用傳統固化脂肪酶之酯交換反應時,因為載體所保持的水份帶入反應系統,將難以避免副反應,例如生成油脂類之酯交換反應中之二甘油酯或單甘油酯等。
有鑑於如此狀況,開發使用脂肪酶粉末組成物之各種技術。例如揭示於存在或不存在惰性有機溶媒下,酯交換反應時,保持90%以上之分散脂肪酶粉末組成物粒子之粒徑於1至100μm之範圍,分散脂肪酶粉末組成物於含酯原料,進行酯交換反應之方法(專利文獻6)。另外,揭示使用將含磷脂質及脂溶性維生素之酵素溶液乾燥所得之酵素粉末(專利文獻7)。
然而,更進一步要求脂肪酶活性提昇之脂肪酶粉末組成物。
專利文獻1:特開昭60-98984號公報
專利文獻2:特開昭61-202688號公報
專利文獻3:特開平2-138986號公報
專利文獻4:特開平3-61485號公報
專利文獻5:特開平1-262795號公報
專利文獻6:特許第2668187號公報
專利文獻7:特開2000-106873號公報
本發明係以提供提昇脂肪酶活性之脂肪酶粉末組成物為目的。
本發明又以提供上述脂肪酶粉末組成物之製造方法為目的。
本發明又以提供使用上述脂肪酶粉末組成物之酯化方法及酯交換反應為目的。
本發明之此等目的及其他目的係如下述記載所示。
本發明係基於使用中鏈脂肪酸、其醇酯或此等之混合物,將脂肪酶造粒,並予以粉末狀時,脂肪酶活性將可大幅提昇之發現而進行者。
亦即,本發明係提供含有脂肪酶、及至少1種選自碳原子數為8至12個之脂肪酸、其醇酯及此等之混合物之造粒物為特徵之脂肪酶粉末組成物。
本發明又提供於含有脂肪酶水溶液中,添加至少1種選自碳原子數為8至12個之脂肪酸、其醇酯及此等之混合物,進行噴霧乾燥或冷凍乾燥為特徵之脂肪酶粉末組成物之製造方法。
本發明又提供含有上述脂肪酶粉末組成物之酯化用或酯交換用脂肪酶。
本發明又提供使用上述脂肪酶為特徵之脂肪酸與醇之酯化方法或酯交換方法。
作為本發明所使用之脂肪酶,可舉例如脂蛋白脂肪酶、單醯基甘油脂肪酶、二醯基甘油脂肪酶、三醯基甘油脂肪酶、半乳糖脂肪酶、磷脂肪酶等。此等中係以三醯基甘油脂肪酶為宜。
作為產生此等脂肪酶之微生物,不特別局限於細菌、酵母、絲狀菌、放射線菌等,可舉例如螢光細菌屬(Psudomonas sp.)、鹼桿菌屬(Alcaligenes sp.)、節桿菌屬(Arthrobacter sp.)、葡萄球菌屬(Staphylococcus sp.)、球擬酵母屬(Torulopsis sp.)、大腸桿菌屬(Escherichia sp.)、Micotorula sp.、Propionibacterum sp.、Chromobacterum sp.、黃單胞菌屬(Xanthomonas sp.)、乳酸菌屬(Lactobacillus sp.)、梭狀桿菌屬(Clostridium sp.)、假絲酵母屬(Candida sp.)、地黴屬(Geotrichum sp.)、腹孢膜黴屬(Sacchromycopsis sp.)、奴卡菌屬(Nocardia sp.)、鐮孢黴屬(Fusarium sp.)、麴黴屬(Aspergillus sp.)、青黴屬(Pencillum sp.)、毛黴屬(Mucor sp.)、根黴屬(Rhizopus sp.)、藻狀菌屬(Phycomycese sp.)、銹菌屬(Puccinia sp.)、芽抱桿菌屬(Bacillus sp.)、放射線菌屬(Streptmycese sp.)等。
本發明係此等中,以1,3-特異性脂肪酶為宜,以來自毛黴屬(Mucor sp.)及鹼桿菌屬(Alcaligenes)之1,3
-特異性脂肪酶尤佳,以來自毛黴屬之Rhizomucor meihei及來自鹼桿菌屬(Alcaligenes sp.)之1,3-特異性脂肪酶最好。
本發明中造粒脂肪酶所使用之碳原子數為8至12個之脂肪酸,可使用飽和、不飽和、直鏈、支鏈脂肪酸中任一種。其中,以飽和脂肪酸為宜,以碳原子數為8至10個之脂肪酸尤佳,以碳原子數為8或10之飽和脂肪酸更好。此等係可使用1種或併用2種以上。另外,脂肪酸的一部份可形成鹼金屬或鹼土類金屬形成鹽。此等中,以與鈉或鉀之鹼金屬形成鹽尤佳。
作為該醇酯,係上述脂肪酸與各種醇,可舉例如與單元醇、多元醇、此等混合物之酯。作為此等中之醇,可舉例如乙二醇、丙二醇、丁二醇等之甘醇類、甘油、赤蘚醇、季戊四醇、三甲醇丙烷等。此等中以具有至少1個醇性羥基之部份酯為宜。其中以單甘油酯、二甘油酯尤佳,以單甘油酯更好。此等中可使用1種或併用2種以上。
本發明亦可併用上述脂肪酸及其醇酯。
脂肪酶與脂肪酸等(將至少1種選自碳原子數為8至12個之脂肪酸,其醇酯及此等之混合物,簡稱為“脂肪酸等”)之比率係可為各種比率,但以脂肪酶量之0.1至20倍的量為宜,以1至20倍的量尤佳。
本發明之脂肪酶粉末組成物係以水份含量為10質量%以下為宜,以6.5至8.5質量%尤佳。
本發明之脂肪酶粉末組成物之粒徑雖可任意,但以90
質量%以上之脂肪酶粉末組成物之粒徑為1至100μm為宜。另外,脂肪酶粉末組成物之粒徑係以球形為宜。
脂肪酶粉末組成物之粒徑係可使用如HORIBO社之粒度分佈測定裝置(LA-500)而測定。
本發明之脂肪酶粉末組成物係例如添加脂肪酸等於含有脂肪酶水溶液,由噴霧乾燥或冷凍乾燥而可得之。
作為含有脂肪酶水溶液,可舉例如除去菌體之脂肪酶培養液、純化培養液、再次溶解分散得自此等之脂肪酶粉末組成物於水者、再次溶解分散市售之脂肪酶粉末組成物於水者、市售之液狀脂肪酶等。進而,為更增強脂肪酶活性,以除去鹽類等之低分子成份者為宜,以及為更提昇粉末性狀,以除去糖等之低分子成份者為宜。
作為脂肪酶培養液,可舉例如含有大豆粉、胜太、玉米浸提液(corn-steep liquor)、K2HPO4、(NH4)2SO4、MgSO4.7H2O等之水溶液。作為此等之濃度,大豆粉為0.1至20質量%,以1.0至10質量%為宜,胜太為0.1至30質量%,以0.5至10質量%為宜,玉米浸提液為0.1至30質量%,以0.5至10質量%為宜,K2HPO4為0.01至20質量%,以0.1至5質量%為宜。另外,(NH4)2SO4為0.01至20質量%,以0.05至5質量%為宜,MgSO4.7H2O為0.01至20質量%,以0.05至5質量%為宜。培養條件係控制培養溫度為10至40℃,以20至35℃為宜,通氣量為0.1至2.0VVM,以0.1至1.5VVM為宜,攪拌旋轉數為100至800rpm,以200至400rpm,pH為3.0至
10.0,以4.0至9.5為宜。
分離菌體係以進行離心分離、膜過濾等為宜。另外,除去鹽類或糖等之低分子成份係可由超濾(UF)膜處理進行。具體上,進行超濾膜處理,濃縮含有脂肪酶水溶液之體積成1/2量後,添加與濃縮液同量的磷酸緩衝溶液之操作,重覆1至5次,可得除去低分子成份之含有脂肪酶水溶液。
離心分離係200至20,000×g,膜過濾係以微濾(MF)膜、壓濾機等,控制壓力於3.0kg/m2以下為宜。菌體內酵素時,以勻化器、均質機(Waring blender)、超音波粉碎、細胞均質機(French Press)、球磨機等粉碎細胞,以離心分離、膜過濾等除去細胞殘渣為宜。勻化器之攪拌旋轉數係500至30,000rpm,以1,000至15,000rpm為宜,Waring blender之旋轉數係500至10,000rpm,以1,000至5,000rpm為宜。攪拌時間係0.5至10分鐘,以1至5分鐘為宜。超音波粉碎係1至50KHz,以10至20KHz之條件進行為宜。球磨機係使用直徑為0.1至0.5mm程度之玻璃製小球為宜。
本發明中,作為含有脂肪酶水溶液,以使用含固形物為5至30質量%者為宜。
所添加之脂肪酸等係含有脂肪酶水溶液之固形物質量之0.1至20倍量為宜,以0.3至10倍量尤佳,以0.3至5倍量最好。
在此,含脂肪酶水溶液中之固形物濃度,例如可使用
糖度計((股)CIS社製BRX-242),求出Brix.%。
添加上述脂肪酸等後,以調整含有脂肪酶水溶液之pH為10以下,以6至10為宜。調整pH雖於噴霧乾燥等之乾燥步驟前進行為宜,但亦可於之前之任一項步驟時進行,亦可預先調整含有脂肪酶水溶液之pH,使乾燥步驟前之pH於上述範圍內。
調整pH雖可使用各種鹼性劑或酸,但以使用氫氧化鈉等之鹼金屬氫氧化物為宜。
另外,於乾燥步驟前中途之步驟,亦可濃縮含有脂肪酶水溶液。濃縮方法雖無特別的限制,但可舉例如蒸發器、閃蒸器、超濾膜濃縮、微濾膜濃縮、由無機鹽類鹽析、由溶劑沈澱法、由離子交換纖維素等吸附法、由吸水性凝膠吸水法等。以超濾膜濃縮、微濾膜濃縮為宜。作為超濾膜濃縮用組件係分離分子量為3,000至100,000,以6,000至50,000之平膜或空心絲膜為宜,材質係以聚丙烯腈系、聚碸系等為宜。
噴霧乾燥係可使用例如噴嘴對流式、盤式對流式、噴嘴並流式、盤式並流式等之噴霧乾燥機進行。以盤式並流式為宜,噴霧器旋轉數係4,000至20,000rpm,加熱係控制入口溫度為100至200℃,出口溫度為40至100℃,進行噴霧乾燥為宜。
另外,亦可冷凍乾燥,例如可由實驗室尺寸之少量用冷凍乾燥機,塔板式冷凍乾燥進行尤佳。另外,亦可由減壓乾燥而調製。
脂肪酶為1,3-特異性脂肪酶時,尤其來自Rhizomucor miehei或鹼桿菌屬(Alcaligenes sp.)之脂肪酶時,因為本發明之1,3-選擇性變得極高,所以可適合將該脂肪酶粉末組成物作為酯交換用脂肪酶使用。接著,使用此脂肪酶粉末組成物,依據常法可有效地進行油脂等之酯交換反應。
另外,使用本發明之脂肪酸粉末組成物,亦可進行酯化。在此,作為酯化對象之分子內具有至少1個醇性羥基之化合物,可舉例如各種單元醇、多元醇、胺基醇等之各種化合物。具體上,可舉例如短鏈、中鏈、長鏈之飽和、不飽和、直鏈、支鏈醇、甘醇類、甘油、赤蘚醇類之多元醇等。此等中係以甘油為宜。
另一方面,作為羧酸,可舉例如短鏈、中鏈、長鏈之飽和、不飽和、直鏈、支鏈羧酸。此等中,可舉例如碳原子數為6至30個之脂肪酸,如辛酸、癸酸、月桂酸、肉豆蔻酸、棕櫚酸、硬脂酸、油酸、亞油酸、亞麻酸等。此等係可使用1種或併用2種以上。此等中,以使用不飽和脂肪酸為宜,以使用共軛亞油酸為宜。
酯化條件係可依據如特開平13-169795號公報或特開平15-113396號公報等記載之條件進行。試舉一例,相對於基質之合計質量,亦即具有醇性羧基之化合物與羧酸之合計質量,添加0.1至2質量%之本發明之粉末脂肪酶組成物,以30至60℃,反應24至72小時為宜。此時,可減壓反應系統,一邊除去由酯化所生成的水,一邊
進行反應。
其次,由實施例詳細地說明本發明。
將溶解分散脂肪酶於水溶液之型態之Novozymes Japan(股)社製之來自Rhizomucor miehei之液狀脂肪酶(商品名Palatase),使用超濾膜組件(旭化成工業(股)社製SIP-0013),除去低分子成份而得含有脂肪酶水溶液1(固形物濃度為20.1質量%)。更詳細而言,將液狀脂肪酶(Palatase),於冰冷下,進行超濾膜處理,濃縮成1/2量的體積後,添加與濃縮液同量的pH7之0.01M磷酸緩衝溶液。
關於所得之溶液,同樣地於超濾膜處理後,添加磷酸緩衝溶液之操作,重覆2次後,再進行超濾膜處理,所得之脂肪酶濃縮液為含有脂肪酶水溶液1。
相對於20ml之此含有脂肪酶水溶液1,添加20ml的水及40ml之脂肪酸單甘油酯水懸濁液(3質量%之正癸酸單甘油酯(C10MAG)水懸濁液)。使用氫氧化鈉水溶液調整如此所得溶液之pH成pH9.1。
使用噴霧乾燥機(SD-1000型:東京理化器械(股)社製),入口溫度為130℃,乾燥空氣量為0.7至1.1m3/min,噴霧壓力為11至12kpa之條件噴霧此液而得脂肪酶粉末組成物。脂肪酶粉末組成物粒子之形狀係球形
,90質量%以上之脂肪酶粉末組成物之粒徑係於1至100μm之範圍內,平均粒徑為7.6μm。粒徑係使用HORIBA社之粒度分佈測定裝置(LA-500)測定。
另外,含脂肪酶水溶液中之固形物濃度係使用糖度計((股)CIS社製BRX-242),求出Brix.%。
除了使用脂肪酸水懸濁液(5質量%之正癸酸(C10FA)水懸濁液)以取代脂肪酸單甘油酯水懸濁液(3質量%之正癸酸水懸濁液)以外,與實施例1同樣地操作,得到脂肪酶粉末組成物。
除了使用體積比為1:1之脂肪酶濃縮液:pH7之0.01M磷酸緩衝溶液(bf)以外,與實施例1同樣地操作,得到脂肪酶粉末組成物。
由下述方法測定如此所得之脂肪酶粉末組成物之脂肪酶活性。結果如表-1所示。
脂肪酶活性
以1:1(w)之比率混合甘油三油酸酯與甘油三辛酸酯之油中,添加脂肪酶粉末組成物,於60℃下反應。經時地採樣10μl,以1.5ml之己烷稀釋後,過濾脂肪酶粉末組成物之溶液作為氣相層析試樣。以氣相層析(管柱:
DB-1ht)分析,由下式求出反應率。氣相層析條件係管柱溫度:初期為150℃,昇溫15℃/min,最終為370℃,此等以外的條件係與下述之1,3-選擇性試驗相同。
反應率(%)={C34區/(C24區+C34區)}×100
式中,C24係表示甘油三辛酸酯、C34係表示甘油三辛酸酯之一個脂肪酸於第18位置所取代者,區係此等之區面積。
基於各時間之反應率,由分析軟體(Orijin ver.6.1),求出反應速度定數K值。脂肪酶活性係以比較例1之K值為100時之相對活性表示。
對於使用3種之脂肪酸水懸濁液之懸濁液1(5質量%之正辛酸(C8FA))、懸濁液2(5質量%之正癸酸(C10FA)水懸濁液)或懸濁液3(5質量%之正十二烷酸
(C12FA)水懸濁液)所得之水溶液,除了將此等脂肪酸的半量以NaOH中和(pH6.8)以外,與實施例2同樣地操作,得到脂肪酶粉末組成物。
將如此所得之脂肪酶粉末組成物之脂肪酶活性,由上述方法測定。結果係與比較例1之結果,一同表示於表-2。
Claims (12)
- 一種脂肪酶粉末組成物,其特徵為,含有1,3-特異性脂肪酶、及至少1種選自碳原子數為8至12個之脂肪酸、其醇酯及此等之混合物之造粒物,且於含有1,3-特異性脂肪酶水溶液中,添加至少1種選自碳原子數為8至12個之脂肪酸、其醇酯及此等之混合物後,調整含有脂肪酶水溶液之pH成6至10,接著藉由噴霧乾燥或冷凍乾燥而得。
- 如申請專利範圍第1項之脂肪酶粉末組成物,其中1,3-特異性脂肪酶係來自白黴屬(Mucor sp.)或產鹼菌屬(Alcaligenes sp.)之脂肪酶。
- 如申請專利範圍第1項之脂肪酶粉末組成物,其中醇酯係多元醇之酯。
- 如申請專利範圍第3項之脂肪酶粉末組成物,其中多元醇之酯係單甘油酯。
- 如申請專利範圍第1項之脂肪酶粉末組成物,其中脂肪酸係碳原子數為8或10個之飽和脂肪酸。
- 如申請專利範圍第1項之脂肪酶粉末組成物,其中90質量%以上之脂肪酶粉末組成物係粒徑為1至100μm者。
- 一種脂肪酶粉末組成物之製造方法,其特徵為,於含有1,3-特異性脂肪酶水溶液中,添加至少1種選自碳 原子數為8至12個之脂肪酸、其醇酯及此等之混合物,進行噴霧乾燥或冷凍乾燥。
- 如申請專利範圍第7項之製造方法,其中所添加之至少1種選自碳原子數為8至12個之脂肪酸、其醇酯及此等之混合物係含有脂肪酶水溶液之固形物質量之0.1至20倍量。
- 如申請專利範圍第7項之製造方法,其中添加至少1種選自碳原子數為8至12個之脂肪酸、其醇酯及此等之混合物後,調整含有脂肪酶水溶液之pH成6至10。
- 如申請專利範圍第7項至第9項中任一項之製造方法,其中含有脂肪酶水溶液係除去菌體之脂肪酶培養液、或其純化培養液。
- 一種酯化用或酯交換用脂肪酶組成物,其特徵為,含有如申請專利範圍第1項至第6項中任一項之脂肪酶粉末組成物。
- 一種脂肪酸與醇之酯化方法或油脂之酯交換方法,其特徵為,使用如申請專利範圍第11項之酯化用或酯交換用脂肪酶組成物所成。
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US5288619A (en) * | 1989-12-18 | 1994-02-22 | Kraft General Foods, Inc. | Enzymatic method for preparing transesterified oils |
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MY147776A (en) | 2013-01-31 |
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