CA2886649A1 - A stable enzyme stabilizer premix - Google Patents
A stable enzyme stabilizer premix Download PDFInfo
- Publication number
- CA2886649A1 CA2886649A1 CA2886649A CA2886649A CA2886649A1 CA 2886649 A1 CA2886649 A1 CA 2886649A1 CA 2886649 A CA2886649 A CA 2886649A CA 2886649 A CA2886649 A CA 2886649A CA 2886649 A1 CA2886649 A1 CA 2886649A1
- Authority
- CA
- Canada
- Prior art keywords
- premix
- enzyme
- boronic acid
- enzyme stabilizer
- organic solvent
- 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.)
- Abandoned
Links
- 102000004190 Enzymes Human genes 0.000 title claims abstract description 91
- 108090000790 Enzymes Proteins 0.000 title claims abstract description 91
- 239000003381 stabilizer Substances 0.000 title claims abstract description 69
- HXITXNWTGFUOAU-UHFFFAOYSA-N phenylboronic acid Chemical compound OB(O)C1=CC=CC=C1 HXITXNWTGFUOAU-UHFFFAOYSA-N 0.000 claims abstract description 60
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- 239000003960 organic solvent Substances 0.000 claims abstract description 35
- 239000000203 mixture Substances 0.000 claims description 101
- 239000003599 detergent Substances 0.000 claims description 52
- 239000007788 liquid Substances 0.000 claims description 50
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- 238000000034 method Methods 0.000 claims description 16
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 15
- 239000003795 chemical substances by application Substances 0.000 claims description 14
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 12
- 239000003513 alkali Substances 0.000 claims description 12
- 108091005804 Peptidases Proteins 0.000 claims description 10
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 8
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- 230000000087 stabilizing effect Effects 0.000 claims 1
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- 125000006727 (C1-C6) alkenyl group Chemical group 0.000 description 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 2
- YGUMVDWOQQJBGA-VAWYXSNFSA-N 5-[(4-anilino-6-morpholin-4-yl-1,3,5-triazin-2-yl)amino]-2-[(e)-2-[4-[(4-anilino-6-morpholin-4-yl-1,3,5-triazin-2-yl)amino]-2-sulfophenyl]ethenyl]benzenesulfonic acid Chemical compound C=1C=C(\C=C\C=2C(=CC(NC=3N=C(N=C(NC=4C=CC=CC=4)N=3)N3CCOCC3)=CC=2)S(O)(=O)=O)C(S(=O)(=O)O)=CC=1NC(N=C(N=1)N2CCOCC2)=NC=1NC1=CC=CC=C1 YGUMVDWOQQJBGA-VAWYXSNFSA-N 0.000 description 2
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- PZJSZBJLOWMDRG-UHFFFAOYSA-N furan-2-ylboronic acid Chemical compound OB(O)C1=CC=CO1 PZJSZBJLOWMDRG-UHFFFAOYSA-N 0.000 description 1
- CYEFKCRAAGLNHW-UHFFFAOYSA-N furan-3-ylboronic acid Chemical compound OB(O)C=1C=COC=1 CYEFKCRAAGLNHW-UHFFFAOYSA-N 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000003752 hydrotrope Substances 0.000 description 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- JMZFEHDNIAQMNB-UHFFFAOYSA-N m-aminophenylboronic acid Chemical compound NC1=CC=CC(B(O)O)=C1 JMZFEHDNIAQMNB-UHFFFAOYSA-N 0.000 description 1
- 150000002689 maleic acids Chemical class 0.000 description 1
- 229940035034 maltodextrin Drugs 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 238000000302 molecular modelling Methods 0.000 description 1
- KPTRDYONBVUWPD-UHFFFAOYSA-N naphthalen-2-ylboronic acid Chemical compound C1=CC=CC2=CC(B(O)O)=CC=C21 KPTRDYONBVUWPD-UHFFFAOYSA-N 0.000 description 1
- 229920001206 natural gum Polymers 0.000 description 1
- GKFRVXOKPXCXAK-UHFFFAOYSA-N octylboronic acid Chemical compound CCCCCCCCB(O)O GKFRVXOKPXCXAK-UHFFFAOYSA-N 0.000 description 1
- 238000011022 operating instruction Methods 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 238000010525 oxidative degradation reaction Methods 0.000 description 1
- MPQXHAGKBWFSNV-UHFFFAOYSA-N oxidophosphanium Chemical class [PH3]=O MPQXHAGKBWFSNV-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000003002 pH adjusting agent Substances 0.000 description 1
- 238000001139 pH measurement Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000011236 particulate material Substances 0.000 description 1
- 108010087558 pectate lyase Proteins 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920001983 poloxamer Polymers 0.000 description 1
- 229920000233 poly(alkylene oxides) Polymers 0.000 description 1
- 229920001308 poly(aminoacid) Polymers 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 102000004196 processed proteins & peptides Human genes 0.000 description 1
- 108090000765 processed proteins & peptides Proteins 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 238000011002 quantification Methods 0.000 description 1
- 239000013557 residual solvent Substances 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 239000013042 solid detergent Substances 0.000 description 1
- 238000002470 solid-phase micro-extraction Methods 0.000 description 1
- 238000012421 spiking Methods 0.000 description 1
- 238000012430 stability testing Methods 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- FZEWPLIHPXGNTB-UHFFFAOYSA-N thianthren-1-ylboronic acid Chemical compound S1C2=CC=CC=C2SC2=C1C=CC=C2B(O)O FZEWPLIHPXGNTB-UHFFFAOYSA-N 0.000 description 1
- GCSOJZMPHLRBMJ-UHFFFAOYSA-N thianthren-2-ylboronic acid Chemical compound C1=CC=C2SC3=CC(B(O)O)=CC=C3SC2=C1 GCSOJZMPHLRBMJ-UHFFFAOYSA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- ARYHTUPFQTUBBG-UHFFFAOYSA-N thiophen-2-ylboronic acid Chemical compound OB(O)C1=CC=CS1 ARYHTUPFQTUBBG-UHFFFAOYSA-N 0.000 description 1
- QNMBSXGYAQZCTN-UHFFFAOYSA-N thiophen-3-ylboronic acid Chemical compound OB(O)C=1C=CSC=1 QNMBSXGYAQZCTN-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 108010083879 xyloglucan endo(1-4)-beta-D-glucanase Proteins 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/38—Products with no well-defined composition, e.g. natural products
- C11D3/386—Preparations containing enzymes, e.g. protease or amylase
- C11D3/38663—Stabilised liquid enzyme compositions
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/166—Organic compounds containing borium
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
- Enzymes And Modification Thereof (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
- Medicinal Preparation (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP12187080.2A EP2716644B1 (en) | 2012-10-03 | 2012-10-03 | A stable enzyme stabilizer premix |
| EP12187080.2 | 2012-10-03 | ||
| PCT/US2013/063058 WO2014055641A1 (en) | 2012-10-03 | 2013-10-02 | A stable enzyme stabilizer premix |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2886649A1 true CA2886649A1 (en) | 2014-04-10 |
Family
ID=46963611
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2886649A Abandoned CA2886649A1 (en) | 2012-10-03 | 2013-10-02 | A stable enzyme stabilizer premix |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US20140094398A1 (OSRAM) |
| EP (1) | EP2716644B1 (OSRAM) |
| JP (1) | JP2015532324A (OSRAM) |
| CN (1) | CN104703993A (OSRAM) |
| BR (1) | BR112015007492A2 (OSRAM) |
| CA (1) | CA2886649A1 (OSRAM) |
| IN (1) | IN2015DN02668A (OSRAM) |
| MX (1) | MX2015003831A (OSRAM) |
| RU (1) | RU2015112343A (OSRAM) |
| WO (1) | WO2014055641A1 (OSRAM) |
| ZA (1) | ZA201501905B (OSRAM) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2014162001A1 (en) * | 2013-04-05 | 2014-10-09 | Novozymes A/S | Enzyme solubility in liquid detergent and use of detergent composition |
| US20150344817A1 (en) * | 2014-05-30 | 2015-12-03 | The Procter & Gamble Company | Water cluster-dominant boronic acid alkali surfactant compositions and their use |
| RU2019120191A (ru) * | 2016-12-01 | 2021-01-11 | Басф Се | Стабилизация ферментов в композициях |
| CN107043762A (zh) * | 2017-04-21 | 2017-08-15 | 江苏福隆生物技术有限公司 | 一种提高辣根过氧化物酶保存稳定性的保存稳定剂及其保存方法 |
| CN109837270B (zh) * | 2018-06-19 | 2022-09-09 | 深圳市安帝宝科技有限公司 | 一种使肌醇脱氢酶、酮胺氧化酶和鞘磷脂酶在液体中长期稳定的方法 |
| EP3865561B1 (en) * | 2020-02-11 | 2024-02-14 | The Procter & Gamble Company | Process for making a liquid consumer product that includes enzymes |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3761420A (en) * | 1970-06-08 | 1973-09-25 | Staley Mfg Co A E | Stabilized liquid enzyme stain remover |
| DE2437090A1 (de) | 1974-08-01 | 1976-02-19 | Hoechst Ag | Reinigungsmittel |
| US4963655A (en) | 1988-05-27 | 1990-10-16 | Mayo Foundation For Medical Education And Research | Boron analogs of amino acid/peptide protease inhibitors |
| US5159060A (en) | 1988-05-27 | 1992-10-27 | Mayo Foundation For Medical Education And Research | Cytotoxic boronic acid peptide analogs |
| CZ230593A3 (en) | 1991-04-30 | 1994-04-13 | Procter & Gamble | Liquid detergents with arylboric acid |
| US5442100A (en) | 1992-08-14 | 1995-08-15 | The Procter & Gamble Company | β-aminoalkyl and β-N-peptidylaminoalkyl boronic acids |
| EP0583536B1 (en) | 1992-08-14 | 1997-03-05 | The Procter & Gamble Company | Liquid detergents containing an alpha-amino boronic acid |
| US5354491A (en) | 1992-08-14 | 1994-10-11 | The Procter & Gamble Company | Liquid detergent compositions containing protease and certain β-aminoalkylboronic acids and esters |
| CA2165155C (en) | 1993-06-14 | 1999-06-29 | Hal Ambuter | Concentrated nil-phosphate liquid automatic dishwashing detergent compositions containing enzyme |
| EP0707642A1 (en) * | 1993-07-09 | 1996-04-24 | Novo Nordisk A/S | Boronic acid or borinic acid derivatives as enzyme stabilizers |
| US5431842A (en) * | 1993-11-05 | 1995-07-11 | The Procter & Gamble Company | Liquid detergents with ortho-substituted phenylboronic acids for inhibition of proteolytic enzyme |
| US5834415A (en) | 1994-04-26 | 1998-11-10 | Novo Nordisk A/S | Naphthalene boronic acids |
| AU4328396A (en) | 1995-01-09 | 1996-07-31 | Novo Nordisk A/S | Stabilization of liquid enzyme compositions |
| JP4489190B2 (ja) * | 1997-03-07 | 2010-06-23 | ザ、プロクター、エンド、ギャンブル、カンパニー | 金属ブリーチ触媒およびブリーチアクチベーターおよび／または有機過カルボン酸を含有したブリーチ組成物 |
| MXPA02008192A (es) | 2000-02-23 | 2002-11-29 | Procter & Gamble | Composiciones detergentes liquidas para lavanderia que tienen beneficios de remocion de arcilla incrementados. |
| JO2476B1 (en) * | 2004-10-28 | 2009-01-20 | نوفازيمز ايه/اس | Pieces of laundry soap with improved fixed storage capacity |
| CN101297025B (zh) * | 2005-09-02 | 2012-10-24 | 诺维信公司 | 浓缩的液体酶添加剂的稳定化 |
| WO2008021892A1 (en) | 2006-08-08 | 2008-02-21 | The Procter & Gamble Company | Fabric enhancers comprising nano-sized lamellar vesicle |
| CN103865682B (zh) * | 2007-03-27 | 2017-04-26 | 诺维信公司 | 稳定的酶溶液和制造方法 |
| WO2009131107A1 (ja) * | 2008-04-22 | 2009-10-29 | ユニマテック株式会社 | 含フッ素ボロン酸エステル化合物およびその製造法 |
| JP5431842B2 (ja) * | 2008-10-21 | 2014-03-05 | セイコーインスツル株式会社 | バッテリ状態監視回路及びバッテリ装置 |
| DE102009000879A1 (de) | 2009-02-16 | 2010-08-19 | Henkel Ag & Co. Kgaa | Reinigungsmittel |
| DE102009045064A1 (de) * | 2009-09-28 | 2011-03-31 | Henkel Ag & Co. Kgaa | Stabilisierte enzymatische Zusammensetzung |
-
2012
- 2012-10-03 EP EP12187080.2A patent/EP2716644B1/en not_active Revoked
-
2013
- 2013-09-24 US US14/034,712 patent/US20140094398A1/en not_active Abandoned
- 2013-10-02 CA CA2886649A patent/CA2886649A1/en not_active Abandoned
- 2013-10-02 MX MX2015003831A patent/MX2015003831A/es unknown
- 2013-10-02 IN IN2668DEN2015 patent/IN2015DN02668A/en unknown
- 2013-10-02 RU RU2015112343A patent/RU2015112343A/ru unknown
- 2013-10-02 WO PCT/US2013/063058 patent/WO2014055641A1/en active Application Filing
- 2013-10-02 CN CN201380051908.9A patent/CN104703993A/zh active Pending
- 2013-10-02 JP JP2015534825A patent/JP2015532324A/ja active Pending
- 2013-10-02 BR BR112015007492A patent/BR112015007492A2/pt not_active IP Right Cessation
-
2015
- 2015-03-19 ZA ZA2015/01905A patent/ZA201501905B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| US20140094398A1 (en) | 2014-04-03 |
| ZA201501905B (en) | 2017-01-25 |
| IN2015DN02668A (OSRAM) | 2015-09-04 |
| EP2716644A1 (en) | 2014-04-09 |
| RU2015112343A (ru) | 2016-11-27 |
| EP2716644B1 (en) | 2017-04-05 |
| WO2014055641A1 (en) | 2014-04-10 |
| MX2015003831A (es) | 2015-07-17 |
| JP2015532324A (ja) | 2015-11-09 |
| BR112015007492A2 (pt) | 2017-07-04 |
| CN104703993A (zh) | 2015-06-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request |
Effective date: 20150327 |
|
| FZDE | Discontinued |
Effective date: 20171003 |