DE69119442T2 - Verfahren zur Herstellung von Tetrahydroisoalpha- und Hexahydroisoalphasäuren - Google Patents
Verfahren zur Herstellung von Tetrahydroisoalpha- und HexahydroisoalphasäurenInfo
- Publication number
- DE69119442T2 DE69119442T2 DE69119442T DE69119442T DE69119442T2 DE 69119442 T2 DE69119442 T2 DE 69119442T2 DE 69119442 T DE69119442 T DE 69119442T DE 69119442 T DE69119442 T DE 69119442T DE 69119442 T2 DE69119442 T2 DE 69119442T2
- Authority
- DE
- Germany
- Prior art keywords
- acids
- mixture
- hhiaa
- thiaa
- exposing
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12C—BEER; PREPARATION OF BEER BY FERMENTATION; PREPARATION OF MALT FOR MAKING BEER; PREPARATION OF HOPS FOR MAKING BEER
- C12C5/00—Other raw materials for the preparation of beer
- C12C5/02—Additives for beer
- C12C5/026—Beer flavouring preparations
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12C—BEER; PREPARATION OF BEER BY FERMENTATION; PREPARATION OF MALT FOR MAKING BEER; PREPARATION OF HOPS FOR MAKING BEER
- C12C3/00—Treatment of hops
- C12C3/04—Conserving; Storing; Packing
- C12C3/08—Solvent extracts from hops
- C12C3/10—Solvent extracts from hops using carbon dioxide
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12C—BEER; PREPARATION OF BEER BY FERMENTATION; PREPARATION OF MALT FOR MAKING BEER; PREPARATION OF HOPS FOR MAKING BEER
- C12C3/00—Treatment of hops
- C12C3/12—Isomerised products from hops
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12C—BEER; PREPARATION OF BEER BY FERMENTATION; PREPARATION OF MALT FOR MAKING BEER; PREPARATION OF HOPS FOR MAKING BEER
- C12C9/00—Methods specially adapted for the making of beerwort
- C12C9/02—Beerwort treatment; Boiling with hops; Hop extraction
- C12C9/025—Preparation of hop extracts ; Isomerisation of these extracts; Treatment of beerwort with these extracts; Surrogates of the hop
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US07/473,268 US5013571A (en) | 1990-01-31 | 1990-01-31 | Methods for making tetrahydroisoalpha and hexahydroisoalpha acids |
Publications (2)
Publication Number | Publication Date |
---|---|
DE69119442D1 DE69119442D1 (de) | 1996-06-20 |
DE69119442T2 true DE69119442T2 (de) | 1996-09-26 |
Family
ID=23878861
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE69119442T Expired - Lifetime DE69119442T2 (de) | 1990-01-31 | 1991-01-22 | Verfahren zur Herstellung von Tetrahydroisoalpha- und Hexahydroisoalphasäuren |
Country Status (11)
Country | Link |
---|---|
US (1) | US5013571A (de) |
EP (1) | EP0442621B1 (de) |
JP (2) | JPH0737414B2 (de) |
AT (1) | ATE138097T1 (de) |
DE (1) | DE69119442T2 (de) |
DK (1) | DK0442621T3 (de) |
ES (1) | ES2087239T3 (de) |
GR (1) | GR3020279T3 (de) |
IE (1) | IE73636B1 (de) |
MX (1) | MX169175B (de) |
PT (1) | PT96589B (de) |
Families Citing this family (59)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE69227515T2 (de) * | 1991-07-15 | 1999-06-02 | Steiner Inc S S | Schaum stabilisierende agentien und bittermacher aus hopfen |
US5200227A (en) * | 1992-05-11 | 1993-04-06 | Kalamazoo Holdings, Inc. | Stable aqueous solutions of tetrahydro and hexahydro iso-alpha acids |
DK0672107T3 (da) * | 1992-06-04 | 1999-06-07 | Steiner Inc S S | Fremstilling af isomeriseret humleekstrakt |
US5370863A (en) * | 1992-12-16 | 1994-12-06 | Miller Brewing Company | Oral care compositions containing hop acids and method |
US5296637A (en) * | 1992-12-31 | 1994-03-22 | Kalamazoo Holdings, Inc. | Production of odor-free tetrahydroisohumulates from alpha acids via their tetrahydrohumulates and subsequent isomerization |
CN1035993C (zh) * | 1994-01-15 | 1997-10-01 | 沈阳佳源国际医疗科技有限公司 | 由酒花浸膏制备四氢异葎草酮的方法 |
US5583262A (en) * | 1994-11-10 | 1996-12-10 | Maye; John P. | Solid salts of hop acids |
US5523489A (en) * | 1995-02-07 | 1996-06-04 | Miller Brewing Company | Preparation of tetrahydroisohumulones |
US5600012A (en) * | 1995-04-06 | 1997-02-04 | John I. Haas, Inc. | Process for producing tetrahydroisoalpha acids |
US6020019A (en) * | 1996-03-26 | 2000-02-01 | Miller Brewing Company | Hydrogenation of hop soft resins using CO2 |
DE19620171A1 (de) * | 1996-05-20 | 1997-11-27 | Nigu Chemie Gmbh | Verfahren zur katalytischen Hydrierung von Terpenoiden |
US5965777A (en) * | 1996-10-29 | 1999-10-12 | Cultor Food Service, Inc. | Process to remove catalyst poisons from hop extracts |
US5767319A (en) * | 1996-10-30 | 1998-06-16 | Miller Brewing Company | Preparation of tetrahydroiso-α-acids by the hydrogenation of the metal salts of iso-α-acids |
US5874633A (en) * | 1996-10-30 | 1999-02-23 | Miller Brewing Company | Concentrated single phase aqueous solutions of tetrahydroiso-α-acids and methods of preparing the same |
CN1058699C (zh) * | 1998-10-06 | 2000-11-22 | 新疆大学 | 以酒花浸膏为原料制备四氢异α酸的方法 |
US6198004B1 (en) | 1999-06-10 | 2001-03-06 | Haas Hop Products, Inc. | Process for hydrogenation of isoalpha acids |
US6303824B1 (en) * | 1999-11-11 | 2001-10-16 | Miller Brewing Company | Method of hydrogenating iso-α acids in a buffered solution |
US7344746B1 (en) * | 1999-11-18 | 2008-03-18 | S.S. Steiner, Inc. | Process for the hydrogenation of hop resin acids |
US6583322B1 (en) | 2000-02-25 | 2003-06-24 | Kalamazoo Holdings, Inc. | Dihydro and hexahydro isoalpha acids having a high ratio of trans to cis isomers, production thereof, and products containing the same |
US20060193960A1 (en) * | 2000-06-30 | 2006-08-31 | Wilson Richard J | Improvements to the bittering of beer |
CN1229482C (zh) * | 2000-06-30 | 2005-11-30 | S.S.斯坦纳公司 | 用于改进啤酒苦味的浓缩制剂和生产该浓缩制剂的方法 |
US7815944B2 (en) * | 2001-06-20 | 2010-10-19 | Metaproteomics, Llc | Anti-inflammatory pharmaceutical compositions for reducing inflammation and the treatment of prevention of gastric toxicity |
US7901714B2 (en) * | 2001-06-20 | 2011-03-08 | Metaproteomics, Llp | Treatment modalities for autoimmune diseases |
US8206753B2 (en) * | 2001-06-20 | 2012-06-26 | Metaproteomics, Llc | Anti-inflammatory botanical products for the treatment of metabolic syndrome and diabetes |
US8168234B2 (en) | 2001-06-20 | 2012-05-01 | Metaproteomics, Llc | Compositions that treat or inhibit pathological conditions associated with inflammatory response |
US7718198B2 (en) * | 2001-06-20 | 2010-05-18 | Metaproteomics, Llc | Treatment modalities for autoimmune diseases |
US20040219240A1 (en) * | 2001-06-20 | 2004-11-04 | Babish John G. | Anti-inflammatory pharmaceutical compositions for reducing inflammation and the treatment or prevention of gastric toxicity |
US7205151B2 (en) * | 2001-06-20 | 2007-04-17 | Metaproteomics, Llc | Complex mixtures exhibiting selective inhibition of cyclooxygenase-2 |
US7270835B2 (en) * | 2001-06-20 | 2007-09-18 | Metaproteomics, Llc | Compositions that treat or inhibit pathological conditions associated with inflammatory response |
US8142819B2 (en) | 2002-10-21 | 2012-03-27 | Metaproteomics, Llc | Synergistic compositions that treat or inhibit pathological conditions associated with inflammatory response |
US20040115290A1 (en) * | 2001-06-20 | 2004-06-17 | Tripp Matthew L. | Modulation of inflammation by hops fractions and derivatives |
US7901713B2 (en) * | 2001-06-20 | 2011-03-08 | Metaproteomics, Llc | Inhibition of COX-2 and/or 5-LOX activity by fractions isolated or derived from hops |
US7279185B2 (en) * | 2001-10-26 | 2007-10-09 | Metaproteonics, Llc | Curcuminoid compositions exhibiting synergistic inhibition of the expression and/or activity of cyclooxygenase-2 |
US20090263522A1 (en) * | 2001-10-26 | 2009-10-22 | Babish John G | Curcuminoid Compositions Exhibiting Synergistic Inhibition Of The Expression And/Or Activity Of Cyclooxygenase-2 |
US8158160B2 (en) | 2001-11-13 | 2012-04-17 | Eric Hauser Kuhrts | Anti-inflammatory cyclooxygenase inhibitors |
AU2003211997B2 (en) * | 2002-02-14 | 2009-01-29 | Kirin Beer Kabushiki Kaisha | Compositions and foods for improving lipid metabolism |
US7413758B2 (en) * | 2002-03-26 | 2008-08-19 | Millercoors Llc | Preparation of light stable hop products |
US7258887B2 (en) * | 2002-03-26 | 2007-08-21 | Miller Brewing Company | Preparation of light stable hops |
KR20050071605A (ko) * | 2002-10-21 | 2005-07-07 | 메타프로테오믹스, 엘엘씨 | 염증반응과 관련된 병리학적 상태를 치료하거나 저해하는조성물 |
GB0306568D0 (en) * | 2003-03-21 | 2003-04-30 | Unilever Plc | Compositions of natural products and use thereof |
KR20060105429A (ko) * | 2003-05-22 | 2006-10-11 | 메타프로테오믹스, 엘엘씨 | 염증을 약화시키기 위한 항염증성 약제학적 조성물 및 위의독성의 치료법 또는 예방법 |
US20050192356A1 (en) * | 2004-02-27 | 2005-09-01 | Babish John G. | Synergistic anti-inflammatory pharmaceutical compositions and methods of use |
US7914831B2 (en) | 2004-02-27 | 2011-03-29 | Metaproteomics, Llc | Synergistic anti-inflammatory pharmaceutical compositions and related methods using curcuminoids or methylxanthines |
AU2005304317A1 (en) * | 2004-11-13 | 2006-05-18 | Metaproteomics, Llc | Compositions exhibiting inhibition of cyclooxygenase-2 |
WO2007021694A2 (en) * | 2005-08-09 | 2007-02-22 | Metaproteomics, Llc | Protein kinase modulation by hops and acacia products |
NZ568860A (en) * | 2005-12-09 | 2012-09-28 | Metaproteomics Llc | Protein kinase modulation by hops and acacia products |
WO2007149482A2 (en) * | 2006-06-20 | 2007-12-27 | Metaproteomics, Llc | Xanthohumol based protein kinase modulation cancer treatment |
US20080051466A1 (en) * | 2006-06-20 | 2008-02-28 | Metaproteomics, Llc | Isoalpha acid based protein kinase modulation cancer treatment |
CN1966638B (zh) * | 2006-11-11 | 2011-04-20 | 玉门拓璞科技开发有限责任公司 | 异构化二氧化碳酒花浸膏的生产方法 |
AU2008229110A1 (en) * | 2007-03-19 | 2008-09-25 | Metaproteomics, Llc | Methods and compositions for promoting bone and joint health |
US8241674B2 (en) | 2007-05-11 | 2012-08-14 | Metaproteomics, Llc | Methods and compositions for heavy metal detoxification |
EP2229178A4 (de) * | 2007-12-10 | 2011-03-09 | Metaproteomics Llc | Substituierte 1,3-cyclopentadion-multitarget-proteinkinase-modulatoren von krebs, angiogenese und den damit assoziierten entzündungswegen |
AU2009231723B2 (en) * | 2008-04-02 | 2014-04-17 | Metaproteomics, Llc. | Substituted 1,3-cyclopentadione attenuated endothelial inflammation and endothelial-monocyte interactions |
WO2011059486A1 (en) | 2009-11-13 | 2011-05-19 | Kalamazoo Holdings, Inc. | Process for the preparation of tetrahydroisohumulone compositions |
EP2571974B1 (de) * | 2010-05-21 | 2021-06-23 | Coors Brewing Company | Zubereitung von hopfensäuren und derivaten daraus |
GB201009873D0 (en) * | 2010-06-14 | 2010-07-21 | Univ Leuven Kath | Method for hydrogenation of isoalpha-acids (isohumulones) to hexahydro-iso-alpha-acids (hexahydro-isohumulones) by using heterogeneous ruthenium |
GB201016430D0 (en) | 2010-09-30 | 2010-11-17 | Univ Leuven Kath | Improved method for isomerisation of hop alpha-acids to iso-alpha-acids |
US9222064B1 (en) | 2014-08-18 | 2015-12-29 | Hop Ting Resources, LLC | Solvent-free processes for making light stable ISO-alpha-acids derivatives from both hop alpha-acids and beta-acids resins |
CN110951559A (zh) * | 2019-12-31 | 2020-04-03 | 齐鲁工业大学 | 一种通过添加四氢或六氢异构酒花浸膏提高啤酒泡沫性能的方法 |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3044879A (en) * | 1959-02-11 | 1962-07-17 | Miller Brewing | Anactinic malt product and hop extract therefor |
GB1140545A (en) * | 1965-03-01 | 1969-01-22 | Kalamazoo Spice Extract Co | Hop flavours for malt beverages and the like |
US4002683A (en) * | 1971-05-03 | 1977-01-11 | Kalsec, Inc. | Process for isomerizing alpha acids to iso-alpha acids |
US4123561A (en) * | 1977-02-01 | 1978-10-31 | S.S. Steiner, Inc. | Method for processing hops for brewing |
US4590296A (en) * | 1984-01-25 | 1986-05-20 | Miller Brewing Company | Process for separation of beta-acids from extract containing alpha-acids and beta-acids |
US4644084A (en) * | 1984-01-25 | 1987-02-17 | Miller Brewing Company | Preparation of tetrahydroisohumulones |
US4767640A (en) * | 1985-10-29 | 1988-08-30 | Miller Brewing Company | Light stable hop extracts and method of preparation |
-
1990
- 1990-01-31 US US07/473,268 patent/US5013571A/en not_active Expired - Lifetime
-
1991
- 1991-01-22 AT AT91300480T patent/ATE138097T1/de not_active IP Right Cessation
- 1991-01-22 ES ES91300480T patent/ES2087239T3/es not_active Expired - Lifetime
- 1991-01-22 DK DK91300480.0T patent/DK0442621T3/da active
- 1991-01-22 EP EP91300480A patent/EP0442621B1/de not_active Expired - Lifetime
- 1991-01-22 DE DE69119442T patent/DE69119442T2/de not_active Expired - Lifetime
- 1991-01-25 JP JP3007885A patent/JPH0737414B2/ja not_active Expired - Lifetime
- 1991-01-29 PT PT96589A patent/PT96589B/pt not_active IP Right Cessation
- 1991-01-30 IE IE31291A patent/IE73636B1/en not_active IP Right Cessation
- 1991-01-31 MX MX024353A patent/MX169175B/es unknown
-
1994
- 1994-07-06 JP JP6154753A patent/JP2525133B2/ja not_active Expired - Lifetime
-
1996
- 1996-06-19 GR GR960401659T patent/GR3020279T3/el unknown
Also Published As
Publication number | Publication date |
---|---|
PT96589B (pt) | 1998-08-31 |
US5013571A (en) | 1991-05-07 |
JPH05148178A (ja) | 1993-06-15 |
ATE138097T1 (de) | 1996-06-15 |
ES2087239T3 (es) | 1996-07-16 |
EP0442621A1 (de) | 1991-08-21 |
EP0442621B1 (de) | 1996-05-15 |
DK0442621T3 (da) | 1996-06-03 |
GR3020279T3 (en) | 1996-09-30 |
IE73636B1 (en) | 1997-06-18 |
IE910312A1 (en) | 1991-07-31 |
MX169175B (es) | 1993-06-23 |
DE69119442D1 (de) | 1996-06-20 |
JP2525133B2 (ja) | 1996-08-14 |
JPH0769965A (ja) | 1995-03-14 |
PT96589A (pt) | 1991-10-15 |
JPH0737414B2 (ja) | 1995-04-26 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
8364 | No opposition during term of opposition | ||
8327 | Change in the person/name/address of the patent owner |
Owner name: CULTOR LTD., HELSINKI, FI |
|
8328 | Change in the person/name/address of the agent |
Free format text: DR.RER.NAT. RUEDIGER ZELLENTIN, DIPL.-ING. WIGER ZELLENTIN, DR. JUERGEN GRUSSDORF, 80331 MUENCHEN |
|
8327 | Change in the person/name/address of the patent owner |
Owner name: HAAS HOP PRODUCTS, INC., WASHINGTON D.C., WASH., U |
|
8328 | Change in the person/name/address of the agent |
Representative=s name: STIPPL PATENTANWAELTE, 90482 NUERNBERG |