AU2008210692B2 - Hop alpha acid or hop oil content enhancer - Google Patents
Hop alpha acid or hop oil content enhancer Download PDFInfo
- Publication number
- AU2008210692B2 AU2008210692B2 AU2008210692A AU2008210692A AU2008210692B2 AU 2008210692 B2 AU2008210692 B2 AU 2008210692B2 AU 2008210692 A AU2008210692 A AU 2008210692A AU 2008210692 A AU2008210692 A AU 2008210692A AU 2008210692 B2 AU2008210692 B2 AU 2008210692B2
- Authority
- AU
- Australia
- Prior art keywords
- group
- hop
- acid
- oil content
- alpha acid
- 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.)
- Ceased
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- VMSLCPKYRPDHLN-UHFFFAOYSA-N (R)-Humulone Chemical compound CC(C)CC(=O)C1=C(O)C(CC=C(C)C)=C(O)C(O)(CC=C(C)C)C1=O VMSLCPKYRPDHLN-UHFFFAOYSA-N 0.000 title claims abstract description 50
- 239000003623 enhancer Substances 0.000 title claims description 32
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- 150000003839 salts Chemical class 0.000 claims abstract description 10
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- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- 125000006606 n-butoxy group Chemical group 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003506 n-propoxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000005186 naphthyloxy group Chemical group C1(=CC=CC2=CC=CC=C12)O* 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229960003512 nicotinic acid Drugs 0.000 description 1
- 235000001968 nicotinic acid Nutrition 0.000 description 1
- 239000011664 nicotinic acid Substances 0.000 description 1
- 150000002823 nitrates Chemical class 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
- 125000005447 octyloxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
- 150000003891 oxalate salts Chemical class 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229940098695 palmitic acid Drugs 0.000 description 1
- 229940055726 pantothenic acid Drugs 0.000 description 1
- 235000019161 pantothenic acid Nutrition 0.000 description 1
- 239000011713 pantothenic acid Substances 0.000 description 1
- 125000004115 pentoxy group Chemical group [*]OC([H])([H])C([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical class O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 description 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229960005235 piperonyl butoxide Drugs 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- KYELCRMQMAPVJB-UHFFFAOYSA-N propyl 5-amino-4-oxopentanoate Chemical compound CCCOC(=O)CCC(=O)CN KYELCRMQMAPVJB-UHFFFAOYSA-N 0.000 description 1
- 125000004742 propyloxycarbonyl group Chemical group 0.000 description 1
- 229940107700 pyruvic acid Drugs 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 235000019992 sake Nutrition 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 239000011669 selenium Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 235000020183 skimmed milk Nutrition 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000012453 solvate Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 235000013599 spices Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 229960004274 stearic acid Drugs 0.000 description 1
- 239000011550 stock solution Substances 0.000 description 1
- 150000003890 succinate salts Chemical class 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 150000003892 tartrate salts Chemical class 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- 235000010384 tocopherol Nutrition 0.000 description 1
- 229930003799 tocopherol Natural products 0.000 description 1
- LBLYYCQCTBFVLH-UHFFFAOYSA-M toluenesulfonate group Chemical group C=1(C(=CC=CC1)S(=O)(=O)[O-])C LBLYYCQCTBFVLH-UHFFFAOYSA-M 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- KNXVOGGZOFOROK-UHFFFAOYSA-N trimagnesium;dioxido(oxo)silane;hydroxy-oxido-oxosilane Chemical compound [Mg+2].[Mg+2].[Mg+2].O[Si]([O-])=O.O[Si]([O-])=O.[O-][Si]([O-])=O.[O-][Si]([O-])=O KNXVOGGZOFOROK-UHFFFAOYSA-N 0.000 description 1
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 1
- NQPDZGIKBAWPEJ-UHFFFAOYSA-M valerate Chemical class CCCCC([O-])=O NQPDZGIKBAWPEJ-UHFFFAOYSA-M 0.000 description 1
- 229940005605 valeric acid Drugs 0.000 description 1
- 239000004474 valine Substances 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
- 235000019155 vitamin A Nutrition 0.000 description 1
- 239000011719 vitamin A Substances 0.000 description 1
- 235000019154 vitamin C Nutrition 0.000 description 1
- 239000011718 vitamin C Substances 0.000 description 1
- MECHNRXZTMCUDQ-RKHKHRCZSA-N vitamin D2 Chemical compound C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)/C=C/[C@H](C)C(C)C)=C\C=C1\C[C@@H](O)CCC1=C MECHNRXZTMCUDQ-RKHKHRCZSA-N 0.000 description 1
- QYSXJUFSXHHAJI-YRZJJWOYSA-N vitamin D3 Chemical compound C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)CCCC(C)C)=C\C=C1\C[C@@H](O)CCC1=C QYSXJUFSXHHAJI-YRZJJWOYSA-N 0.000 description 1
- 235000012711 vitamin K3 Nutrition 0.000 description 1
- 239000011652 vitamin K3 Substances 0.000 description 1
- 229940045997 vitamin a Drugs 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
- 229960002675 xylitol Drugs 0.000 description 1
- 235000010447 xylitol Nutrition 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- FYGDTMLNYKFZSV-BYLHFPJWSA-N β-1,4-galactotrioside Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@H](CO)O[C@@H](O[C@@H]2[C@@H](O[C@@H](O)[C@H](O)[C@H]2O)CO)[C@H](O)[C@H]1O FYGDTMLNYKFZSV-BYLHFPJWSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Cultivation Of Plants (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2007-023790 | 2007-02-02 | ||
| JP2007023790A JP5039389B2 (ja) | 2007-02-02 | 2007-02-02 | ホップのアルファ酸又はホップオイル含量向上剤 |
| PCT/JP2008/051428 WO2008093740A1 (ja) | 2007-02-02 | 2008-01-30 | ホップのアルファ酸又はホップオイル含量向上剤 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU2008210692A1 AU2008210692A1 (en) | 2008-08-07 |
| AU2008210692B2 true AU2008210692B2 (en) | 2013-03-07 |
Family
ID=39674047
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2008210692A Ceased AU2008210692B2 (en) | 2007-02-02 | 2008-01-30 | Hop alpha acid or hop oil content enhancer |
Country Status (7)
| Country | Link |
|---|---|
| US (2) | US20100105948A1 (https=) |
| EP (1) | EP2116133B1 (https=) |
| JP (1) | JP5039389B2 (https=) |
| CN (1) | CN101600347B (https=) |
| AU (1) | AU2008210692B2 (https=) |
| PL (1) | PL2116133T3 (https=) |
| WO (1) | WO2008093740A1 (https=) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2908080T3 (es) | 2012-08-03 | 2022-04-27 | Photocure Asa | Compuestos |
| CN103695219B (zh) * | 2013-11-18 | 2015-04-15 | 燕京啤酒(桂林漓泉)股份有限公司 | 一种黑啤酒及其酿造方法 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5298482A (en) * | 1991-05-14 | 1994-03-29 | Cosmo Research Institute | Method for promoting plant growth using 5-aminolevulinic acid or a salt thereof |
| JPH0753487A (ja) * | 1993-08-19 | 1995-02-28 | Cosmo Sogo Kenkyusho:Kk | 植物成長調節剤 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4892328A (https=) | 1972-03-17 | 1973-11-30 | ||
| JPS62111954A (ja) | 1985-11-09 | 1987-05-22 | Japan Spectroscopic Co | アミノレブリン酸の合成法 |
| JPH0276841A (ja) | 1988-09-09 | 1990-03-16 | Osaka Organic Chem Ind Ltd | アミノレブリン酸類の製造法 |
| JPH05117110A (ja) * | 1991-10-23 | 1993-05-14 | Cosmo Sogo Kenkyusho:Kk | 除草剤及び除草方法 |
| DE4228084C1 (de) | 1992-08-24 | 1993-12-23 | Suedzucker Ag | Verfahren zur Herstellung von N-Acylderivaten der 5-Aminolävulinsäure sowie des Hydrochlorids der freien Säure |
| JPH07188133A (ja) | 1993-12-27 | 1995-07-25 | Asahi Chem Ind Co Ltd | δ−アミノレブリン酸またはその同族体の製造法 |
| JP3650792B2 (ja) * | 1995-09-27 | 2005-05-25 | コスモ石油株式会社 | 植物のオリゴ糖増量剤 |
| JP3026190B2 (ja) | 1997-05-27 | 2000-03-27 | 株式会社コスモ総合研究所 | ５−アミノレブリン酸生産微生物及びこれを用いた５−アミノレブリン酸の製造法 |
| JP2007023790A (ja) | 2005-07-12 | 2007-02-01 | Nabtesco Corp | スクロールコンプレッサ |
-
2007
- 2007-02-02 JP JP2007023790A patent/JP5039389B2/ja active Active
-
2008
- 2008-01-30 EP EP08704191.9A patent/EP2116133B1/en not_active Not-in-force
- 2008-01-30 PL PL08704191T patent/PL2116133T3/pl unknown
- 2008-01-30 AU AU2008210692A patent/AU2008210692B2/en not_active Ceased
- 2008-01-30 US US12/525,167 patent/US20100105948A1/en not_active Abandoned
- 2008-01-30 CN CN2008800038181A patent/CN101600347B/zh not_active Expired - Fee Related
- 2008-01-30 WO PCT/JP2008/051428 patent/WO2008093740A1/ja not_active Ceased
-
2011
- 2011-06-09 US US13/156,963 patent/US20110244110A1/en not_active Abandoned
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5298482A (en) * | 1991-05-14 | 1994-03-29 | Cosmo Research Institute | Method for promoting plant growth using 5-aminolevulinic acid or a salt thereof |
| JPH0753487A (ja) * | 1993-08-19 | 1995-02-28 | Cosmo Sogo Kenkyusho:Kk | 植物成長調節剤 |
Also Published As
| Publication number | Publication date |
|---|---|
| EP2116133B1 (en) | 2013-09-18 |
| PL2116133T3 (pl) | 2014-02-28 |
| JP2008189570A (ja) | 2008-08-21 |
| CN101600347B (zh) | 2013-01-02 |
| US20100105948A1 (en) | 2010-04-29 |
| AU2008210692A1 (en) | 2008-08-07 |
| EP2116133A1 (en) | 2009-11-11 |
| CN101600347A (zh) | 2009-12-09 |
| JP5039389B2 (ja) | 2012-10-03 |
| WO2008093740A1 (ja) | 2008-08-07 |
| EP2116133A4 (en) | 2013-01-16 |
| US20110244110A1 (en) | 2011-10-06 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| DA3 | Amendments made section 104 |
Free format text: THE NATURE OF THE AMENDMENT IS: AMEND THE INVENTION TITLE TO READ HOP ALPHA ACID OR HOP OIL CONTENT ENHANCER |
|
| FGA | Letters patent sealed or granted (standard patent) | ||
| PC | Assignment registered |
Owner name: COSMO ALA CO., LTD. Free format text: FORMER OWNER WAS: COSMO OIL CO., LTD. |
|
| HB | Alteration of name in register |
Owner name: COSMO TRADE & SERVICE CO., LTD. Free format text: FORMER NAME(S): COSMO ALA CO., LTD. |
|
| MK14 | Patent ceased section 143(a) (annual fees not paid) or expired |