GB1404306A - Manufacture of hesperetin dihydrochalcone glucoside - Google Patents
Manufacture of hesperetin dihydrochalcone glucosideInfo
- Publication number
- GB1404306A GB1404306A GB793374A GB793374A GB1404306A GB 1404306 A GB1404306 A GB 1404306A GB 793374 A GB793374 A GB 793374A GB 793374 A GB793374 A GB 793374A GB 1404306 A GB1404306 A GB 1404306A
- Authority
- GB
- United Kingdom
- Prior art keywords
- enzyme
- carrier
- rhamnosidase
- manufacture
- activity
- 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
Links
- -1 hesperetin dihydrochalcone glucoside Chemical class 0.000 title abstract 3
- 229930182478 glucoside Natural products 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 108090000790 Enzymes Proteins 0.000 abstract 5
- 102000004190 Enzymes Human genes 0.000 abstract 5
- 239000001100 (2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one Substances 0.000 abstract 1
- QUQPHWDTPGMPEX-UHFFFAOYSA-N Hesperidine Natural products C1=C(O)C(OC)=CC=C1C1OC2=CC(OC3C(C(O)C(O)C(COC4C(C(O)C(O)C(C)O4)O)O3)O)=CC(O)=C2C(=O)C1 QUQPHWDTPGMPEX-UHFFFAOYSA-N 0.000 abstract 1
- 150000004984 aromatic diamines Chemical class 0.000 abstract 1
- QUQPHWDTPGMPEX-UTWYECKDSA-N aurantiamarin Natural products COc1ccc(cc1O)[C@H]1CC(=O)c2c(O)cc(O[C@@H]3O[C@H](CO[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)[C@@H](O)[C@H](O)[C@H]3O)cc2O1 QUQPHWDTPGMPEX-UTWYECKDSA-N 0.000 abstract 1
- APSNPMVGBGZYAJ-GLOOOPAXSA-N clematine Natural products COc1cc(ccc1O)[C@@H]2CC(=O)c3c(O)cc(O[C@@H]4O[C@H](CO[C@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O)cc3O2 APSNPMVGBGZYAJ-GLOOOPAXSA-N 0.000 abstract 1
- QGGZBXOADPVUPN-UHFFFAOYSA-N dihydrochalcone Chemical compound C=1C=CC=CC=1C(=O)CCC1=CC=CC=C1 QGGZBXOADPVUPN-UHFFFAOYSA-N 0.000 abstract 1
- PXLWOFBAEVGBOA-UHFFFAOYSA-N dihydrochalcone Natural products OC1C(O)C(O)C(CO)OC1C1=C(O)C=CC(C(=O)CC(O)C=2C=CC(O)=CC=2)=C1O PXLWOFBAEVGBOA-UHFFFAOYSA-N 0.000 abstract 1
- VUYDGVRIQRPHFX-UHFFFAOYSA-N hesperidin Natural products COc1cc(ccc1O)C2CC(=O)c3c(O)cc(OC4OC(COC5OC(O)C(O)C(O)C5O)C(O)C(O)C4O)cc3O2 VUYDGVRIQRPHFX-UHFFFAOYSA-N 0.000 abstract 1
- QUQPHWDTPGMPEX-QJBIFVCTSA-N hesperidin Chemical compound C1=C(O)C(OC)=CC=C1[C@H]1OC2=CC(O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@@H](CO[C@H]4[C@@H]([C@H](O)[C@@H](O)[C@H](C)O4)O)O3)O)=CC(O)=C2C(=O)C1 QUQPHWDTPGMPEX-QJBIFVCTSA-N 0.000 abstract 1
- 229940025878 hesperidin Drugs 0.000 abstract 1
- 108010030923 hesperidinase Proteins 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 108010001078 naringinase Proteins 0.000 abstract 1
- ARGKVCXINMKCAZ-UHFFFAOYSA-N neohesperidine Natural products C1=C(O)C(OC)=CC=C1C1OC2=CC(OC3C(C(O)C(O)C(CO)O3)OC3C(C(O)C(O)C(C)O3)O)=CC(O)=C2C(=O)C1 ARGKVCXINMKCAZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000005373 porous glass Substances 0.000 abstract 1
Classifications
-
- 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
- C12N11/00—Carrier-bound or immobilised enzymes; Carrier-bound or immobilised microbial cells; Preparation thereof
- C12N11/14—Enzymes or microbial cells immobilised on or in an inorganic carrier
-
- 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
- C12N11/00—Carrier-bound or immobilised enzymes; Carrier-bound or immobilised microbial cells; Preparation thereof
- C12N11/02—Enzymes or microbial cells immobilised on or in an organic carrier
- C12N11/08—Enzymes or microbial cells immobilised on or in an organic carrier the carrier being a synthetic polymer
- C12N11/089—Enzymes or microbial cells immobilised on or in an organic carrier the carrier being a synthetic polymer obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C12N11/096—Polyesters; Polyamides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
- C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
- C07H17/06—Benzopyran radicals
- C07H17/065—Benzo[b]pyrans
- C07H17/07—Benzo[b]pyran-4-ones
-
- 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
- C12N11/00—Carrier-bound or immobilised enzymes; Carrier-bound or immobilised microbial cells; Preparation thereof
- C12N11/02—Enzymes or microbial cells immobilised on or in an organic carrier
- C12N11/10—Enzymes or microbial cells immobilised on or in an organic carrier the carrier being a carbohydrate
- C12N11/12—Cellulose or derivatives thereof
-
- 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
- C12P19/00—Preparation of compounds containing saccharide radicals
- C12P19/44—Preparation of O-glycosides, e.g. glucosides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Genetics & Genomics (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- General Engineering & Computer Science (AREA)
- Microbiology (AREA)
- Biomedical Technology (AREA)
- Molecular Biology (AREA)
- Inorganic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Saccharide Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Enzymes And Modification Thereof (AREA)
- Seasonings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1404306 Carrier bonded rhamnosidase L GIVAUDAN & CIE SA 21 Feb 1974 [22 Feb 1973] 7933/74 Heading C3M [Also in Division C2] A process for the manufacture of an enzyme derivative or an enzyme system derivative having rhamnosidase activity and inhibited #-glucosidase activity comprises treating a carrier with a solution of an enzyme or an enzyme system having rhamnosidase activity such as hesperidinase or naringinase whereby the #-glucosidase activity is selectively blocked. The carrier is preferably an activated silicacontaining material, e.g. porous glass which has been covered with a layer of diazotized aromatic diamine, e.g. diazotized 4,4<SP>1</SP>-diamino-diphenylmethane. The enzyme is used to convert hesperidin dihydrochalcone into hesperetin dihydrochalcone glucoside (see Division C2).
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH260273A CH579098A5 (en) | 1973-02-22 | 1973-02-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1404306A true GB1404306A (en) | 1975-08-28 |
Family
ID=4237445
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB793374A Expired GB1404306A (en) | 1973-02-22 | 1974-02-21 | Manufacture of hesperetin dihydrochalcone glucoside |
Country Status (8)
| Country | Link |
|---|---|
| JP (1) | JPS49116295A (en) |
| CH (1) | CH579098A5 (en) |
| DE (1) | DE2402221A1 (en) |
| ES (1) | ES423449A1 (en) |
| FR (1) | FR2228069B1 (en) |
| GB (1) | GB1404306A (en) |
| IL (1) | IL43784A (en) |
| NL (1) | NL7400180A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110200256A (en) * | 2019-06-28 | 2019-09-06 | 山东奔月生物科技股份有限公司 | The preparation method of new-type compound sweetener |
| CN110551011A (en) * | 2019-09-26 | 2019-12-10 | 陕西嘉禾生物科技股份有限公司 | synthesis method of hesperetin dihydrochalcone |
| CN113881659A (en) * | 2021-09-24 | 2022-01-04 | 华南理工大学 | Method for preparing hesperetin dihydrochalcone glucoside by using immobilized enzyme method |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103819520A (en) * | 2014-02-14 | 2014-05-28 | 闻永举 | Method for preparing mono-glucoside through selective hydrolysis of flavone rutinoside or neohesperidoside |
| CN108220366A (en) * | 2018-01-23 | 2018-06-29 | 山东奔月生物科技有限公司 | Hesperetin dihydrochalcone -7-O- glucoside bioanalysis synthesis technologies |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH579533A5 (en) * | 1972-07-12 | 1976-09-15 | Givaudan & Cie Sa |
-
1973
- 1973-02-22 CH CH260273A patent/CH579098A5/xx not_active IP Right Cessation
- 1973-12-10 IL IL43784A patent/IL43784A/en unknown
-
1974
- 1974-01-07 NL NL7400180A patent/NL7400180A/xx unknown
- 1974-01-17 DE DE2402221A patent/DE2402221A1/en active Pending
- 1974-02-14 JP JP49018095A patent/JPS49116295A/ja active Pending
- 1974-02-20 FR FR7405744A patent/FR2228069B1/fr not_active Expired
- 1974-02-21 GB GB793374A patent/GB1404306A/en not_active Expired
- 1974-02-21 ES ES423449A patent/ES423449A1/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110200256A (en) * | 2019-06-28 | 2019-09-06 | 山东奔月生物科技股份有限公司 | The preparation method of new-type compound sweetener |
| CN110551011A (en) * | 2019-09-26 | 2019-12-10 | 陕西嘉禾生物科技股份有限公司 | synthesis method of hesperetin dihydrochalcone |
| CN113881659A (en) * | 2021-09-24 | 2022-01-04 | 华南理工大学 | Method for preparing hesperetin dihydrochalcone glucoside by using immobilized enzyme method |
| CN113881659B (en) * | 2021-09-24 | 2024-02-20 | 华南理工大学 | Method for preparing hesperetin dihydrochalcone glucoside by immobilized enzyme method |
Also Published As
| Publication number | Publication date |
|---|---|
| CH579098A5 (en) | 1976-08-31 |
| ES423449A1 (en) | 1976-05-16 |
| FR2228069B1 (en) | 1978-03-24 |
| DE2402221A1 (en) | 1974-08-29 |
| JPS49116295A (en) | 1974-11-06 |
| FR2228069A1 (en) | 1974-11-29 |
| IL43784A0 (en) | 1974-03-14 |
| IL43784A (en) | 1977-04-29 |
| NL7400180A (en) | 1974-08-26 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |