DE2713951C2 - - Google Patents
Info
- Publication number
- DE2713951C2 DE2713951C2 DE2713951A DE2713951A DE2713951C2 DE 2713951 C2 DE2713951 C2 DE 2713951C2 DE 2713951 A DE2713951 A DE 2713951A DE 2713951 A DE2713951 A DE 2713951A DE 2713951 C2 DE2713951 C2 DE 2713951C2
- Authority
- DE
- Germany
- Prior art keywords
- asparaginyl
- methyl ester
- phenylalanine methyl
- slurry
- spray
- 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
- 239000002245 particle Substances 0.000 claims description 17
- 239000002002 slurry Substances 0.000 claims description 14
- OMSMPWHEGLNQOD-UWVGGRQHSA-N Asn-Phe Chemical compound NC(=O)C[C@H](N)C(=O)N[C@H](C(O)=O)CC1=CC=CC=C1 OMSMPWHEGLNQOD-UWVGGRQHSA-N 0.000 claims description 12
- 235000003599 food sweetener Nutrition 0.000 claims description 11
- 239000003765 sweetening agent Substances 0.000 claims description 11
- 230000009969 flowable effect Effects 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 7
- 238000001694 spray drying Methods 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 239000007787 solid Substances 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 3
- 238000000227 grinding Methods 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 125000000010 L-asparaginyl group Chemical group O=C([*])[C@](N([H])[H])([H])C([H])([H])C(=O)N([H])[H] 0.000 claims 1
- VSDUZFOSJDMAFZ-VIFPVBQESA-N methyl L-phenylalaninate Chemical compound COC(=O)[C@@H](N)CC1=CC=CC=C1 VSDUZFOSJDMAFZ-VIFPVBQESA-N 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 description 12
- 235000013305 food Nutrition 0.000 description 8
- 239000013078 crystal Substances 0.000 description 7
- 238000009826 distribution Methods 0.000 description 7
- 239000008122 artificial sweetener Substances 0.000 description 5
- 235000021311 artificial sweeteners Nutrition 0.000 description 5
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 4
- 239000000975 dye Substances 0.000 description 4
- 239000000796 flavoring agent Substances 0.000 description 4
- 235000019634 flavors Nutrition 0.000 description 4
- 230000004523 agglutinating effect Effects 0.000 description 3
- 239000008346 aqueous phase Substances 0.000 description 3
- 238000004090 dissolution Methods 0.000 description 3
- 239000007921 spray Substances 0.000 description 3
- 239000000021 stimulant Substances 0.000 description 3
- 239000012736 aqueous medium Substances 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000013467 fragmentation Methods 0.000 description 2
- 238000006062 fragmentation reaction Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- PHLORFAGTXJTFY-QWRGUYRKSA-N methyl (2s)-2-[[(2s)-2,4-diamino-4-oxobutanoyl]amino]-3-phenylpropanoate Chemical compound NC(=O)C[C@H](N)C(=O)N[C@H](C(=O)OC)CC1=CC=CC=C1 PHLORFAGTXJTFY-QWRGUYRKSA-N 0.000 description 2
- 238000012856 packing Methods 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- UDIPTWFVPPPURJ-UHFFFAOYSA-M Cyclamate Chemical compound [Na+].[O-]S(=O)(=O)NC1CCCCC1 UDIPTWFVPPPURJ-UHFFFAOYSA-M 0.000 description 1
- 108010016626 Dipeptides Proteins 0.000 description 1
- -1 L-asparaginyl-L-phenylalanine methylesters Chemical class 0.000 description 1
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical class OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 description 1
- LVDRREOUMKACNJ-BKMJKUGQSA-N N-[(2R,3S)-2-(4-chlorophenyl)-1-(1,4-dimethyl-2-oxoquinolin-7-yl)-6-oxopiperidin-3-yl]-2-methylpropane-1-sulfonamide Chemical compound CC(C)CS(=O)(=O)N[C@H]1CCC(=O)N([C@@H]1c1ccc(Cl)cc1)c1ccc2c(C)cc(=O)n(C)c2c1 LVDRREOUMKACNJ-BKMJKUGQSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 229960004543 anhydrous citric acid Drugs 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- 235000013361 beverage Nutrition 0.000 description 1
- 210000000481 breast Anatomy 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000004517 catalytic hydrocracking Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229960004106 citric acid Drugs 0.000 description 1
- 239000002178 crystalline material Substances 0.000 description 1
- 229940109275 cyclamate Drugs 0.000 description 1
- HCAJEUSONLESMK-UHFFFAOYSA-N cyclohexylsulfamic acid Chemical class OS(=O)(=O)NC1CCCCC1 HCAJEUSONLESMK-UHFFFAOYSA-N 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- 238000007580 dry-mixing Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 235000007983 food acid Nutrition 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- 239000006199 nebulizer Substances 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 230000000306 recurrent effect Effects 0.000 description 1
- 238000007873 sieving Methods 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/30—Artificial sweetening agents
- A23L27/31—Artificial sweetening agents containing amino acids, nucleotides, peptides or derivatives
- A23L27/32—Artificial sweetening agents containing amino acids, nucleotides, peptides or derivatives containing dipeptides or derivatives
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/70—Fixation, conservation, or encapsulation of flavouring agents
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Health & Medical Sciences (AREA)
- Nutrition Science (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Seasonings (AREA)
- Peptides Or Proteins (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US67383676A | 1976-04-05 | 1976-04-05 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2713951A1 DE2713951A1 (de) | 1977-10-13 |
| DE2713951C2 true DE2713951C2 (en, 2012) | 1989-08-03 |
Family
ID=24704295
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19772713951 Granted DE2713951A1 (de) | 1976-04-05 | 1977-03-29 | Freifliessendes, hochwasserloesliches, pulverfoermiges suessungsmittel und verfahren zu seiner herstellung |
Country Status (9)
| Country | Link |
|---|---|
| JP (1) | JPS5820588B2 (en, 2012) |
| CA (1) | CA1086559A (en, 2012) |
| CH (1) | CH603076A5 (en, 2012) |
| DE (1) | DE2713951A1 (en, 2012) |
| FR (1) | FR2346988A1 (en, 2012) |
| IE (1) | IE44797B1 (en, 2012) |
| IT (1) | IT1077484B (en, 2012) |
| NL (1) | NL186736C (en, 2012) |
| SE (1) | SE420377B (en, 2012) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5931669A (ja) * | 1982-08-17 | 1984-02-20 | Ajinomoto Co Inc | 液状甘味料及びその製造法 |
| ES2033787T3 (es) * | 1987-12-15 | 1993-04-01 | Wm. Wrigley Jr. Company | Procedimiento de aglomeracion de edulcorante de elevado poder edulcorante. |
| EP0362706B1 (en) | 1988-10-03 | 1996-01-17 | Ajinomoto Co., Inc. | Process for preparing dry IB type crystals of alpha-L-aspartyl-L-phenylalanine methyl ester having improved solubility |
| JP2756571B2 (ja) * | 1988-12-26 | 1998-05-25 | 東ソー株式会社 | 顆粒状ジペプチド甘味剤の製造方法 |
| NL9201029A (nl) * | 1992-06-11 | 1994-01-03 | Holland Sweetener Co | Werkwijze voor het bewerken van aspartaam. |
| JP3094684B2 (ja) * | 1992-09-04 | 2000-10-03 | 味の素株式会社 | ジペプチド甘味料顆粒の製造法 |
| CN104959087B (zh) | 2010-04-09 | 2017-08-15 | 帕西拉制药有限公司 | 用于配制大直径合成膜囊泡的方法 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3799918A (en) * | 1972-04-26 | 1974-03-26 | Searle & Co | Alkyl esters of alpha-aspartyl alpha-alkyl aliphatic amino acid dipeptides |
| GB1468222A (en) * | 1973-04-02 | 1977-03-23 | Gen Foods Corp | Method for solubility of dipeptide sweeteners |
| DE2328571C3 (de) * | 1973-06-05 | 1982-04-15 | Alberto-Culver Co., Melrose Park, Ill. | Verfahren zur Herstellung von trockenen, pulverförmigen Süßungsmittelzubereitungen mit niedrigem Kaloriengehalt und die so hergestellten Süßungsmittelzubereitungen als solche |
| US3962468A (en) * | 1974-03-07 | 1976-06-08 | General Foods Corporation | Spray-dried L-aspartic acid derivatives |
-
1977
- 1977-03-24 IE IE628/77A patent/IE44797B1/en unknown
- 1977-03-28 CA CA274,833A patent/CA1086559A/en not_active Expired
- 1977-03-29 DE DE19772713951 patent/DE2713951A1/de active Granted
- 1977-03-30 SE SE7703713A patent/SE420377B/xx unknown
- 1977-04-02 CH CH416377A patent/CH603076A5/xx not_active IP Right Cessation
- 1977-04-04 NL NLAANVRAGE7703645,A patent/NL186736C/xx not_active IP Right Cessation
- 1977-04-04 JP JP52038448A patent/JPS5820588B2/ja not_active Expired
- 1977-04-04 IT IT48808/77A patent/IT1077484B/it active
- 1977-04-05 FR FR7710276A patent/FR2346988A1/fr active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| FR2346988B1 (en, 2012) | 1983-05-20 |
| NL186736B (nl) | 1990-09-17 |
| JPS5820588B2 (ja) | 1983-04-23 |
| SE420377B (sv) | 1981-10-05 |
| IT1077484B (it) | 1985-05-04 |
| NL186736C (nl) | 1991-02-18 |
| DE2713951A1 (de) | 1977-10-13 |
| IE44797L (en) | 1977-10-05 |
| IE44797B1 (en) | 1982-04-07 |
| CA1086559A (en) | 1980-09-30 |
| FR2346988A1 (fr) | 1977-11-04 |
| CH603076A5 (en, 2012) | 1978-08-15 |
| JPS52122677A (en) | 1977-10-15 |
| NL7703645A (nl) | 1977-10-07 |
| SE7703713L (sv) | 1977-10-06 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8128 | New person/name/address of the agent |
Representative=s name: HENKEL, G., DR.PHIL. FEILER, L., DR.RER.NAT. HAENZ |
|
| 8110 | Request for examination paragraph 44 | ||
| D2 | Grant after examination | ||
| 8364 | No opposition during term of opposition |