DE2335010A1 - L-asparagyl-aminomalonsaeurealkylfenchyldiester, ihre herstellung und verwendung - Google Patents
L-asparagyl-aminomalonsaeurealkylfenchyldiester, ihre herstellung und verwendungInfo
- Publication number
- DE2335010A1 DE2335010A1 DE19732335010 DE2335010A DE2335010A1 DE 2335010 A1 DE2335010 A1 DE 2335010A1 DE 19732335010 DE19732335010 DE 19732335010 DE 2335010 A DE2335010 A DE 2335010A DE 2335010 A1 DE2335010 A1 DE 2335010A1
- Authority
- DE
- Germany
- Prior art keywords
- acid
- diester
- radical
- asparagyl
- solution
- 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.)
- Pending
Links
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- 231100000252 nontoxic Toxicity 0.000 description 1
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- 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
- 239000010502 orange oil Substances 0.000 description 1
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- 125000006503 p-nitrobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1[N+]([O-])=O)C([H])([H])* 0.000 description 1
- 235000015927 pasta Nutrition 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 235000019477 peppermint oil Nutrition 0.000 description 1
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- UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 description 1
- NMHMNPHRMNGLLB-UHFFFAOYSA-N phloretic acid Chemical compound OC(=O)CCC1=CC=C(O)C=C1 NMHMNPHRMNGLLB-UHFFFAOYSA-N 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
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- 235000013324 preserved food Nutrition 0.000 description 1
- 102000004196 processed proteins & peptides Human genes 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 235000011962 puddings Nutrition 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000006722 reduction reaction Methods 0.000 description 1
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 1
- 235000014438 salad dressings Nutrition 0.000 description 1
- 235000015067 sauces Nutrition 0.000 description 1
- 235000013580 sausages Nutrition 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000020183 skimmed milk Nutrition 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
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- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
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- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
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- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000004809 thin layer chromatography Methods 0.000 description 1
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- 230000001988 toxicity Effects 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
- 235000019155 vitamin A Nutrition 0.000 description 1
- 239000011719 vitamin A Substances 0.000 description 1
- NCYCYZXNIZJOKI-UHFFFAOYSA-N vitamin A aldehyde Natural products O=CC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C NCYCYZXNIZJOKI-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06104—Dipeptides with the first amino acid being acidic
- C07K5/06113—Asp- or Asn-amino acid
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S530/00—Chemistry: natural resins or derivatives; peptides or proteins; lignins or reaction products thereof
- Y10S530/801—Peptide sweetners
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Biochemistry (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Biophysics (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Nutrition Science (AREA)
- Peptides Or Proteins (AREA)
- Seasonings (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP47071464A JPS5234622B2 (OSRAM) | 1972-07-17 | 1972-07-17 | |
| JP7295472A JPS5511301B2 (OSRAM) | 1972-07-19 | 1972-07-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2335010A1 true DE2335010A1 (de) | 1974-02-07 |
Family
ID=26412558
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19732335010 Pending DE2335010A1 (de) | 1972-07-17 | 1973-07-10 | L-asparagyl-aminomalonsaeurealkylfenchyldiester, ihre herstellung und verwendung |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US3907766A (OSRAM) |
| AU (1) | AU472355B2 (OSRAM) |
| CA (1) | CA1016164A (OSRAM) |
| CH (1) | CH586657A5 (OSRAM) |
| DE (1) | DE2335010A1 (OSRAM) |
| FR (1) | FR2193004B1 (OSRAM) |
| GB (1) | GB1434043A (OSRAM) |
| NL (1) | NL7309692A (OSRAM) |
| SE (1) | SE388851B (OSRAM) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3971822A (en) * | 1974-07-19 | 1976-07-27 | Tanabe Seiyaku Co., Ltd. | Aspartyl amide sweetening agents |
| US4797298A (en) * | 1980-01-21 | 1989-01-10 | Pfizer, Inc. | Branched amides of L-aspartyl-D-amino acid dipeptides |
| US4870190A (en) * | 1980-01-21 | 1989-09-26 | Pfizer Inc. | Branched amides of L-aspartyl-D-amino acid dipeptides |
| US4411925A (en) * | 1980-01-21 | 1983-10-25 | Pfizer Inc. | Branched amides of L-aspartyl-d-amino acid dipeptides |
| US4399163A (en) * | 1980-11-05 | 1983-08-16 | Pfizer Inc. | Branched amides of L-aspartyl-D-amino acid dipeptides |
| US4439460A (en) * | 1982-06-01 | 1984-03-27 | G. D. Searle & Co. | Dipeptide sweetener sulfate and sulfonate salts |
| US4692512A (en) * | 1984-07-13 | 1987-09-08 | The Procter & Gamble Company | Alpha-L-aspartyl-D-phenylglycine esters and amides useful as high intensity sweeteners |
| US4883888A (en) * | 1984-07-13 | 1989-11-28 | The Procter & Gamble Company | Oxa-fenchyl amines useful for preparing high intensity sweeteners |
| CA1276395C (en) * | 1984-07-13 | 1990-11-13 | John M. Janusz | Oxa-fenchyl esters and amides of alpha-l-aspartyl-d- phenylglycine |
| EP0199257A3 (en) * | 1985-04-15 | 1988-08-10 | General Foods Corporation | L-aminodicarboxylic acid esters and an edible composition containing same as sweeteners |
| US4572799A (en) * | 1985-04-15 | 1986-02-25 | General Foods Corporation | L-Aminodicarboxylic acid amides |
| US4634792A (en) * | 1985-05-06 | 1987-01-06 | General Foods Corporation | L-aminodicarboxylic acid aminoalkenoic acid ester amides |
| US4571308A (en) * | 1985-05-06 | 1986-02-18 | General Foods Corporation | L-Aminodicarboxylic acid aminoalkenoic acid ester amides |
| US4603012A (en) * | 1985-05-06 | 1986-07-29 | General Foods Corporation | L-aminodicarboxylic acid alkanes |
| US4692513A (en) * | 1985-12-20 | 1987-09-08 | The Procter & Gamble Company | Alpha-L-aspartyl-D-heteroaromatic-substituted glycine esters and amides useful as high intensity sweeteners |
| US4788069A (en) * | 1987-03-27 | 1988-11-29 | The Coca-Cola Company | Intensely sweet L-aspartyl-3-(bicycloalkyl)-L-alanine alkyl esters |
| JPH0611740B2 (ja) * | 1987-09-29 | 1994-02-16 | 高砂香料工業株式会社 | Ｎ−（ｌ−アスパルチル）アミノアルコール誘導体およびそれを含有する甘味料 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3492131A (en) * | 1966-04-18 | 1970-01-27 | Searle & Co | Peptide sweetening agents |
| US3833553A (en) * | 1970-01-31 | 1974-09-03 | Ajinomoto Kk | Method of producing alpha-l-aspartyl-l-phenylalanine alkyl esters |
| GB1309605A (en) * | 1970-01-31 | 1973-03-14 | Ajinomoto Kk | Process for producing alpha-dipeptide esters of l-aspartic acid |
| CH553751A (de) * | 1970-05-19 | 1974-09-13 | Stamicarbon | Verfahren zur herstellung von aspartylaminosaeure-estern. |
| JPS4935607B1 (OSRAM) * | 1970-08-21 | 1974-09-25 | Takeda Chemical Industries Ltd | |
| US3799918A (en) * | 1972-04-26 | 1974-03-26 | Searle & Co | Alkyl esters of alpha-aspartyl alpha-alkyl aliphatic amino acid dipeptides |
| US3769333A (en) * | 1972-08-07 | 1973-10-30 | American Home Prod | L-aspartic acid derivatives |
-
1973
- 1973-07-06 AU AU57861/73A patent/AU472355B2/en not_active Expired
- 1973-07-06 US US377138A patent/US3907766A/en not_active Expired - Lifetime
- 1973-07-10 DE DE19732335010 patent/DE2335010A1/de active Pending
- 1973-07-11 NL NL7309692A patent/NL7309692A/xx unknown
- 1973-07-12 CH CH1017373A patent/CH586657A5/xx not_active IP Right Cessation
- 1973-07-16 SE SE7309940A patent/SE388851B/xx unknown
- 1973-07-16 FR FR7326045A patent/FR2193004B1/fr not_active Expired
- 1973-07-16 CA CA176,517A patent/CA1016164A/en not_active Expired
- 1973-07-17 GB GB3395973A patent/GB1434043A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| SE388851B (sv) | 1976-10-18 |
| US3907766A (en) | 1975-09-23 |
| FR2193004B1 (OSRAM) | 1977-05-27 |
| GB1434043A (en) | 1976-04-28 |
| FR2193004A1 (OSRAM) | 1974-02-15 |
| CA1016164A (en) | 1977-08-23 |
| AU472355B2 (en) | 1976-05-20 |
| NL7309692A (OSRAM) | 1974-01-21 |
| CH586657A5 (OSRAM) | 1977-04-15 |
| AU5786173A (en) | 1975-01-09 |
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