IE820220L - Amino protected asp-phe alkyl ester - Google Patents
Amino protected asp-phe alkyl esterInfo
- Publication number
- IE820220L IE820220L IE820220A IE22082A IE820220L IE 820220 L IE820220 L IE 820220L IE 820220 A IE820220 A IE 820220A IE 22082 A IE22082 A IE 22082A IE 820220 L IE820220 L IE 820220L
- Authority
- IE
- Ireland
- Prior art keywords
- amino
- protected
- alkyl ester
- aspartyl
- enzyme
- Prior art date
Links
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 title abstract 2
- 108010069205 aspartyl-phenylalanine Proteins 0.000 title 1
- 102000004190 Enzymes Human genes 0.000 abstract 4
- 108090000790 Enzymes Proteins 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 3
- 108091005804 Peptidases Proteins 0.000 abstract 2
- 239000004365 Protease Substances 0.000 abstract 2
- 102100037486 Reverse transcriptase/ribonuclease H Human genes 0.000 abstract 2
- 125000005907 alkyl ester group Chemical group 0.000 abstract 2
- 230000000694 effects Effects 0.000 abstract 2
- 244000005700 microbiome Species 0.000 abstract 2
- 125000006239 protecting group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 abstract 1
- 230000008878 coupling Effects 0.000 abstract 1
- 238000010168 coupling process Methods 0.000 abstract 1
- 238000005859 coupling reaction Methods 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 150000004702 methyl esters Chemical class 0.000 abstract 1
- 230000000813 microbial effect Effects 0.000 abstract 1
- 229960005190 phenylalanine Drugs 0.000 abstract 1
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
- C07K5/06121—Asp- or Asn-amino acid the second amino acid being aromatic or cycloaliphatic
- C07K5/0613—Aspartame
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
- C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
- C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C271/22—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by carboxyl groups
-
- 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
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Genetics & Genomics (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Life Sciences & Earth Sciences (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Peptides Or Proteins (AREA)
- Enzymes And Modification Thereof (AREA)
Abstract
A process for the production of amino-protected-L-aspartyl-L-phenylalanine alkyl ester addition compound of the formula <IMAGE> in which R1 represents an amino protecting group and R2 is an alkyl group containing from 1 to 6 carbon atoms, which comprises reacting a carboxyl- protected-L-phenylalanine of the formula phi -CH2- <IMAGE> in which R2 has the above-stated meaning in the presence of a protease producing microorganism or an enzyme obtained from a microorganism having protease activity under conditions which favour microbial enzyme coupling in the presence of an enzyme at a pH which maintains enzyme activity, to form an amino-protected-L-aspartyl-L-phenylalanine alkyl ester addition compound of the formula <IMAGE> and continuously removing said alkyl ester addition product. Compounds such as L-aspartyl-L-phenylanine methyl ester may be prepared from the amino-protected alkyl esters by removal of the protecting group, by catalytic hydrogenation.
[GB2092161A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US23056981A | 1981-02-02 | 1981-02-02 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE820220L true IE820220L (en) | 1982-08-02 |
| IE52242B1 IE52242B1 (en) | 1987-08-19 |
Family
ID=22865706
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE220/82A IE52242B1 (en) | 1981-02-02 | 1982-02-01 | Preparation of amino protected-l-aspartyl-l-phenylalanine alkyl ester |
Country Status (5)
| Country | Link |
|---|---|
| JP (1) | JPS57146595A (en) |
| DE (1) | DE3203292A1 (en) |
| FR (1) | FR2499098A1 (en) |
| GB (1) | GB2092161B (en) |
| IE (1) | IE52242B1 (en) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5917997A (en) * | 1982-07-23 | 1984-01-30 | Toyo Soda Mfg Co Ltd | Preparation of addition compound from dipeptide ester and amino acid ester |
| DE3479214D1 (en) * | 1983-04-28 | 1989-09-07 | Ajinomoto Kk | Process for the production of l-aspartyl-l-phenylalanine methyl ester or l-aspartyl-l-phenylalanine |
| JPS60164495A (en) * | 1984-01-16 | 1985-08-27 | モンサント コンパニー | Enzymatic coupling of n-formyl amino acid and peptide residue |
| GB8403611D0 (en) * | 1984-02-10 | 1984-03-14 | Tate & Lyle Plc | Sweetener |
| DE3690076T1 (en) * | 1985-02-15 | 1987-03-12 | ||
| EP0230649A1 (en) * | 1986-01-02 | 1987-08-05 | Miles Inc. | Immobilization of phenylaline ammonia-lyase |
| EP0303602A4 (en) * | 1986-04-10 | 1990-06-26 | Commw Scient Ind Res Org | Enzymatic synthesis. |
| FR2649121B1 (en) * | 1989-07-03 | 1991-09-20 | Rhone Poulenc Chimie | PROCESS FOR THE ENZYMATIC PREPARATION OF DIPEPTIDES COMPRISING A REST DERIVED FROM AN AMINO-CYCLOALKYL CARBOXYLIC ACID |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3972773A (en) * | 1975-04-29 | 1976-08-03 | Sagami Chemical Research Center | Process for producing peptide |
| DE2857828C2 (en) * | 1977-01-27 | 1990-06-07 | Toyo Soda Mfg. Co., Ltd., Shinnanyo, Yamaguchi, Jp | |
| JPS6022918B2 (en) * | 1978-07-27 | 1985-06-04 | 財団法人相模中央研究所 | Method for producing an addition compound of N-benzyloxycarbonyl-L-aspartyl-L-phenylalanine methyl-ester and phenylalanine methyl ester |
| JPS6022919B2 (en) * | 1978-07-27 | 1985-06-04 | 財団法人相模中央研究所 | Method for producing an addition compound of N-benzyloxycarbonyl-L-aspatyl-L-phenylalanine methyl ester and phenylalanine methyl ester |
| JPS55135595A (en) * | 1979-04-03 | 1980-10-22 | Toyo Soda Mfg Co Ltd | Preparation of dipeptide |
| US4506011A (en) * | 1981-09-05 | 1985-03-19 | Toyo Soda Manufacturing Co., Ltd. | Process for preparation of aspartylphenylalanine alkyl esters |
-
1982
- 1982-02-01 IE IE220/82A patent/IE52242B1/en unknown
- 1982-02-01 JP JP57014699A patent/JPS57146595A/en active Pending
- 1982-02-01 GB GB8202814A patent/GB2092161B/en not_active Expired
- 1982-02-01 DE DE19823203292 patent/DE3203292A1/en active Granted
- 1982-02-02 FR FR8201664A patent/FR2499098A1/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| GB2092161A (en) | 1982-08-11 |
| FR2499098A1 (en) | 1982-08-06 |
| DE3203292A1 (en) | 1982-09-16 |
| GB2092161B (en) | 1984-08-01 |
| DE3203292C2 (en) | 1990-01-11 |
| IE52242B1 (en) | 1987-08-19 |
| JPS57146595A (en) | 1982-09-10 |
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