SE8202414L - METHOD OF PREPARING OLEGOPEPTIDES CONSISTS OF LYSINYL AND TRYPTOPANYL REMAINS - Google Patents
METHOD OF PREPARING OLEGOPEPTIDES CONSISTS OF LYSINYL AND TRYPTOPANYL REMAINSInfo
- Publication number
- SE8202414L SE8202414L SE8202414A SE8202414A SE8202414L SE 8202414 L SE8202414 L SE 8202414L SE 8202414 A SE8202414 A SE 8202414A SE 8202414 A SE8202414 A SE 8202414A SE 8202414 L SE8202414 L SE 8202414L
- Authority
- SE
- Sweden
- Prior art keywords
- residue
- general formula
- group
- lysinyl
- trp
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 2
- YUZOKOFJOOANSW-LURJTMIESA-N (2s)-2,6-diaminohexanal Chemical compound NCCCC[C@H](N)C=O YUZOKOFJOOANSW-LURJTMIESA-N 0.000 title 1
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000003277 amino group Chemical group 0.000 abstract 2
- 125000003588 lysine group Chemical group [H]N([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])(N([H])[H])C(*)=O 0.000 abstract 2
- 108090000765 processed proteins & peptides Proteins 0.000 abstract 2
- 125000005454 tryptophanyl group Chemical group 0.000 abstract 2
- OBMZMSLWNNWEJA-XNCRXQDQSA-N C1=CC=2C(C[C@@H]3NC(=O)[C@@H](NC(=O)[C@H](NC(=O)N(CC#CCN(CCCC[C@H](NC(=O)[C@@H](CC4=CC=CC=C4)NC3=O)C(=O)N)CC=C)NC(=O)[C@@H](N)C)CC3=CNC4=C3C=CC=C4)C)=CNC=2C=C1 Chemical compound C1=CC=2C(C[C@@H]3NC(=O)[C@@H](NC(=O)[C@H](NC(=O)N(CC#CCN(CCCC[C@H](NC(=O)[C@@H](CC4=CC=CC=C4)NC3=O)C(=O)N)CC=C)NC(=O)[C@@H](N)C)CC3=CNC4=C3C=CC=C4)C)=CNC=2C=C1 OBMZMSLWNNWEJA-XNCRXQDQSA-N 0.000 abstract 1
- 239000004472 Lysine Substances 0.000 abstract 1
- 101710176384 Peptide 1 Proteins 0.000 abstract 1
- 125000002877 alkyl aryl group Chemical group 0.000 abstract 1
- 125000006242 amine protecting group Chemical group 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 238000006386 neutralization reaction Methods 0.000 abstract 1
- 150000003839 salts Chemical class 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
- C07K5/08—Tripeptides
- C07K5/0815—Tripeptides with the first amino acid being basic
-
- 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
- C07K5/06086—Dipeptides with the first amino acid being basic
-
- 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
- C07K5/10—Tetrapeptides
- C07K5/1019—Tetrapeptides with the first amino acid being basic
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
-
- 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)
- Peptides Or Proteins (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Abstract
A process for the preparation of ologopeptides constituted by lysinyl and tryptophanyl residues characterised by the following general formula (1): (Lys)a(Trp)b 1 wherein Lys represents a lysinyl residue, Trp represents a tryptophanyl residue, a>o and b>o with the sole condition that when the peptide link, -CONH-, has originated through the amino group of the lysine, that the amino group be that in the alpha position to the carboxyl which gives rise to the formation of said link is carried out in three stages. Firstly, a compound of general formula 2 is reacted with a compound of general formula 3, <IMAGE> in which R1 and R2 independently represent beta -methylenidole or epsilon - aminobutyl with the -NH2 group protected or any residue of any peptide sequence (Lys)c-(Trp)d (wherein c and/or d>o) with the condition that at least one of R1 and R2 is a residue of beta -methylenidole or protected epsilon -aminobutyl, and R3 is an alkyl aryl or arylalkyl group, whereby to obtain the compound of the general formula 4 shown below: <IMAGE> Secondly, the o-nitrosulphenyl group is eliminated and replaced by a hydrogen atom. Thirdly, the resultant amino-ester is treated to remove any amine-protecting groups and is then optionally saponified, followed by neutralization, to give the free peptide 1. Physiologically useful derivatives or salts may then be formed therefrom.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES501583A ES501583A0 (en) | 1981-04-23 | 1981-04-23 | A PROCEDURE FOR THE PREPARATION OF LYSINE-TRYPTOPHAN OLIGOPEPTIDES AND ITS DERIVATIVES AND PHYSIOLOGICALLY USABLE SALTS |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SE8202414L true SE8202414L (en) | 1982-10-24 |
Family
ID=8482278
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SE8202414A SE8202414L (en) | 1981-04-23 | 1982-04-19 | METHOD OF PREPARING OLEGOPEPTIDES CONSISTS OF LYSINYL AND TRYPTOPANYL REMAINS |
Country Status (10)
| Country | Link |
|---|---|
| BE (1) | BE892932A (en) |
| CH (1) | CH657861A5 (en) |
| DE (1) | DE3213501A1 (en) |
| DK (1) | DK179682A (en) |
| ES (1) | ES501583A0 (en) |
| FR (1) | FR2504525B1 (en) |
| GB (1) | GB2097404B (en) |
| IT (1) | IT1151728B (en) |
| NL (1) | NL8201649A (en) |
| SE (1) | SE8202414L (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3823464A1 (en) * | 1988-07-11 | 1990-01-18 | Asta Pharma Ag | Tryptophan dipeptides |
| ITMI20061607A1 (en) * | 2006-08-09 | 2008-02-10 | Maria Vincenza Carriero | PEPTIDES WITH PHARMACOLOGICAL ACTIVITY |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5116667A (en) * | 1974-07-30 | 1976-02-10 | Shionogi Seiyaku Kk |
-
1981
- 1981-04-23 ES ES501583A patent/ES501583A0/en active Granted
-
1982
- 1982-04-10 DE DE19823213501 patent/DE3213501A1/en not_active Withdrawn
- 1982-04-15 CH CH2266/82A patent/CH657861A5/en not_active IP Right Cessation
- 1982-04-19 GB GB8211276A patent/GB2097404B/en not_active Expired
- 1982-04-19 SE SE8202414A patent/SE8202414L/en not_active Application Discontinuation
- 1982-04-20 IT IT20834/82A patent/IT1151728B/en active
- 1982-04-21 NL NL8201649A patent/NL8201649A/en not_active Application Discontinuation
- 1982-04-22 FR FR8206966A patent/FR2504525B1/en not_active Expired
- 1982-04-22 DK DK179682A patent/DK179682A/en not_active Application Discontinuation
- 1982-04-22 BE BE0/207896A patent/BE892932A/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| DE3213501A1 (en) | 1982-11-11 |
| ES8202788A1 (en) | 1982-02-16 |
| GB2097404B (en) | 1985-05-30 |
| DK179682A (en) | 1982-10-24 |
| NL8201649A (en) | 1982-11-16 |
| GB2097404A (en) | 1982-11-03 |
| BE892932A (en) | 1982-08-16 |
| FR2504525B1 (en) | 1986-10-24 |
| IT8220834A0 (en) | 1982-04-20 |
| CH657861A5 (en) | 1986-09-30 |
| ES501583A0 (en) | 1982-02-16 |
| FR2504525A1 (en) | 1982-10-29 |
| IT1151728B (en) | 1986-12-24 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| NAV | Patent application has lapsed |
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