FR2361347A1 - PROCEDURE FOR REMOVING GROUPS PROTECTING THIOL GROUPS PRESENT IN AMINO ACIDS AND PEPTIDES - Google Patents
PROCEDURE FOR REMOVING GROUPS PROTECTING THIOL GROUPS PRESENT IN AMINO ACIDS AND PEPTIDESInfo
- Publication number
- FR2361347A1 FR2361347A1 FR7719632A FR7719632A FR2361347A1 FR 2361347 A1 FR2361347 A1 FR 2361347A1 FR 7719632 A FR7719632 A FR 7719632A FR 7719632 A FR7719632 A FR 7719632A FR 2361347 A1 FR2361347 A1 FR 2361347A1
- Authority
- FR
- France
- Prior art keywords
- groups
- peptides
- amino acids
- protecting
- thiol groups
- 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.)
- Granted
Links
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
- C07K5/06008—Dipeptides with the first amino acid being neutral
- C07K5/06017—Dipeptides with the first amino acid being neutral and aliphatic
- C07K5/06026—Dipeptides with the first amino acid being neutral and aliphatic the side chain containing 0 or 1 carbon atom, i.e. Gly or Ala
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
- C07K1/06—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length using protecting groups or activating agents
- C07K1/061—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length using protecting groups or activating agents using protecting groups
- C07K1/067—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length using protecting groups or activating agents using protecting groups for sulfur-containing functions
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
- C07K1/12—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length by hydrolysis, i.e. solvolysis in general
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
- C07K14/435—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans
- C07K14/575—Hormones
- C07K14/655—Somatostatins
-
- 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
- C07K5/0802—Tripeptides with the first amino acid being neutral
- C07K5/0804—Tripeptides with the first amino acid being neutral and aliphatic
- C07K5/0806—Tripeptides with the first amino acid being neutral and aliphatic the side chain containing 0 or 1 carbon atoms, i.e. Gly, Ala
-
- 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
- C07K5/1002—Tetrapeptides with the first amino acid being neutral
- C07K5/1005—Tetrapeptides with the first amino acid being neutral and aliphatic
-
- 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)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Molecular Biology (AREA)
- Genetics & Genomics (AREA)
- Medicinal Chemistry (AREA)
- Biophysics (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Analytical Chemistry (AREA)
- Endocrinology (AREA)
- Zoology (AREA)
- Gastroenterology & Hepatology (AREA)
- Toxicology (AREA)
- Peptides Or Proteins (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Procédé pour enlever des groupements protégeant les groupes thiol présents dans des amino-acides et des peptides. On enlève les groupements protecteurs protégeant les groupes thiols d'un amino-acide ou d'un peptide, groupes thiol protégés par les groupements para-méthoxybenzyle, l-adamantyle ou tertio-butyle, en traitant l'amino-acide ou le peptide protégé avec un sel mercurique de l'acide acétique ou d'un acide halogéno-acétique, l'élimination étant effectuée sélectivement et très doucement avec un bon rendement dans des conditions extrêmement douces, sans qu'il y ait une influence quelconque défavorable sur d'autres groupes fonctionnels ou d'autres groupements protecteurs. Utilisation de ce procédé dans la synthèse de peptides.A method of removing groups protecting thiol groups present in amino acids and peptides. The protective groups protecting the thiol groups of an amino acid or a peptide, thiol groups protected by the para-methoxybenzyl, 1-adamantyl or tert-butyl groups, are removed by treating the amino acid or the protected peptide. with a mercuric salt of acetic acid or of a halo-acetic acid, the removal being carried out selectively and very gently with good yield under extremely mild conditions, without there being any adverse influence on any other functional groups or other protecting groups. Use of this process in the synthesis of peptides.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP51076676A JPS5848524B2 (en) | 1976-06-28 | 1976-06-28 | Method for removing thiol protecting group |
Publications (2)
Publication Number | Publication Date |
---|---|
FR2361347A1 true FR2361347A1 (en) | 1978-03-10 |
FR2361347B1 FR2361347B1 (en) | 1980-10-17 |
Family
ID=13612020
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FR7719632A Granted FR2361347A1 (en) | 1976-06-28 | 1977-06-27 | PROCEDURE FOR REMOVING GROUPS PROTECTING THIOL GROUPS PRESENT IN AMINO ACIDS AND PEPTIDES |
Country Status (5)
Country | Link |
---|---|
JP (1) | JPS5848524B2 (en) |
CA (1) | CA1074300A (en) |
FR (1) | FR2361347A1 (en) |
GB (1) | GB1548101A (en) |
HU (1) | HU178756B (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0017536A2 (en) * | 1979-03-23 | 1980-10-15 | Sanofi S.A. | Process for the preparation of somatostatine |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS62227053A (en) * | 1986-03-28 | 1987-10-06 | Sumitomo Special Metals Co Ltd | High permeability magnetic alloy excellent in workability |
JPS62227054A (en) * | 1986-03-28 | 1987-10-06 | Sumitomo Special Metals Co Ltd | High permeability magnetic alloy excellent in workability |
JPH02111838A (en) * | 1988-10-21 | 1990-04-24 | Nippon Steel Corp | Fe-ni magnetic alloy excellent in hot workability and magnetic property |
JPH04214832A (en) * | 1990-07-30 | 1992-08-05 | Nippon Yakin Kogyo Co Ltd | Fe high-ni alloy excellent in surface property |
-
1976
- 1976-06-28 JP JP51076676A patent/JPS5848524B2/en not_active Expired
-
1977
- 1977-06-06 CA CA279,924A patent/CA1074300A/en not_active Expired
- 1977-06-27 GB GB26762/77A patent/GB1548101A/en not_active Expired
- 1977-06-27 FR FR7719632A patent/FR2361347A1/en active Granted
- 1977-06-27 HU HU77TA1448A patent/HU178756B/en unknown
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0017536A2 (en) * | 1979-03-23 | 1980-10-15 | Sanofi S.A. | Process for the preparation of somatostatine |
FR2451915A1 (en) * | 1979-03-23 | 1980-10-17 | Clin Midy | NEW PROCESS FOR THE PREPARATION OF SOMATOSTATIN |
EP0017536A3 (en) * | 1979-03-23 | 1981-01-07 | Sanofi, Societe Anonyme | Process for the preparation of somatostatine, the intermediates and their preparation |
Also Published As
Publication number | Publication date |
---|---|
HU178756B (en) | 1982-06-28 |
GB1548101A (en) | 1979-07-04 |
JPS5848524B2 (en) | 1983-10-28 |
JPS532404A (en) | 1978-01-11 |
FR2361347B1 (en) | 1980-10-17 |
CA1074300A (en) | 1980-03-25 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
ST | Notification of lapse |