SE9401079L - New derivatives of aspartic acid and glutamic acid protected on the side chain carboxylic acid group form of esters which impede aspartimide formation in solid phase synthesis of peptides - Google Patents
New derivatives of aspartic acid and glutamic acid protected on the side chain carboxylic acid group form of esters which impede aspartimide formation in solid phase synthesis of peptidesInfo
- Publication number
- SE9401079L SE9401079L SE9401079A SE9401079A SE9401079L SE 9401079 L SE9401079 L SE 9401079L SE 9401079 A SE9401079 A SE 9401079A SE 9401079 A SE9401079 A SE 9401079A SE 9401079 L SE9401079 L SE 9401079L
- Authority
- SE
- Sweden
- Prior art keywords
- side chain
- peptides
- impede
- esters
- solid phase
- Prior art date
Links
- 102000004196 processed proteins & peptides Human genes 0.000 title abstract 3
- 108090000765 processed proteins & peptides Proteins 0.000 title abstract 3
- 230000015572 biosynthetic process Effects 0.000 title abstract 2
- YDNMHDRXNOHCJH-UHFFFAOYSA-N 3-aminopyrrolidine-2,5-dione Chemical compound NC1CC(=O)NC1=O YDNMHDRXNOHCJH-UHFFFAOYSA-N 0.000 title 1
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 title 1
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 title 1
- 150000001509 aspartic acid derivatives Chemical class 0.000 title 1
- 125000002843 carboxylic acid group Chemical group 0.000 title 1
- 150000002148 esters Chemical class 0.000 title 1
- 235000013922 glutamic acid Nutrition 0.000 title 1
- 239000004220 glutamic acid Substances 0.000 title 1
- 238000010532 solid phase synthesis reaction Methods 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- 125000003275 alpha amino acid group Chemical group 0.000 abstract 2
- 125000006239 protecting group Chemical group 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 229920001184 polypeptide Polymers 0.000 abstract 1
- 102000004169 proteins and genes Human genes 0.000 abstract 1
- 108090000623 proteins and genes Proteins 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
- 150000003573 thiols Chemical class 0.000 abstract 1
Classifications
-
- 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
- C07K1/064—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 omega-amino or -guanidino 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
- C07K1/06—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
- C07K1/063—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 alpha-amino functions
-
- 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)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Analytical Chemistry (AREA)
- Peptides Or Proteins (AREA)
Abstract
A protective group bound to a side chain of an amino-acid moiety, which group is an aliphatic acyclic branched alkyl group protecting a thiol, hydroxyl, or carboxyl group or an aliphatic acyclic branched alkoxycarbonyl group protecting an amino group or heterocyclic nitrogen, wherein the alkyl and alkoxy entities have from 6 to 18 carbon atoms and have at least two identical alkyl chains, is described. Further, the use of such a protective group bound to a side chain of an amino-acid moiety in the synthesis of peptides, polypeptides and proteins is disclosed.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE9401079A SE9401079L (en) | 1994-03-30 | 1994-03-30 | New derivatives of aspartic acid and glutamic acid protected on the side chain carboxylic acid group form of esters which impede aspartimide formation in solid phase synthesis of peptides |
| PCT/SE1995/000337 WO1995026975A1 (en) | 1994-03-30 | 1995-03-30 | Acyclic aliphatic branched alkyl groups as constituents of protective groups bound to side chains of amino-acid moieties, and their use in the preparation of peptide, polypeptide or protein structures |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE9401079A SE9401079L (en) | 1994-03-30 | 1994-03-30 | New derivatives of aspartic acid and glutamic acid protected on the side chain carboxylic acid group form of esters which impede aspartimide formation in solid phase synthesis of peptides |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SE9401079D0 SE9401079D0 (en) | 1994-03-30 |
| SE9401079L true SE9401079L (en) | 1995-10-01 |
Family
ID=20393486
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SE9401079A SE9401079L (en) | 1994-03-30 | 1994-03-30 | New derivatives of aspartic acid and glutamic acid protected on the side chain carboxylic acid group form of esters which impede aspartimide formation in solid phase synthesis of peptides |
Country Status (2)
| Country | Link |
|---|---|
| SE (1) | SE9401079L (en) |
| WO (1) | WO1995026975A1 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2589884T3 (en) | 2013-12-19 | 2016-11-16 | Merck Patent Gmbh | Aspartic acid derivatives |
| JP2025110921A (en) * | 2024-01-17 | 2025-07-30 | 富士フイルム株式会社 | Peptide production method, compound, and peptide synthesis reagent |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS53132539A (en) * | 1977-04-22 | 1978-11-18 | Takeda Chem Ind Ltd | Protected amino acid or peptide having said protected amino acid residue |
| JPS57118563A (en) * | 1981-01-14 | 1982-07-23 | Takeda Chem Ind Ltd | Indole derivative and preparation of peptide |
| JPS6393796A (en) * | 1986-10-09 | 1988-04-25 | Shin Etsu Chem Co Ltd | Agents for deprotecting groups in peptide synthesis |
| BE1005720A3 (en) * | 1992-03-20 | 1993-12-28 | Solvay | Process for peptide synthesis and new intermediate synthesis. |
-
1994
- 1994-03-30 SE SE9401079A patent/SE9401079L/en not_active Application Discontinuation
-
1995
- 1995-03-30 WO PCT/SE1995/000337 patent/WO1995026975A1/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| SE9401079D0 (en) | 1994-03-30 |
| WO1995026975A1 (en) | 1995-10-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| NAV | Patent application has lapsed |
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