EP 1546186 A4 20060208 - METHOD FOR SYNTHESIZING PEPTIDES
Title (en)
METHOD FOR SYNTHESIZING PEPTIDES
Title (de)
VERFAHREN ZUR SYNTHESE VON PEPTIDEN
Title (fr)
PROCEDE DE SYNTHESE DE PEPTIDES
Publication
Application
Priority
KR 0201604 W 20020826
Abstract (en)
[origin: WO2004018501A1] The present invention relates to a novel method for synthesizing peptides in solution, the method comprising: a) treating a peptide or amino acid derivative, which has an alpha-amine function blocked with a urethane group of the formula R<1>-SO2-CH2CH2-O-CO-, wherein R<1> is aryl, with an excess of an aliphatic secondary amine in an organic solvent to provide the release of the free alpha-amine function of said amino acid or peptide derivative and the formation of a tertiary amine adduct between said secondary amine and the liberated vinyl compound of the formula R<1>-SO2-CH2=CH2; b) removing the solvent and the excess of said secondary amine; c) contacting thus formed mixture of the Nalpha-deprotected amino acid or peptide derivative and said tertiary amine adduct with subsequent peptide or amino acid derivative Nalpha-protected with the above indicated or another urethane group under conditions providing the formation of a peptide bond between the free alpha-amine function of the Nalpha-deprotected amino acid or peptide derivative and an alpha-carboxylic function of the subsequent Nalpha-protected peptide or amino acid derivative; d) separating the newly formed peptide from the reaction mixture; e) repeating procedures as set forth above until the desired polypeptide is obtained.
IPC 8 full level
C07K 1/02 (2006.01); C07K 1/04 (2006.01); C07K 1/06 (2006.01)
CPC (source: EP)
C07K 1/02 (2013.01)
Citation (search report)
- [T] WO 02098903 A1 20021212 - A & PEP INC [KR], et al & DATABASE CA CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; Database accession no. 108:75838
- [Y] SABIROV A N ET AL: "[2-(4-Chlorophenyl)sulfonylethoxycarbonyl (Cps) amino-protecting group for the synthesis of peptides in a solution. Synthesis of [Leu]enkephalin and its [D-ala2]analog]", BIOORGANICHESKAIA KHIMIIA. JUN 1987, vol. 13, no. 6, June 1987 (1987-06-01), pages 754 - 759, XP008057221, ISSN: 0132-3423
- [YD] SAMUKOV V V ET AL: "2-(4-NITORPHENYL)SULFONYLETHOXYCARBONYL (NSC) GROUP AS A BASE-LABILE ALPHA-AMINO PROTECTION FOR SOLID PHASE PEPTIDE SYNTHESIS", 17 October 1994, TETRAHEDRON LETTERS, ELSEVIER, AMSTERDAM, NL, PAGE(S) 7821-7824, ISSN: 0040-4039, XP001034109
- See references of WO 2004018501A1
Designated contracting state (EPC)
AT BE BG CH CY CZ DE DK EE ES FI FR GB GR IE IT LI LU MC NL PT SE SK TR
DOCDB simple family (publication)
WO 2004018501 A1 20040304; AU 2002329070 A1 20040311; CA 2496739 A1 20040304; CN 1649892 A 20050803; EP 1546186 A1 20050629; EP 1546186 A4 20060208; JP 2006511459 A 20060406
DOCDB simple family (application)
KR 0201604 W 20020826; AU 2002329070 A 20020826; CA 2496739 A 20020826; CN 02829521 A 20020826; EP 02765630 A 20020826; JP 2004530625 A 20020826