Cyclic peptide production method
AssigneeAjinomoto Co., Inc.
InventorsDaisuke TAKAHASHI, Tatsuji INOMATA
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Abstract
A method for producing a cyclic peptide, including the following step (1) and step (2): (1) a step of cyclizing a linear peptide; and (2) a step of obtaining a cyclic peptide by adding a poor solvent to a mixture of the cyclic peptide and multimeric impurity, which mixture is obtained in the above-mentioned step, and filtering off the multimeric impurity as an insoluble material can efficiently remove multimeric impurity by-produced during a cyclization reaction, improve the purity of the obtained cyclic peptide, and reduce a burden on the purification step.
Claims20
A method for producing a cyclic peptide, comprising step (1) and step (2):
- (1) cyclizing a linear peptide;
- and
- (2) obtaining a cyclic peptide by adding a poor solvent to a mixture of the cyclic peptide and multimeric impurity, which mixture is obtained in the above-mentioned step, and filtering off the multimeric impurity as an insoluble material.
A method for producing a peptide having a cyclic thioether bond, comprising any of the following steps:
- (A) cyclizing a linear peptide in which the C-terminal of the linear peptide is or is not protected by a protecting group, the N-terminal is modified with an alkylenecarbonyl group having a leaving group, and a side chain of constituent amino acid cysteine or cysteine derivative is not protected, between the N-terminal and the side chain of the cysteine or cysteine derivative,
- (B) cyclizing a linear peptide in which the C-terminal of the linear peptide is or is not protected by a protecting group, the N-terminal is or is not protected, and a side chain of constituent amino acid cysteine or cysteine derivative is modified with an alkylene group having a carboxy group, between the N-terminal and the side chain of the cysteine or cysteine derivative, after deprotection of the N-terminal when it is protected, or
- (C) cyclizing a linear peptide in which the C-terminal of the linear peptide is or is not protected by a protecting group, an amino group of a side chain of a constituent amino acid is or is not protected, and a side chain of constituent amino acid cysteine or cysteine derivative is modified with an alkylene group having a carboxy group, between the side chain of the constituent amino acid having the amino group and the side chain of the cysteine or cysteine derivative, after deprotection of the amino group of the side chain of the constituent amino acid when it is protected.
Dependencies are inferred from the claim text.