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EP0149594A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

Enzymatic coupling of n-formyl amino acids and/or peptide residues

Assignee: Monsanto Co
•
Filing: 1985-01-15
•
Granted: —
•
Expires: 2005-01-15
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Abstract

Abstract An improved process for enzyme mediated peptide bond formation is disclosed. The process embraces the discovery that the formyl group can be utilized to selectively protect the amino group of one substrate from undergoing peptide bond formation.

Inventors

  • 👤 John Joseph Likos
  • 👤 George Irvin Glover

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-10-30 10:07
CPC Classifications
C; C07; C07K; C07K5/00; C07K5/04; C07K5/06; C07K5/06104; C07K5/06113; C07K5/06121; C07K5/0613; C12; C12P; C12P21/00; C12P21/02

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 54 words
In a process in which anenzyme is used to mediate peptide bond formation between two substrates selected from the group consisting of amino acids and peptides, the improvement comprising selectively protecting the amino group of one substrate from undergoing said bond formation by using either the N-formyl amino acid derivative or N-formyl peptide derivative.
Claim 2
Dependent Claim 54 words
In a process in which anenzyme is used to mediate peptide bond formation between two substrates selected from the group consisting of amino acids and peptides, the improvement comprising selectively protecting the amino group of one substrate from undergoing said bond formation by using either the N-formyl amino acid derivative or N-formyl peptide derivative.
Claim 3
Dependent Claim 15 words
The process of Claim 1 in which the other substrate is an alkyl ester derivative.
Claim 4
Dependent Claim 12 words
The process of Claim 1 in which the enzyme is a protease.
Claim 5
Dependent Claim 14 words
The process of Claim 2 in which the ester is a lower alkyl ester.
Claim 6
Dependent Claim 43 words
A process for producing N-formyl-a-L-aspartyl-L-phenylalanine alkyl ester which comprises reacting N-formyl-L-aspartic acid with L-phenylalanine alkyl ester in the presence of an enzyme known to mediate peptide bond formation between L-aspartic acid and L-phenylalanine and then acidifying the mixture to yield the dipeptide product.
Claim 7
Dependent Claim 43 words
A process for producing N-formyl-a-L-aspartyl-L-phenylalanine alkyl ester which comprises reacting N-formyl-L-aspartic acid with L-phenylalanine alkyl ester in the presence of an enzyme known to mediate peptide bond formation between L-aspartic acid and L-phenylalanine and then acidifying the mixture to yield the dipeptide product.
Claim 8
Dependent Claim 15 words
The process of Claim 5 in which the L-phenylalanine ester is a lower alkyl ester.
Claim 9
Dependent Claim 14 words
The process of Claim 5 in which the L-phenylalanine ester is the methyl ester.
Claim 10
Dependent Claim 11 words
The process of Claim 5 in which the enzyme is thermolysin.
Claim 11
Dependent Claim 51 words
A process for producing a-L-aspartyl-L-phenylalanine methyl ester which comprises reacting N-formyl-L-aspartic acid with L-phenylalanine methyl ester in the presence of an enzyme known to mediate peptide bond formation between L-aspartic acid and L-phenylalanine methyl ester and then subjecting the N-formyl dipeptide to mild hydrolysis to remove the amino protecting formyl group.
Claim 12
Dependent Claim 51 words
A process for producing a-L-aspartyl-L-phenylalanine methyl ester which comprises reacting N-formyl-L-aspartic acid with L-phenylalanine methyl ester in the presence of an enzyme known to mediate peptide bond formation between L-aspartic acid and L-phenylalanine methyl ester and then subjecting the N-formyl dipeptide to mild hydrolysis to remove the amino protecting formyl group.
Claim 13
Dependent Claim 11 words
The process of Claim 9 in which the enzyme is thermolysin.

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