US4572894A
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US
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Process for synthesizing peptides or peptide derivatives
Assignee: Unitika Ltd
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Filing: 1983-01-26
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Granted: 1986-02-25
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Expires: 2003-01-26
Abstract
Abstract A process for synthesizing peptides or peptide derivatives is disclosed. The process involves using aminoacyl-tRNA synthetase as a condensing agent when synthesizing peptides or peptide derivatives from amino acids. According to the process, peptides or peptide derivatives which are useful as various hormones such as bradykinin having antihypertensive activity or somatostatin having an internal or external secretion controlling function and other biologically active substances such as antibiotic peptides or seasoning peptides can be produced at a moderate price without using protective groups.
Inventors
- 👤 Kazutomo Imahori
- 👤 Hiroshi Nakajima
- 👤 Tatsuo Iwasaki
- 👤 Isao Tomioka
- 👤 Keiichi Yamamoto
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 02:54
CPC Classifications
C; C12; C12P; C12P21/00; C12P21/02
Claims Analysis
Total Claims: 24
Claim 1
Independent Claim
58 words
A process for synthesizing a peptide or a peptide derivative thereof comprising enzymatically bonding (a) a first amino acid to (b) a second amino acid, which may be the same or different than the first amino acid, or an amino acid derivative having a full amino group, with a condensing agent, wherein said condensing agent is aminoacyl-tRNA synthetase.
Claim 2
Dependent Claim
58 words
A process for synthesizing a peptide or a peptide derivative thereof comprising enzymatically bonding (a) a first amino acid to (b) a second amino acid, which may be the same or different than the first amino acid, or an amino acid derivative having a full amino group, with a condensing agent, wherein said condensing agent is aminoacyl-tRNA synthetase.
Claim 3
Dependent Claim
33 words
A process for synthesizing a peptide or a peptide derivative thereof according to claim 1, wherein the first amino acid is enzymatically bound to an amino acid derivative having a full amino group.
Claim 4
Dependent Claim
43 words
A process for synthesizing a peptide or a peptide derivative thereof as claimed in claim 2, which comprises previously reacting the first amino acid with aminoacyl-tRNA synthetase and reacting the resulting reaction mixture with an amino acid derivative having a full amino group.
Claim 5
Dependent Claim
101 words
A process for synthesizing a peptide or a peptide derivative thereof as claimed in claim 3, which comprises the steps of: (1) admixing an amino acid, an aminoacyl-tRNA synthetase and a triphosphate selected from the group consisting of adenosine triphosphate and deoxyadenosine triphosphate in the presence of a buffer solution to obtain a reaction mixture; (2) adding the reaction mixture to an amino acid derivative having a full amino group; (3) reacting the resulting reaction mixture so as to form a peptide or a peptide derivative thereof; and (4) removing the resulting peptide or peptide derivative thereof from the reaction system.
Claim 6
Dependent Claim
49 words
A process for synthesizing a peptide or a peptide derivative thereof as claimed in claim 1, which comprises previously admixing the first amino acid with the second amino acid or an amino acid derivative having a full amino group, and reacting the resulting reaction mixture with an aminoacyl-tRNA synthetase.
Claim 7
Dependent Claim
108 words
A process for synthesizing a peptide or a peptide derivative thereof as claimed in claim 5, which comprises the steps of: (1) admixing the first amino acid with the second amino acid, or an amino acid derivative having a full amino group and a triphosphate selected from the group consisting of adenosine triphosphate and deoxyadenosine triphosphate in the presence of a buffer solution to obtain a reaction mixture; (2) adding the reaction mixture to an aminoacyl-tRNA synthetase; (3) reacting the resulting reaction mixture so as to form a peptide or a peptide derivative thereof; and (4) removing the resulting peptide or peptide derivative thereof from the reaction system.
Claim 8
Dependent Claim
48 words
A process for synthesizing a peptide or a peptide derivative thereof as claimed in claim 1, which comprises previously admixing the second amino acid or an amino acid derivative having a full amino group with aminoacyl-tRNA synthetase, and reacting the resulting reaction mixture with the first amino acid.
Claim 9
Dependent Claim
108 words
A process for synthesizing a peptide or a peptide derivative thereof as claimed in claim 7, which comprises the steps of: (1) admixing an amino acid derivative having a free amino group or the second amino acid with an aminoacyl-tRNA synthetase and a triphosphate selected from the group consisting of adenosine triphosphate and deoxyadenosine triphosphate in the presence of a buffer solution to obtain a reaction mixture; (2) adding the reaction mixture to the first amino acid; (3) reacting the resulting reaction mixture so as to form a peptide or a peptide derivative thereof; and (4) removing the resulting peptide or peptide derivative thereof from the reaction system.
Claim 10
Dependent Claim
68 words
A process for synthesizing a peptide or a peptide derivative thereof as claimed in claim 1, wherein said aminoacyl-tRNA synthetase is in the form of a crude enzyme solution containing said aminoacyl-tRNA synthetase, wherein said crude enzyme solution is obtained by crushing cells to obtain a crude extract solution and then adding the crude extract to a cation exchange resin having phosphoric groups and eluting said aminoacyl-tRNA synthetase.
Claim 11
Dependent Claim
27 words
A process for synthesizing a peptide or a peptide derivative thereof as claimed in claim 1 wherein a hydrophilic organic solvent is present in the reaction system.
Claim 12
Dependent Claim
30 words
A process for synthesizing a peptide or a peptide derivative thereof as claimed in claim 4, wherein the buffer solution has a pH within the range of 7 to 10.
Claim 13
Dependent Claim
34 words
A process for synthesizing a peptide or a peptide derivative thereof as claimed in claim 4, wherein the reaction mixture is blended at a temperature within the range of 0° C. to 30° C.
Claim 14
Dependent Claim
38 words
A process for synthesizing a peptide or a peptide derivative thereof as claimed in claim 4, wherein the reaction is carried out in the presence of a hydrophilic organic solvent present in a concentration of 10 to 50%.
Claim 15
Dependent Claim
36 words
A process for synthesizing a peptide or a peptide derivative thereof as claimed in claim 4, wherein the molar ratio of the amino acid to the aminoacyl-tRNA synthetase is within the range of 1:1 to 1:10.
Claim 16
Dependent Claim
35 words
A process for synthesizing a peptide or a peptide derivative thereof as claimed in claim 4, wherein the molar ratio of the amino acid to the triphosphate is within the range of 1:10 to 1:100.
Claim 17
Dependent Claim
44 words
A process for synthesizing a peptide or a peptide derivative thereof as claimed in claim 4, wherein the reaction is carried out at a temperature within the range of 20° C. to 40° C. at a pH within the range of 7 to 9.
Claim 18
Dependent Claim
39 words
A process for synthesizing a peptide or a peptide derivative thereof as claimed in claim 4, wherein the reaction mixture and amino acid derivative are added together in a ratio by volume within the range of 1:0.1 to 1:100.
Claim 19
Dependent Claim
35 words
A process for synthesizing a peptide or a peptide derivative thereof as claimed in claim 10 wherein the hydrophilic organic solvent is selected from the group consisting of dioxane, tetrahydrofuran, dimethylsulfoxide, dimethylformamide, acetonitrile and acetone.
Claim 20
Dependent Claim
35 words
A process for synthesizing a peptide or a peptide derivative thereof as claimed in claim 13 wherein the hydrophilic organic solvent is selected from the group consisting of dioxane, tetrahydrofuran, dimethylsulfoxide, dimethylformamide, acetonitrile and acetone.
Claim 21
Dependent Claim
37 words
A process for synthesizing a peptide or a peptide derivative as claimed in claim 1, wherein said process is carried out at a pH range of 5 to 11 and a temperature of 0° to 70° C.
Claim 22
Dependent Claim
22 words
A process for synthesizing a peptide or a peptide derivative thereof according to claim 20, wherein said pH is 6 to 10.
Claim 23
Dependent Claim
22 words
A process for synthesizing a peptide or a peptide derivative thereof according to claim 21, wherein said pH is 7 to 10.
Claim 24
Dependent Claim
25 words
A process for synthesizing a peptide or a peptide derivative thereof as claimed in claim 20, wherein said temperature is 0° C. to 30° C.
References Cited (Backward Citations)
US3544426A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1989-02-24 | 1989-08-26 | 1990-02-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-02-24 | 1993-08-26 | 1994-02-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-02-24 | 1997-08-26 | 1998-02-25 | $7700.00 | Window Closed / Lapsed |