US4452897A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Method of preparing optically active β-(S)-aminoglutaric acid monoalkyl esters
Assignee: Takara Shuzo Co Ltd
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Filing: 1982-06-14
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Granted: 1984-06-05
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Expires: 2002-06-14
Abstract
Abstract The present invention provides a process for preparing a optically active β-(S)-aminoglutaric acid monoalkyl ester of the formula: ##STR1## wherein R is a lower alkyl group having 1 to 4 carbon atoms, which comprises subjecting a β-N-protected aminoglutaric acid dialkyl ester of the formula: ##STR2## wherein each R is as defined above and A is an easily removable protecting group, to an action of an enzyme produced by a microorganism belonging to the genera Flavobacterium, Achromobacter, Xanthomonas, Alcaligenes, Serratia, Gluconobacter, Chromobacterium and Acetobacter, to selectively hydrolyze only one of the two ester groups, and then removing the protecting group.
Inventors
- 👤 Hamao Umezawa
- 👤 Masaji Ohno
- 👤 Hirokazu Kotani
- 👤 Toshinori Miyabe
- 👤 Akira Obayashi
- 👤 Osamu Tanabe
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 21:23
CPC Classifications
C; C12; C12P; C12P13/00; C12P13/04; Y; Y10; Y10S; Y10S435/00; Y10S435/8215; Y10S435/822; Y10S435/85
Claims Analysis
Total Claims: 5
Claim 1
Independent Claim
96 words
A process for preparing an optically active β-(S)-aminoglutaric acid monoalkyl ester of the formula: ##STR8## wherein R is a lower alkyl group having 1 to 4 carbon atoms, which comprises subjecting a β-N-protected aminoglutaric acid dialkyl ester of the formula: ##STR9## wherein each R is as defined above and A is an easily removable protecting group, to hydrolysis by an enzyme produced by Flavobacterium lutescens IFO 3084 (FERM P-6063) or Gluconobacter dioxyacetonicus IFO 3271 (FERM P-6067) to selectively hydrolyze only one of the two ester groups, removing the protecting group, and then recovering said monoalkyl ester.
Claim 2
Dependent Claim
96 words
A process for preparing an optically active β-(S)-aminoglutaric acid monoalkyl ester of the formula: ##STR8## wherein R is a lower alkyl group having 1 to 4 carbon atoms, which comprises subjecting a β-N-protected aminoglutaric acid dialkyl ester of the formula: ##STR9## wherein each R is as defined above and A is an easily removable protecting group, to hydrolysis by an enzyme produced by Flavobacterium lutescens IFO 3084 (FERM P-6063) or Gluconobacter dioxyacetonicus IFO 3271 (FERM P-6067) to selectively hydrolyze only one of the two ester groups, removing the protecting group, and then recovering said monoalkyl ester.
Claim 3
Dependent Claim
33 words
A process according to claim 1 wherein the microbial enzyme reaction is conducted by the use of culture broth, intact cells or treated cells of said microorganism as the source of the enzyme.
Claim 4
Dependent Claim
25 words
A process according to claim 1 wherein the protecting group in the formula (II) is benzyloxycarbonyl and the alkyl group is either methyl or ethyl.
Claim 5
Dependent Claim
25 words
A process according to claim 1 wherein the protecting group in the formula (II) is t-butyloxycarbonyl and the alkyl group is either methyl or ethyl.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-06-05 | 1987-12-05 | 1988-06-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-06-05 | 1991-12-05 | 1992-06-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-06-05 | 1995-12-05 | 1996-06-05 | $7700.00 | Window Closed / Lapsed |