Claims
- 1. A two step process for the preparation of L-2-amino-4-methylphosphinobutyric acid, which comprises:
- (a) reacting D,L-2-amino-4-methylphosphinobutyric acid with an .alpha.-keto acid, catalyzed by a D-aminoacid transaminase to produce 3-carboxy-3-oxo-propylmethylphosphinate, wherein said .alpha.-keto acid, is phenylglyoxylate, 4-hydroxyphenylglyoxylate or thiophenylglyoxylate, and
- (b) reacting the 3-carboxy-3-oxo-propylmethylphosphinate with an amino-group donor wherein said amino-group donor is L-asparagine, L-aspartic acid, L-glutamic acid or glycine, catalyzed by an L-amino transaminase, wherein said D-aminoacid transaminase does not substantially react with the amino-group donor employed in step (b), and said L-aminoacid transaminase does not substantially react with the .alpha.-keto acid employed in step (a) to obtain a product:
- (c) separating L-2-amino-4-methylphosphinobutyric acid from the product obtained in step (b).
- 2. The process as claimed in claim 1, wherein D-aminoacid transaminase is obtained from Bacillus licheniformis ATCC 9945.
- 3. The process as claimed in claim 1, wherein L-aminoacid transaminase is obtained from E. coli ATCC 11303.
- 4. The process as claimed in claim 1,
- wherein the reaction is carried out at a pH between 5 and 9.
- 5. The process as claimed in claim 4, wherein the pH is between 7 and 8.5.
- 6. The process as claimed in claim 1,
- wherein the reaction temperature is between 20.degree. and 65.degree. C.
- 7. The process of claim 1 where said .alpha.-keto acid is reacted with said D,L-2-amino-4-methylphosphinobutyric acid by stepwise addition to said D,L-2-amino-4-methylphosphinobutyric acid and said amino group donor is reacted with said 3-carboxy-3-oxo-propylmethylphosphinate by stepwise addition to said 3-carboxy-3-oxo-propylmethylphosphinate.
- 8. A two step process for the preparation of L-2-amino-4-methylphosphinobutyric acid which comprises:
- (a) reacting D,L-2-amino-4-methylphosphinobutyric acid with an .alpha.-keto acid, catalyzed by a D-amino acid transaminase to produce 3-carboxy-3-oxo propylmethylphosphinate, wherein said .alpha.-keto acid is phenylglyoxylate, 4-hydroxyphenylglyoxylate or thiophenylglyoxylate, and
- (b) reacting the 3-carboxy-3-oxo-propylmethyl-phosphinate with an amino-group donor wherein said amino-group donor is L-asparagine, L-aspartic acid, L-glutamic acid or glycine, catalyzed by a L-aminoacid transaminase, wherein said D-aminoacid transaminase does not substantially react with the amino-group donor employed in step (b) and said L-amino transaminase does not substantially react with the .alpha.-keto acid employed in step (a), said process being carried out as a one pot process to obtain a product;
- (c) separating L-2-amino-4-methylphosphinobutyric acid from the product obtained in step (b).
- 9. A two step process for the preparation of L-2-amino-4-methylphosphinobutyric acid, which comprises:
- (a) reacting D,L-2-amino-4-methylphosphinobutyric acid with an .alpha.-keto acid, catalyzed by a D-amino acid transaminase to produce 3-carboxy-3-oxo-propylmethyphosphinate, wherein said .alpha.-keto acid is phenylglyoxylate, 4-hydroxyphenylglyoxylate or thiophenylglyoxylate; and
- (b) reacting the 3-carboxy-3-oxo-propylmethyl-phosphinate with an amino-group donor wherein said amino-group donor is L-asparagine, L-aspartic acid, L-glutamic acid or glycine, catalyzed by an L-aminoacid transaminase,
- wherein said D-aminoacid transaminase does not substantially react with the amino-group donors employed in step (b) and said L-aminoacid transaminase does not substantially react with the .alpha.-keto acids employed in step (a), wherein the D-aminoacid transaminase is obtained from Bacillus licheniformis ATCC 9945 and wherein the L-aminoacid transaminase is obtained from E. coli ATCC 11303, to obtain a product;
- (c) separating L-2-amino-4-methylphosphinobutyric acid from the product obtained in step (b).
- 10. The process of claim 12 carried out as a one-pot process.
- 11. The process of any one of claims 8, 9, or 10 where said .alpha.-keto acid is reacted with said D,L-2-amino-4-methylphosphinobutyric acid by stepwise addition to said D,L-2-amino-4-methylphosphinobutyric acid and said amino group donor is reacted with said 3-carboxy-3-oxo-propylmethylphosphinate by stepwise addition to said 3-carboxy-3-oxo-propylmethylphosphinate.
Priority Claims (1)
Number |
Date |
Country |
Kind |
38 42 025.2 |
Dec 1988 |
DEX |
|
Parent Case Info
This application is a continuation of application Ser. No. 08/136,605, filed Oct. 15, 1993, now abandoned, which was a continuation of application of Ser. No. 07/879,111, filed May 4, 1992, now abandoned, which was a continuation of application of serial No. 07/448,814, filed Dec. 12, 1989, now abandoned.
US Referenced Citations (11)
Foreign Referenced Citations (9)
Number |
Date |
Country |
7379487 |
Dec 1987 |
AUX |
1241146 |
Aug 1988 |
CAX |
135846 |
Apr 1985 |
EPX |
248357 |
May 1987 |
EPX |
249188 |
Dec 1987 |
EPX |
0315786A1 |
May 1989 |
EPX |
374651 |
Jun 1990 |
EPX |
2438054 |
Apr 1980 |
FRX |
8701727 |
Mar 1987 |
WOX |
Non-Patent Literature Citations (2)
Entry |
Dixon and Webb, Enzymes pp. 75-80 (1964). |
Chemical Abstract, vol. 69, No. 58390t (1968). |
Continuations (3)
|
Number |
Date |
Country |
Parent |
136605 |
Oct 1993 |
|
Parent |
879111 |
May 1992 |
|
Parent |
448814 |
Dec 1989 |
|