# US 5,707,836 A · Production of alkylene or phenylenediamine disuccinic acid from fumaric acid and a diamine using lyase from microbes

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 5,707,836 A
- Document ID: US5707836A
- Status: Granted
- Kind: A
- Application number: 08/612,437
- Filed: 1996-03-07
- Granted: 1998-01-13
- Earliest claimed: 1995-03-10
- Assignees: Nitto Chemical Industry Co., Ltd.
- Inventors: Takakazu Endo; Yoshihiro Hashimoto; Rikiya Takahashi
- Web page: https://patentgrep.com/patent/US5707836A

## CPC

- C12P 13/04: Alpha- or beta- amino acids {(other amino acids C12P13/005)}
- C12P: FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE {(brewing of beer C12C; producing vinegar C12J; producing specific peptides or proteins C07K; producing enzymes C12N9/00; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification C12N15/00; measuring or testing processes involving enzymes or microorganisms C12Q; measuring or testing processes involving nucleic acid amplification reactions C12Q1/6844; fermentation processes to form a food composition, A21 or A23; compounds in general, see the relevant compound class, e.g. C01, C07)}

## Abstract

A method of producing an optically active amino acid is disclosed which comprises converting a mixture of an amino group-containing compound, e.g., an alkanediamine, and fumaric acid into an optically active amino acid by the action of a microorganism. The method is useful in industrially producing an optically active amino acid from the inexpensive starting materials, i.e., fumaric acid and an amino compound, under mild conditions of ordinary temperature and ordinary pressure.

## Claims

### Claim 1

A method of producing an optically active amino acid of formula (III): ##STR4## which comprises: treating a mixture of fumaric acid and an amino group-containing compound of formula (IV):
H.sub.2 N-R.sub.5 -NH.sub.2 (IV)
wherein R.sub.5 is an alkylene group, a cycloalkylene group or a phenylene group with a microorganism or treated cells thereof having a lyase activity which is able to convert a mixture of fumaric acid and the compound of formula (IV) into the optically active amino acid of formula (III), producing the compound of formula (III), and isolating the optically active amino acid of formula (III).

### Claim 2 (depends on 1)

The method as claimed in claim 1, wherein R.sub.5 is an alkylene group.

### Claim 3 (depends on 1)

The method as claimed in claim 1, wherein said amino group-containing compound of formula (IV) is an alylenediamine having from 1 to 6 carbon atoms, and said optically active amino acid of formula (III) is the corresponding S,S- or R,S-diaminoalkylene-N,N'-disuccinic acid thereof.

### Claim 4 (depends on 3)

The method as claimed in claim 3, wherein said alkylenediamine having from 1 to 6 carbon atoms is ethylenediamine, and said optically active amino acid is S,S-ethylenediamine-disuccinic acid.

### Claim 5 (depends on 1)

The method as claimed in claim 1, wherein said amino compound of formula (IV) is a phenylene-diamine, and said optically active amino acid of formula (III) is the corresponding phenylenediamine-N,N'-disuccinic acid thereof.

### Claim 6 (depends on 1)

The method as claimed in claim 1, wherein said amino compound of formula (IV) is cyclohexylenediamine, and said optically active amino acid of formula (III ) is the corresponding cyclohexylenediamine-N,N'-disuccinic acid thereof.

### Claim 7 (depends on 1, 2, 3, 4, 5, 6)

The method as claimed in any one of claims 1 to 6 wherein said microorganism belongs to the genus selected from the group consisting of Burkholderia, Arthrobacter, Paracoccus and Hafnia.

### Claim 8 (depends on 7)

The method as claimed in claim 7, wherein said microorganism is Burkholderia sp. KK-5 or Burkholderia sp. KK-9 or Arthrobacter sp. KK-3 or Paracoccus sp. KK-6 or Hafnia alvei ATCC 9760.

### Claim 9 (depends on 1, 2, 3, 4, 5, 6)

The method as claimed in any one of claims 1 to 6 wherein said microorganism belongs to the genus selected from the group consisting of Acidovorax, Sphingomonas, Brevundimonas and Pseudomonas.

### Claim 10 (depends on 9)

The method as claimed in claim 9, wherein said microorganism is Acidovorax sp. TN-51 or Brevundimonas sp. TN-30 or Pseudomonas sp. TN-131 or Sphingomonas sp. TN-28.

### Claim 11 (depends on 1, 2, 3, 4, 5, 6)

The method as claimed in any one of claims 1 to 6, wherein said microorganism belongs to the genus Escherichia.

### Claim 12 (depends on 11)

The method as claimed in claim 11, wherein said microorganism is Escherichia coli JM 109.