Method for preparing various lactam

Patent metadata

Field	Value
Publication number	US-10683512-B2
Application number	US-201615545311-A
Country	US
Kind code	B2
Filing date	Apr 11, 2016
Priority date	Apr 13, 2015
Publication date	Jun 16, 2020
Grant date	Jun 16, 2020

Abstract

The recombinant microorganism and the method for producing the lactam according to the present disclosure are useful in producing a variety of lactams such as propiolactam, 2-pyrrolidone, valerolactam, caprolactam, and heptanolactam from a variety of omega-amino acids.

First claim

What is claimed is:

1. A recombinant microorganism having an ability to produce lactam from an omega-amino acid, wherein a gene encoding a beta-alanine coenzyme A transferase having the amino acid sequence of SEQ ID NO: 2 is introduced into a microorganism which has an omega-amino acid biosynthetic metabolic pathway inherently or an omega-amino acid biosynthetic metabolic pathway is introduced.

2. The recombinant microorganism of claim 1 , wherein the gene encoding the beta-alanine coenzyme A transferase is act obtained from Clostridium propionicum.

3. The recombinant microorganism of claim 1 , wherein the lactam is selected from the group consisting of propiolactam, 2-pyrrolidone, valerolactam, caprolactam, heptanolactam, octanolactam, nonanolactam, decanolactam, undecanolactam, and dodecanolactam.

4. The recombinant microorganism of claim 1 , wherein the omega-amino acid is selected form the group consisting of beta-alanine, gamma-aminobutyric acid (GABA), 5-aminovaleric acid (5AVA), 6-aminocaproic acid (6ACA), 7-aminoheptanoic acid (7AHA), 8-aminooctanoic acid, 9-aminononanoic acid, 10-aminodecanoic acid, 11-aminoundecanoic acid, and 12-aminododecanoic acid.

5. The recombinant microorganism of claim 1 , wherein the omega-amino acid biosynthesis metabolic pathway is gamma-aminobutyric acid (GABA) biosynthetic metabolic pathway.

6. The recombinant microorganism of claim 1 , wherein the omega-amino acid biosynthesis metabolic pathway is 5-aminovaleric acid (5AVA) biosynthetic metabolic pathway.

7. The recombinant microorganism of claim 6 , wherein the 5-aminovaleric acid (5AVA) biosynthetic metabolic pathway is introducing a gene encoding delta-aminovaleramidase and a gene encoding lysine 2-monooxygenase.

8. The recombinant microorganism of claim 7 , wherein the gene encoding delta-aminovaleramidase is davA obtained from Pseudomonas putida and the gene encoding lysine 2-monooxygenase is davB obtained from Pseudomonas putida.

9. The recombinant microorganism of claim 1 , wherein the omega-amino acid is biosynthesized from a carbon source selected from the group consisting of monosaccharides, disaccharides, and polysaccharides including glucose, sucrose, galactose, maltose, xylose, glycerol, fructose and sugar cane.

10. The recombinant microorganism of claim 1 , wherein the recombinant microorganism is selected from the group consisting of bacteria, yeast, and fungi.

11. A method for preparing a lactam from an omega-amino acid comprising:
(a) culturing the recombinant microorganism of claim 1 to produce a lactam; and
(b) recovering the produced lactam.

12. A method for preparing a lactam from an omega-amino acid comprising:
(a) mixing a beta-alanine coenzyme A transferase having the amino acid sequence of SEQ ID NO: 2 with a reaction solution containing the omega-amino acid and reacting to prepare an omega-amino acyl-CoA; and
(b) preparing the lactam by forming a ring structure of the produced omega-amino acyl-CoA.

13. The method of claim 12 , wherein a gene encoding the beta-alanine coenzyme A transferase is act obtained from Clostridium propionicum.

14. The method of claim 12 , wherein the lactam is selected from the group consisting of propiolactam, 2-pyrrolidone, valerolactam, caprolactam, heptanolactam, octanolactam, nonanolactam, decanolactam, undecanolactam, and dodecanolactam.

15. The method of claim 12 , wherein the omega-amino acid is selected form the group consisting of beta-alanine, gamma-aminobutyric acid (GABA), 5-aminovaleric acid (5AVA), 6-aminocaproic acid (6ACA), 7-aminoheptanoic acid (7AHA), 8-aminooctanoic acid, 9-aminononanoic acid, 10-aminodecanoic acid, 11-aminoundecanoic acid, and 12-aminododecanoic acid.

16. A method for preparing an omega-amino acyl-CoA from an omega-amino acid comprising:
(a) culturing the recombinant microorganism of claim 1 to produce the omega-amino acyl-CoA; and
(b) recovering the produced omega-amino acyl-CoA.

17. A method for preparing an omega-amino acyl-CoA from an omega-amino acid, comprising mixing a beta-alanine coenzyme A transferase having the amino acid sequence of SEQ ID NO: 2 in a reaction solution containing the omega-amino acid and then reacting to prepare the omega-amino acyl-CoA.

18. The method of claim 17 , wherein a gene encoding the beta-alanine coenzyme A transferase is act obtained from Clostridium propionicum.

19. The method of claim 17 , wherein the omega-amino acid is selected form the group consisting of beta-alanine, gamma-aminobutyric acid (GABA), 5-aminovaleric acid (5AVA), 6-aminocaproic acid (6ACA), 7-aminoheptanoic acid (7AHA), 8-aminooctanoic acid, 9-aminononanoic acid, 10-aminodecanoic acid, 11-aminoundecanoic acid, and 12-aminododecanoic acid.

Assignees

• Korea Advanced Inst Sci & Tech

Inventors

• Lee Sang Yup
• Chae Tong Un
• Song Chan Woo

Classifications

• C12N9/13 Primary

  transferring sulfur containing groups (2.8) · CPC title

• C12Y113/12002

  Lysine 2-monooxygenase (1.13.12.2) · CPC title

• C12N9/0069

  acting on single donors with incorporation of molecular oxygen, i.e. oxygenases (1.13) · CPC title

• C12N9/1029 Primary

  transferring groups other than amino-acyl groups (2.3.1) · CPC title

• C12P17/10

  Nitrogen as only ring hetero atom · CPC title