Enzymatic method for producing 2-hydroxy-4-methylmercaptobutanoic acid (MHA)

Patent metadata

Field	Value
Publication number	US-10815508-B2
Application number	US-201815947824-A
Country	US
Kind code	B2
Filing date	Apr 8, 2018
Priority date	Apr 13, 2017
Publication date	Oct 27, 2020
Grant date	Oct 27, 2020

Abstract

The invention relates to an enzymatic method for producing 2-hydroxy-4-methylmercaptobutanoic acid from 3-methylthio-propanal (3-methylmercaptopropanal (MMP) or “methional”) and carbon dioxide.

First claim

What is claimed is:

1. A method for producing D- or L-2-hydroxy-4-methylmercaptobutanoic acid (MHA), comprising reacting a mixture comprising: 3-(methylthio)-propanal (methional); carbon dioxide; a decarboxylase (EC 4.1.1); a corresponding cofactor of the decarboxylase; an alcohol dehydrogenase (EC 1.1.1); and NADH or NADPH, to form D- or L-2-hydroxy-4-methylmercaptobutanoic acid (MHA) or a salt thereof.

2. The method of claim 1 , wherein the cofactor comprises thiamine pyrophosphate.

3. The method of claim 1 , wherein the decarboxylase is selected from the group consisting of pyruvate decarboxylase Pdc1, which originates from Saccharomyces cerevisiae , phenylpyruvate decarboxylase Aro10, which originates from Saccharomyces cerevisiae , and branched chain decarboxylase KdcA, which originates from Lactococcus lactis.

4. The method of claim 1 , wherein said method is for producing D-2-hydroxy-4-methylmercapto-butanoic acid (D-MHA), and wherein the alcohol dehydrogenase is a D-hydroxyisocaproate dehydrogenase.

5. The method of claim 4 , wherein the D-hydroxyisocaproate dehydrogenase is D-HicDH from Lactobacillus casei.

6. The method of claim 1 , where said method is for producing L-2-hydroxy-4-methylmercapto-butanoic acid (L-MHA), and wherein the alcohol dehydrogenase is a L-hydroxyisocaproate dehydrogenase.

7. The method of claim 6 , wherein the L-hydroxyisocaproate dehydrogenase is L-HicDH from Lactobacillus confusus.

8. The method of claim 1 , wherein the carbon dioxide is applied to the mixture at a pressure from 10 to 7400 kPa.

9. The method of claim 1 , wherein the mixture further comprises formic acid or a salt thereof and a formate dehydrogenase (EC 1.17.1.9).

10. The method of claim 9 , wherein the formate dehydrogenase is selected from the group consisting of a formate dehydrogenase from Pseudomonas sp. and a formate dehydrogenase from Candida sp.

11. The method of claim 2 , wherein the decarboxylase is selected from the group consisting of pyruvate decarboxylase Pdc1, which originates from Saccharomyces cerevisiae , phenylpyruvate decarboxylase Aro10, which originates from Saccharomyces cerevisiae , and branched chain decarboxylase KdcA, which originates from Lactococcus lactis.

12. The method of claim 11 , wherein said method is for producing D-2-hydroxy-4-methylmercapto-butanoic acid (D-MHA), and wherein the alcohol dehydrogenase is a D-hydroxyisocaproate dehydrogenase.

13. The method of claim 12 , wherein the D-hydroxyisocaproate dehydrogenase is D-HicDH from Lactobacillus casei.

14. The method of claim 13 , wherein the carbon dioxide is applied to the mixture at a pressure from 10 to 7400 kPa.

15. The method of claim 14 , wherein the mixture further comprises formic acid or a salt thereof and a formate dehydrogenase (EC 1.17.1.9).

16. The method of claim 15 , wherein the formate dehydrogenase is selected from the group consisting of a formate dehydrogenase from Pseudomonas sp. and a formate dehydrogenase from Candida sp.

17. The method of claim 2 , where said method is for producing L-2-hydroxy-4-methylmercapto-butanoic acid (L-MHA), and wherein the alcohol dehydrogenase is a L-hydroxyisocaproate dehydrogenase.

18. The method of claim 17 , wherein the L-hydroxyisocaproate dehydrogenase is L-HicDH from Lactobacillus confusus.

19. The method of claim 18 , wherein the decarboxylase is selected from the group consisting of pyruvate decarboxylase Pdc1, which originates from Saccharomyces cerevisiae , phenylpyruvate decarboxylase Aro10, which originates from Saccharomyces cerevisiae , and branched chain decarboxylase KdcA, which originates from Lactococcus lactis.

20. The method of claim 19 , wherein the carbon dioxide is applied to the mixture at a pressure from 10 to 7400 kPa and wherein the mixture further comprises formic acid or a salt thereof and a formate dehydrogenase (EC 1.17.1.9).

Assignees

• Evonik Degussa Gmbh
• Evonik Operations Gmbh

Inventors

• Skerra Arne
• Martin Julia
• Jakob Harald
• Fischer Daniel

Classifications

• C12Y101/01258

  6-Hydroxyhexanoate dehydrogenase (1.1.1.258) · CPC title

• C12P7/42

  Hydroxy-carboxylic acids · CPC title

• C12Y117/01

  with NAD+ or NADP+ as acceptor (1.17.1) · CPC title

• C12Y101/01

  with NAD+ or NADP+ as acceptor (1.1.1) · CPC title

• C12P11/00 Primary

  Preparation of sulfur-containing organic compounds · CPC title