IP Library Granted Patent US 11,124,813
Granted Patent B2
US 11,124,813 · App. 16/320,097 · Granted Sep 21, 2021

N-acetyl homoserine

Inventors: Thomas Haas (Münster, DE); Steffen Schaffer (Herten, DE); Thomas Bülter (Duisburg, DE); Simon Beck (Münster, DE)
Assignee: Evonik Operations GmbH
C12P13/06C07C233/47C12Y101/01003C12Y203/01031C12Y203/01046C12Y207/02004C12Y401/0102
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Quick Facts
Patent No.
US 11,124,813
App. No.
16/320,097
Granted
Sep 21, 2021
Kind
B2
Abstract

The present invention relates to a compound of general formula I The present invention also relates to a method of producing N-acetyl homoserine and/or derivatives thereof, the method comprising contacting at least one recombinant cell in an aqueous medium with acetate wherein the recombinant cell comprises an increased activity relative to a wild type cell of (a) an enzyme E 1 , a homoserine dehydrogenase (EC1.1.1.3) and/or an enzyme E 5 , an aspartokinase (EC2.7.2.4); and (b) an enzyme E 2 , a homoserine O-acetyl transferase (EC2.3.1.31) and the acetate is maintained at a concentration of at least about 0.001 g/L in the aqueous medium.

Claims (21)

1. A compound of general formula I:

2. The compound of claim 1 , wherein the compound is O-acetyl-N-acetamido-L-homoserine or O-acetyl-N-acetamido-D-homoserine.

3. A method of producing N-acetyl homoserine and/or derivatives thereof, the method comprising contacting at least one recombinant Escherichia coli cell in an aqueous medium with acetate wherein the recombinant Escherichia coli cell comprises an increased activity relative to a wild type cell of:

(a) a homoserine dehydrogenase (EC 1.1.1.3) comprising the amino acid sequence SEQ ID NO: 3 and an aspartokinase (EC2.7.2.4) comprising the acid sequence of SEQ ID NO: 4; and

(b) a homoserine O-acetyl transferase (EC2.3.1.31) comprising the amino acid sequence of SEQ ID NO: 1;

wherein the recombinant cell further comprises inactivated genes coding for:

(c) a diaminopimelate decarboxylase (EC4.1.1.20); and

(d) a homoserine O-transsuccinylase (EC2.3.1.46);

thereby producing the N-acetyl homoserine and/or derivatives thereof

and wherein the acetate is maintained at a concentration of at least 0.001 g/L in the aqueous medium.

4. The method of claim 3 , wherein the acetate is exogenously produced.

5. The method of claim 3 , wherein the method further comprises extracting the N-acetyl homoserine and derivatives thereof from the aqueous medium.

6. The method of claim 3 , wherein the N-acetyl homoserine and/or derivatives thereof is selected from the group consisting of: O-acetyl-N-acetamido-L-homoserine; O-acetyl-N-acetamido-D-homoserine; N-acetamido-L-homoserine; and N-acetamido-D-homoserine.

7. A method of producing N-acetyl homoserine and/or derivatives thereof, the method comprising contacting at least one recombinant Corynebacterium glutamicum cell in an aqueous medium with acetate wherein the recombinant Corynebacterium glutamicum cell comprises an increased activity relative to a wild type cell of:

(a) a feedback-resistant homoserine dehydrogenase (EC 1.1.1.3) Hom and a feedback-resistant aspartokinase (EC2.7.2.4) LysC comprising the acid sequence SEQ ID NO: 4; and

(b) a homoserine 0-acetyl transferase (EC2.3.1.31) MetX;

thereby producing the N-acetyl homoserine and/or derivatives thereof

and wherein the acetate is maintained at a concentration of at least 0.001 g/L in the aqueous medium.

8. The method of claim 7 , wherein the acetate is exogenously produced.

9. The method of claim 7 , wherein the method further comprises extracting the N-acetyl homoserine and derivatives thereof from the aqueous medium.

10. The method of claim 7 , wherein the N-acetyl homoserine and/or derivatives thereof is selected from the group consisting of: O-acetyl-N-acetamido-L-homoserine; O-acetyl-N-acetamido-D-homoserine; N-acetamido-L-homoserine; and N-acetamido-D-homoserine.

Assignments (2)
CHANGE OF NAME Recorded Dec 11, 2019
From: EVONIK DEGUSSA GMBH
To: EVONIK OPERATIONS GMBH
Reel/Frame 051259/0643 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 5, 2019
From: HAAS, THOMAS; SCHAFFER, STEFFEN; BÜTLER, THOMAS; BECK, SIMON
To: EVONIK DEGUSSA GMBH
Reel/Frame 050921/0486 →
Priority Claims (1)
EP 16181431 · Jul 27, 2016 · regional
Continuity (1)
Related Publication 20190264245A1 · Aug 29, 2019
Cited By (2)
US 12,534,424 US 12,686,694