IP Library Granted Patent US 11,753,661
Granted Patent B2
US 11,753,661 · App. 17/720,739 · Granted Sep 12, 2023

Process for the biological production of methacrylic acid and derivatives thereof

Inventors: Graham Ronald Eastham (Redcar, GB); Gill Stephens (Nottingham, GB); Andrew Yiakoumetti (Nottingham, GB)
Assignee: Mitsubishi Chemical UK Limited
C12P7/40C07C67/00C08F120/06C08F120/14C12N9/001C12N9/1029C12N9/16C12P5/026C12P7/62C12Y103/03006C12Y203/01084C12Y301/02023Y02E50/30
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Quick Facts
Patent No.
US 11,753,661
App. No.
17/720,739
Granted
Sep 12, 2023
Kind
B2
Abstract

A process of producing methacrylic acid and/or derivatives thereof including the following steps: (a) biologically converting isobutyryl-CoA into methacrylyl-CoA by the action of an oxidase; and (b) converting methacrylyl-CoA into methacrylic acid and/or derivatives thereof. The invention also extends to microorganisms adapted to conduct the steps of the process.

Claims (25)

1. A process of producing methacrylic acid and/or derivatives thereof comprising the following steps:

(a) biologically converting isobutyryl-CoA into methacrylyl-CoA by the action of a short chain acyl-CoA oxidase from Arthrobacter nicotianae ; and

(b) converting methacrylyl-CoA into methacrylic acid and/or derivatives thereof.

2. The process according to claim 1 , wherein step (b) is conducted biologically or chemically.

3. The process according to claim 1 , wherein the derivatives thereof of methacrylic acid are methacrylic acid esters.

4. The process according to claim 3 , wherein the methacrylic acid esters are butyl methacrylates.

5. The process according to claim 3 , wherein the methacrylic acid esters are formed biologically by action of a transferase.

6. The process according to claim 5 , wherein the transferase is an alcohol acyltransferase.

7. The process according to claim 6 , wherein the alcohol acyltransferase is under EC group number 2.3.1.84.

8. The process according to claim 6 , wherein the alcohol acyltransferase is derived from a fruit origin.

9. The process according to claim 6 , wherein the alcohol acyltransferase acts in the presence of an alcohol.

10. The process according to claim 1 , wherein the process further comprises step (c) of converting methacrylic acid formed in step (b) into a methacrylic acid ester.

11. The process according to claim 10 , wherein step (c) is conducted biologically or chemically.

12. The process according to claim 11 , wherein step (c) is conducted biologically by the action of an esterase or hydrolase.

13. The process according to claim 1 , wherein methacrylyl-CoA is converted into methacrylic acid by the action of a thioesterase, transferase, synthetase, and/or a phosphotransacylase and a short chain fatty acid kinase.

14. The process according to claim 13 , wherein methacrylyl-CoA is converted into methacrylic acid by the action of a thioesterase.

15. The process according to claim 13 , wherein the thioesterase is acyl-CoA thioesterase 4HBT from Arthrobacter sp. Strain SU.

16. A process of producing methacrylic acid comprising the following steps:

(a) converting isobutyryl-CoA into methacrylyl-CoA by the action of a short chain acyl-CoA oxidase from Arthrobacter nicotianae ; and

(b) biologically converting methacrylyl-CoA into methacrylic acid by the action of a thioesterase, transferase, synthetase, and/or a phosphotransacylase and a short chain fatty acid kinase.

17. A method of preparing polymers or copolymers of methacrylic acid or methacrylic acid esters, comprising the steps of:

(i) preparation of methacrylic acid and/or derivatives thereof in accordance with claim 1 ;

(ii) optional esterification of the methacrylic acid prepared in (i) to produce the methacrylic acid ester;

(iii) polymerization of the methacrylic acid and/or derivatives thereof prepared in (i) and/or, if present, the ester prepared in (ii), optionally with one or more comonomers, to produce polymers or copolymers thereof.

18. The method according to claim 17 , wherein the derivatives thereof of methacrylic acid are methacrylic acid esters.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 14, 2022
From: EASTHAM, GRAHAM RONALD; STEPHENS, GILL; YIAKOUMETTI, ANDREW
To: LUCITE INTERNATIONAL UK LIMITED
Reel/Frame 059600/0554 →
CHANGE OF NAME Recorded Apr 14, 2022
From: LUCITE INTERNATIONAL UK LIMITED
To: MITSUBISHI CHEMICAL UK LIMITED
Reel/Frame 059600/0688 →
Priority Claims (2)
GB 1508582 · May 19, 2015 · national
GB 1517545 · Oct 5, 2015 · national
Continuity (4)
Continuation 17506130 · Oct 20, 2021
Division 16881060 · May 22, 2020
Continuation 15574961
Related Publication 20220372527A1 · Nov 24, 2022