IP Library Granted Patent US 10,358,429
Granted Patent B2
US 10,358,429 · App. 16/190,630 · Granted Jul 23, 2019

Epoxidation using peroxygenase

Inventors: Henrik Lund (Vaerloese, DK); Lisbeth Kalum (Vaerloese, DK); Martin Hofrichter (Dresden, DE); Sebastian Peter (Zittau, DE)
Assignee: Novozymes A/S
C07D301/03C07D301/12C12N9/0065C12P7/00C12P17/02C12Y111/02001Y02P20/52
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Quick Facts
Patent No.
US 10,358,429
App. No.
16/190,630
Granted
Jul 23, 2019
Kind
B2
Abstract

The invention relates to enzymatic methods for epoxidation of a non-cyclic aliphatic alkene, or a terpene.

Claims (18)

1. A method for producing an epoxide, comprising contacting a non-cyclic aliphatic alkene or a terpene with hydrogen peroxide and a peroxygenase (EC 1.11.2.1), wherein the peroxygenase comprises an amino acid sequence having at least 90% sequence identity to SEQ ID NO: 16.

2. The method of claim 1 , wherein the peroxygenase comprises an amino acid sequence having at least 95% sequence identity to SEQ ID NO: 16.

3. The method of claim 1 , wherein the peroxygenase comprises an amino acid sequence having at least 97% sequence identity to SEQ ID NO: 16.

4. The method of claim 1 , wherein the peroxygenase comprises an amino acid sequence having at least 98% sequence identity to SEQ ID NO: 16.

5. The method of claim 1 , wherein the peroxygenase comprises an amino acid sequence having at least 99% sequence identity to SEQ ID NO: 16.

6. The method of claim 1 , wherein the peroxygenase comprises an amino acid sequence having the amino acid sequence of SEQ ID NO: 16.

7. The method of claim 1 , wherein the amino acid sequence comprises the motif E-H-D-[G,A]-S-[L,I]-S-R (SEQ ID NO: 21).

8. The method of claim 1 , wherein the aliphatic alkene has one or more substituents selected from the group consisting of halogen, hydroxyl, carboxyl, amino, nitro, cyano, thiol, sulphonyl, formyl, acetyl, methoxy, ethoxy, carbamoyl and sulfamoyl.

9. The method of claim 8 , wherein the substituent(s) are selected from the group consisting of chloro, hydroxyl, carboxyl and sulphonyl.

10. The method of claim 1 , wherein the aliphatic alkene consists of at least three carbons, and has a carbon-carbon double bond at one end.

11. The method of claim 1 , wherein the aliphatic alkene is propene, butene, pentene, hexene, heptene, octene, nonene, decene, undecene, dodecene, tridecene, tetradecene, pentadecene, or hexadecene, or an isomer thereof.

12. The method of claim 1 , wherein the aliphatic alkene is propene, 1-butene, 1-pentene, 1-hexene, 2-hexene, 3-hexene, 1-heptene, 1-octene, 2-methyl-2-butene, 2,3-dimethyl-2-butene, cis/trans-2-butene, isobutene, 1,3-butadiene, and isoprene; or an isomer thereof.

13. The method of claim 1 , wherein the aliphatic alkene is unsubstituted.

14. The method of claim 1 , wherein the aliphatic alkene is linear.

15. The method of claim 1 , wherein the terpene is isoprene or a monoterpene.

16. The method of claim 1 , wherein the terpene is a cyclic terpene.

17. The method of claim 16 , wherein the cyclic terpene is a monocyclic monoterpene.

18. The method of claim 17 , wherein the monocyclic monoterpene is limonene.

Priority Claims (2)
EP 12162791 · Mar 31, 2012 · regional
EP 12165214 · Apr 23, 2012 · regional
Continuity (8)
Division 16021544 · Jun 28, 2018
Division 15876974 · Jan 22, 2018
Division 15497548 · Apr 26, 2017
Division 15250290 · Aug 29, 2016
Division 14382957
Provisional Application 61622686 · Apr 11, 2012
Provisional Application 61636956 · Apr 23, 2012
Related Publication 20190106397A1 · Apr 11, 2019