Epoxidation using peroxygenase

Patent metadata

Field	Value
Publication number	US-9458478-B2
Application number	US-201314382957-A
Country	US
Kind code	B2
Filing date	Mar 25, 2013
Priority date	Mar 31, 2012
Publication date	Oct 4, 2016
Grant date	Oct 4, 2016

Abstract

The invention relates to enzymatic methods for epoxidation of a non-cyclicaliphatic alken, or a terpen.

First claim

The invention claimed is:

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 has at least 90% sequence identity to SEQ ID NO: 8.

2. The method of claim 1 , wherein the peroxygenase has at least 95% sequence identity to SEQ ID NO: 8.

3. The method of claim 1 , wherein the peroxygenase has at least 97% sequence identity to SEQ ID NO: 8.

4. The method of claim 1 , wherein the peroxygenase has at least 98% sequence identity to SEQ ID NO: 8.

5. The method of claim 1 , wherein the peroxygenase has at least 99% sequence identity to SEQ ID NO: 8.

6. The method of claim 1 , wherein the peroxygenase has the amino acid sequence of SEQ ID NO: 8.

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 isomers 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 isomers 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 15 , 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.

Assignees

• Novozymes As

Inventors

• Lund Henrik
• Kalum Lisbeth
• Hofrichter Martin
• Peter Sebastian

Classifications

• C12P17/02 Primary

  Oxygen as only ring hetero atoms · CPC title

• C07D301/03 Primary

  by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds · CPC title

• C12N9/0065

  acting on hydrogen peroxide as acceptor (1.11) · CPC title

• Y02P20/52

  using catalysts, e.g. selective catalysts · CPC title

• C12P7/00

  Preparation of oxygen-containing organic compounds · CPC title