IP Library Granted Patent US 10,501,727
Granted Patent B2
US 10,501,727 · App. 15/802,321 · Granted Dec 10, 2019

Mutant enzymes

Inventors: Luet Lok Wong (Oxford, GB); Stephen Graham Bell (Oxford, GB); Christopher Whitehouse (Oxford, GB)
Assignee: ISIS INNOVATION LIMITED
C12N9/0071C12P7/16C12P7/22C12P7/26C12P7/40C12Y114/14001
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Quick Facts
Patent No.
US 10,501,727
App. No.
15/802,321
Granted
Dec 10, 2019
Kind
B2
Abstract

This invention relates to mutant enzymes with enhanced properties and processes for oxidation of organic compound substrates using such enzymes.

Claims (13)

1. A process for oxidising a substrate which is an organic compound, comprising the step of contacting said organic compound substrate with a mutant CYP102A (Cytochrome P450 family 102A sub-family member) enzyme, wherein said CYP102A enzyme comprises a fusion of a heme monooxygenase domain comprising a P450 fold to a reductase domain, and said mutant CYP102A enzyme comprises substitutions in the polypeptide chain of a wild-type CYP102A enzyme at positions corresponding to amino acid residue positions 307, 47 and 51 of SEQ ID NO:2, thereby enhancing monooxygenase activity and/or altering product selectivity of the mutant enzyme.

2. The process according to claim 1 , wherein said substrate is a short-chain alkane, or a substituted derivative thereof, or is an aromatic compound, or an alkylbenzene, or a substituted derivative thereof, wherein a substituted derivative is capable of being oxidised by the mutant CYP102A (Cytochrome P450 family 102A sub-family member) enzyme.

3. The process according to claim 1 , wherein said substrate is a halo aromatic compound or an acyclic or cyclic terpene or a terpenoid or a sesquiterpene or a damascone or ionone, or a cycloalkene, or a saturated fatty acid; or a substituted derivative thereof, wherein a substituted derivative is capable of being oxidised by the mutant CYP102A (Cytochrome P450 family 102A sub-family member) enzyme.

4. The process according to claim 2 , wherein said short chain alkane is pentane, 3-methylpentane, 2-methylbutane, butane, propane, ethane or methane; or wherein said alkylbenzene is propylbenzene, ethylbenzene, toluene, butylbenzene, t-butylbenzene, o-oxylene, m-xylene, cumene, p-cymene, or ethylanisole; or wherein the aromatic compound is naphthalene or fluorene.

5. The process according to claim 3 wherein said acyclic or cyclic terpene is limonene or pinene; or wherein said sesquiterpene is valencene or caryophyllene; or wherein said ionone is β-ionone; or wherein said saturated fatty acid is lauric acid or decanoic acid.

6. The process according to claim 1 , wherein the organic compound substrate is oxidized in a cell which expresses said mutant enzyme.

7. The process according to claim 1 , wherein said mutant CYP102A enzyme additionally comprises substitutions at one or more amino acid residue positions in the polypeptide chain of the wild-type CYP102A enzyme corresponding to positions 82, 87, 171, 263, 267, 319, 328 and 401 of SEQ ID NO: 2.

8. The process according to claim 1 , wherein said mutant CYP102A enzyme comprises substitutions at amino acid residue positions in the polypeptide chain of the wild-type CYP102A enzyme corresponding to positions 47, 51 and 307 of SEQ ID NO:2.

9. The process according to claim 8 , wherein said mutant CYP102A enzyme comprises the group of mutations F87A/H171L/Q307H/N319Y or a corresponding group of mutations at amino acid residue positions in the polypeptide chain of the wild-type CYP102A enzyme corresponding to positions 87, 171, 307 and 319 of SEQ ID NO:2.

10. The process according to claim 1 , wherein said mutant CYP102A enzyme comprises one or more of the following mutations or groups of mutations: i) A330P; ii) F87A/A330P/E377A/D425N; iii) R47L/Y51F/A330P/I401P; iv) Q403P; v) R47L/Y51F/Q403P; or vi) R47L/Y51F/F87A/Q403P, or a corresponding mutation or group of mutations at amino acid residue position(s) in the polypeptide chain of the wild-type CYP102A enzyme corresponding to positions 47, 51, 87, 330, 377, 403,and 425 of SEQ ID NO: 2.

11. The process according to claim 1 , further comprising one of the following mutations or group of mutations: i) I401P; ii) R47L/Y51F/140IP; iii) F87A/I401P; or iv) R47L/Y51F/F87A/I401P, or a corresponding mutation or group of mutations at amino acid residue position(s) in the polypeptide chain of the wild-type CYP102A enzyme corresponding to positions 47, 51, 87, and 401 of SEQ ID NO: 2.

12. The process according to claim 1 , wherein the CYP102A enzyme is CYP102A2 or CYP102A3.

13. The process of claim 1 , wherein said mutant CYP102A enzyme further comprises substitution at one or more amino acid residue positions in the polypeptide chain of the wild-type CYP102A enzyme corresponding to positions 330, 401 and 403 of SEQ ID NO: 2.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 8, 2019
From: WONG, LUET LOK; BELL, STEPHEN GRAHAM; WHITEHOUSE, CHRISTOPHER
To: ISIS INNOVATION LIMITED
Reel/Frame 048824/0538 →
CHANGE OF NAME Recorded Apr 8, 2019
From: ISIS INNOVATION LIMITED
To: OXFORD UNIVERSITY INNOVATION LIMITED
Reel/Frame 048824/0578 →
Priority Claims (1)
GB 0719620.7 · Oct 8, 2007 · national
Continuity (3)
Continuation 14852218 · Sep 11, 2015
Division 12681868
Related Publication 20180148695A1 · May 31, 2018