Cytochrome p450 monooxygenase catalyzed oxidation of sesquiterpenes
AssigneeFirmenich SA
InventorsMichel Schalk, Letizia Rocci, Fabienne Deguerry
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Abstract
Described herein are the nucleic acid and the amino acid sequences of a cytochrome P450 capable of oxidizing terpene molecules. Also described herein are methods of oxidizing terpene molecules including contacting the cytochrome P450 with the terpene molecule intended to be oxidized. In particular, the method may be carried out in vitro or in vivo to produce oxidized terpene molecules, which may be used in different technical fields such as for example perfumery and flavoring. Also described herein is an expression vector containing the nucleic acid. A non-human host organism or a cell transformed with the nucleic acid is also an object of the disclosure.
Claims20
A method for producing an oxidized zizaene compound, which method comprises
- a. contacting zizaene or a zizaene containing composition with a polypeptide having Cytochrome P450 monooxygenase activity, selected from:
- i. VzCP8201 comprising an amino acid sequence having at least 70% sequence identity to SEQ ID NO:
- 19,
- ii. VzCP521-11 comprising an amino acid sequence having at least 70% sequence identity to SEQ ID NO:
- 21,
- iii. VzCP7186 comprising an amino acid sequence having at least 70% sequence identity to SEQ ID NO:
- 20,
- iv. or combinations of at least two of said polypeptides;
- thereby obtaining at least one oxidation product of zizaene;
- and
- b. optionally isolating a zizaene oxidation product as obtained in step a.
A method for producing an oxidized isovalencene compound, which method comprises
- a. contacting isovalencene or a isovalencene containing composition with a polypeptide having Cytochrome P450 monooxygenase activity, selected from:
- i. VzCP521-11 comprising an amino acid sequence having at least 70% sequence identity to SEQ ID NO:21,
- ii. VzCP7186 comprising an amino acid sequence having at least 70% sequence identity to SEQ ID NO:20,
- iii. or combinations of at least two of said polypeptides;
- iv. or combinations of i., ii. or iii. with VzCP8201 comprising an amino acid sequence having at least 70% sequence identity to SEQ ID NO:19
- thereby converting isovalencene to at least one oxidized product of isovalencene;
- and
- b. optionally isolating at least one oxidized product of isovalencene as obtained in step a.
A polypeptide comprising an amino acid sequence at least 70% identical to SEQ ID NO:20 (VzCP7186) and having a cytochrome P450 monooxygenase activity, and in particular the ability to convert zizaene to zizaenol and/or isovalencene to isovalencenol.
A nucleic acid comprising
- i. a nucleotide sequence encoding the polypeptide of claim 32 or complement thereof;
- or
- ii. a nucleotide sequence having at least 70%, 75%, 80%, 85%, 90%, 95%, 96%, 97%, 98%, 99% or 100% sequence identity to SEQ ID NO:
- 11, SEQ ID NO:
- 12, or SEQ ID NO:
- 14.
Dependencies are inferred from the claim text.