Method for producing chain unsaturated carboxylic acid compound using phenylalanine ammonia layse
AssigneesRiken, Zeon Corporation, The Yokohama Rubber Co., Ltd.
InventorsTomokazu Shirai, Yutaro Mori, Yoshihide Yachi, Misao Hiza, Yayoi Akahori
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Abstract
A method for producing a chain-shaped unsaturated carboxylic acid compound or a geometric isomer thereof, having at least two carbon-carbon double bonds, including the steps of: removing, from a chain-shaped unsaturated carboxylic acid compound or a geometric isomer thereof having an amino group and a carbon-carbon double bond at a terminus, that amino group, in the presence of phenylalanine ammonia lyase, and further forming a carbon-carbon double bond.
Claims4
A method for producing a chain-shaped unsaturated carboxylic acid compound or a geometric isomer thereof, having the following formula (3), comprising the steps of:
- removing a first amino group from a chain-shaped unsaturated carboxylic acid compound or a geometric isomer thereof, having a first amino group and a first carbon-carbon double bond at a terminus, having the following formula (2), in a presence of phenylalanine ammonia lyase, and forming a second carbon-carbon double bond,
- wherein the phenylalanine ammonia lyase is composed of an amino acid sequence which has at least 90% identity with the amino acid sequence set forth in SEQ ID NO:
- 2, and
- in the formulas, (A) has a linear hydrocarbon group having 0 carbon atoms, which may be optionally substituted, and R1 and R2 each independently have a hydrogen atom, a linear or branched alkyl group having 1 to 5 carbon atoms, a linear or branched alkoxy group having 1 to 5 carbon atoms, or a hydroxy group.
A method for producing a chain-shaped unsaturated hydrocarbon compound or a geometric isomer thereof, having the following formula (4), comprising the steps of:
- removing a first amino group from a chain-shaped unsaturated carboxylic acid compound or a geometric isomer thereof, having a first amino group and a first carbon-carbon double bond at a terminus, having the following formula (2), in a presence of phenylalanine ammonia lyase, forming a second carbon-carbon double bond and
- producing the chain-shaped unsaturated carboxylic acid compound or a geometric isomer thereof, having formula (3), and
- decarboxylating a carboxyl group from the unsaturated carboxylic acid compound or a geometric isomer thereof in formula (3) formulated with ferulic acid decarboxylase
- wherein in the formulas, (A) has a linear hydrocarbon group having 0 carbon atoms, which may be optionally substituted, and R1 and R2 each independently have a hydrogen atom, a linear or branched alkyl group having 1 to 5 carbon atoms, a linear or branched alkoxy group having 1 to 5 carbon atoms, or a hydroxy group.
Dependencies are inferred from the claim text.