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（但し、式中Ｚはヘテロ原子を含んでいてもよい芳香環基を、Ｒは該芳香環上の置換基を表し、ｎは０以上の整数を表し、ｎが２以上の場合、Ｒは同一または相異なっていてもよい。）で示されるＬ−アミノ酸の製法。Following formula (1)
(Wherein, Z represents an aromatic ring group which may contain a hetero atom, R represents a substituent on the aromatic ring, n represents an integer of 0 or more, and when n is 2 or more, R represents Or a phenylalanine ammonia lyase derived from a plant in the presence of ammonia to the acrylic acid derivative represented by the following formula (2):
(Wherein, Z represents an aromatic ring group which may contain a hetero atom, R represents a substituent on the aromatic ring, n represents an integer of 0 or more, and when n is 2 or more, R represents (They may be the same or different.)Ｒn−Ｚ−が下記式（３）
（但し、Ｒは、ベンゼン環上の置換基であり、シアノ基、水酸基、カルボキシル基、アミド基、フッ素原子、塩素原子、臭素原子、アミノ基、ニトロ基、ヒドロキシメチル基、炭素数１〜６のアルキル基または炭素数１〜６のアルコキシ基を表す。ｎは０〜５の整数を表し、ｎが２以上の場合、Ｒは同一または相異なっていてもよい。）である請求項１に記載のＬ−アミノ酸の製法。Rn-Z- is the following formula (3)
(However, R is a substituent on the benzene ring, cyano group, hydroxyl group, carboxyl group, amide group, fluorine atom, chlorine atom, bromine atom, amino group, nitro group, hydroxymethyl group, carbon number 1-6. Or an alkoxy group having 1 to 6 carbon atoms, n represents an integer of 0 to 5, and when n is 2 or more, R may be the same or different. A method for producing the L-amino acid as described.Ｒｎ−Ｚ−が下記式（４）
（但し、式中ＸはＳ、Ｏ、ＮＨまたはＮＲ１を表し、Ｒ１は炭素数１〜６のアルキル基を表し、Ｒはヘテロ環上の置換基であり、シアノ基、水酸基、カルボキシル基、アミド基、フッ素原子、塩素原子、臭素原子、アミノ基、ニトロ基、ヒドロキシメチル基、炭素数１〜６のアルキル基または炭素数１〜６のアルコキシ基を表す。ｎは０〜３の整数を表し、ｎが２以上の場合、Ｒは同一または相異なっていてもよい。）である請求項１に記載のＬ−アミノ酸の製法。Rn-Z- represents the following formula (4)
(Wherein, X represents S, O, NH or NR 1 , R 1 represents an alkyl group having 1 to 6 carbon atoms, R is a substituent on the heterocyclic ring, cyano group, hydroxyl group, carboxyl group , An amide group, a fluorine atom, a chlorine atom, a bromine atom, an amino group, a nitro group, a hydroxymethyl group, an alkyl group having 1 to 6 carbon atoms, or an alkoxy group having 1 to 6 carbon atoms, where n is an integer of 0 to 3. And when n is 2 or more, R may be the same or different.) The method for producing an L-amino acid according to claim 1.Ｒn−Ｚ−が下記式（５）
（但し、式中ＸはＳ、Ｏ、ＮＨまたはＮＲ１を表し、Ｒ１は炭素数１〜６のアルキル基を表し、Ｒはヘテロ環上の置換基であり、シアノ基、水酸基、カルボキシル基、アミド基、フッ素原子、塩素原子、臭素原子、アミノ基、ニトロ基、ヒドロキシメチル基、炭素数１〜６のアルキル基または炭素数１〜６のアルコキシ基を表す。ｎは０〜３の整数を表し、ｎが２以上の場合、Ｒは同一または相異なっていてもよい。）である請求項１に記載のＬ−アミノ酸の製法。Rn-Z- is the following formula (5)
(Wherein, X represents S, O, NH or NR 1 , R 1 represents an alkyl group having 1 to 6 carbon atoms, R is a substituent on the heterocyclic ring, cyano group, hydroxyl group, carboxyl group , An amide group, a fluorine atom, a chlorine atom, a bromine atom, an amino group, a nitro group, a hydroxymethyl group, an alkyl group having 1 to 6 carbon atoms, or an alkoxy group having 1 to 6 carbon atoms, where n is an integer of 0 to 3. And when n is 2 or more, R may be the same or different.) The method for producing an L-amino acid according to claim 1.フェニルアラニンアンモニアリアーゼを含む植物培養細胞及び／またはその処理組成物を用いることを特徴とする請求項１ないし４のいずれかに記載のＬ−アミノ酸の製法。The method for producing an L-amino acid according to any one of claims 1 to 4, wherein a plant cultured cell containing phenylalanine ammonia lyase and / or a treatment composition thereof is used.フェニルアラニンアンモニアリアーゼを含む植物組織処理組成物を用いることを特徴とする請求項１ないし４のいずれかに記載のＬ−アミノ酸の製法。The method for producing an L-amino acid according to any one of claims 1 to 4, wherein a plant tissue treatment composition containing phenylalanine ammonia lyase is used.植物由来のフェニルアラニンアンモニアリアーゼ遺伝子を植物中において発現可能に存在させ、その形質転換植物栽培物または該栽培物の処理物を用いることを特徴とする請求項１ないし４のいずれかに記載のＬ−アミノ酸の製法。The plant-derived phenylalanine ammonia lyase gene is present in a plant so that it can be expressed, and the transformed plant culture or a treated product of the culture is used. How to make amino acids.植物由来のフェニルアラニンアンモニアリアーゼ遺伝子を微生物中において発現可能に存在させ、その形質転換微生物培養物、処理物または培養物から得た酵素を用いることを特徴とする請求項１ないし４のいずれかに記載のＬ−アミノ酸の製法。5. The plant-derived phenylalanine ammonia lyase gene is present in a microorganism so that it can be expressed, and an enzyme obtained from the transformed microorganism culture, treated product or culture is used. Of L-amino acid.植物由来のフェニルアラニンアンモニアリアーゼ遺伝子が、Lithospermum erythrorhizon由来のｐａｌ２遺伝子の塩基配列より導かれるアミノ酸配列と７０％以上の配列相同性を有するアミノ酸配列をコードする遺伝子である請求項７または８に記載のＬ−アミノ酸の製法。9. The L of claim 7 or 8, wherein the plant-derived phenylalanine ammonia lyase gene is a gene encoding an amino acid sequence having 70% or more sequence homology with the amino acid sequence derived from the base sequence of the pal2 gene derived from Lithospermum erythrorhizon. -How to make amino acids.植物由来のフェニルアラニンアンモニアリアーゼ遺伝子が、Lithospermum erythrorhizon由来のｐａｌ２遺伝子の塩基配列より導かれるアミノ酸配列と８０％以上の配列相同性を有するアミノ酸配列をコードする遺伝子である請求項７または８に記載のＬ−アミノ酸の製法。9. The L of claim 7 or 8, wherein the plant-derived phenylalanine ammonia lyase gene is a gene encoding an amino acid sequence having 80% or more sequence homology with the amino acid sequence derived from the base sequence of the pal2 gene derived from Lithospermum erythrorhizon. -How to make amino acids.フェニルアラニンアンモニアリアーゼ遺伝子の由来植物が、Lithospermum属及び／またはCamellia属であることを特徴とする請求項１ないし８のいずれかに記載のＬ−アミノ酸の製法。The method for producing an L-amino acid according to any one of claims 1 to 8, wherein the plant derived from the phenylalanine ammonia lyase gene is a genus Lithospermum and / or a genus Camellia.微生物が細菌、酵母及び／または糸状菌である請求項８ないし１１のいずれかに記載のＬ−アミノ酸の製法。The method for producing an L-amino acid according to any one of claims 8 to 11, wherein the microorganism is a bacterium, a yeast and / or a filamentous fungus.細菌が大腸菌である請求項１２に記載のＬ−アミノ酸の製法。The method for producing an L-amino acid according to claim 12, wherein the bacterium is Escherichia coli.前記式（３）のＲの少なくとも一つが水酸基、シアノ基、カルボキシル基、アミド基、ハロゲン基、アミノ基、ニトロ基、ヒドロキシメチル基及び炭素数１〜６のアルキル基からなる群から選ばれたいずれかの基であることを特徴とする請求項２、５ないし１３のいずれかに記載のＬ−アミノ酸の製法。At least one R in the formula (3) is selected from the group consisting of a hydroxyl group, a cyano group, a carboxyl group, an amide group, a halogen group, an amino group, a nitro group, a hydroxymethyl group, and an alkyl group having 1 to 6 carbon atoms. The method for producing an L-amino acid according to any one of claims 2, 5 to 13, which is any group.前記式（３）の置換基Ｒがシアノ基、水酸基、ニトロ基またはカルボキシル基のいずれかであり、且つｎが１であることを特徴とする請求項２、５ないし１３のいずれかに記載のＬ−アミノ酸の製法。The substituent R in the formula (3) is any one of a cyano group, a hydroxyl group, a nitro group, and a carboxyl group, and n is 1, 14. A method for producing L-amino acids.Ｌ−アミノ酸がＬ−フェニルアラニンであることを特徴とする請求項２、５ないし１３のいずれかに記載のＬ−アミノ酸の製法。The method for producing an L-amino acid according to any one of claims 2, 5 to 13, wherein the L-amino acid is L-phenylalanine.前記式（４）のＸがＯ、Ｓ及びＮＨからなる群から選ばれたいずれかであることを特徴とする請求項３、５ないし１３のいずれかに記載のＬ−アミノ酸の製法。14. The process for producing an L-amino acid according to claim 3, wherein X in the formula (4) is any one selected from the group consisting of O, S and NH.前記式（５）のＸがＯ、Ｓ及びＮＨからなる群から選ばれたいずれかであることを特徴とする請求項４ないし１３のいずれかに記載のＬ−アミノ酸の製法。14. The method for producing an L-amino acid according to any one of claims 4 to 13, wherein X in the formula (5) is any one selected from the group consisting of O, S and NH.
JP2002184469A2001-06-252002-06-25Method for producing l-amino acid
PendingJP2003225092A
(en)
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