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    Optically active 2-allylcarboxylic acid derivative and process for producing the same
    6.
    发明申请
    Optically active 2-allylcarboxylic acid derivative and process for producing the same 失效
    光学活性2-烯丙基羧酸衍生物及其制备方法

    公开(公告)号：US20060223152A1

    公开(公告)日：2006-10-05

    申请号：US10553394

    申请日：2004-04-16

    申请人： Kazumi Okuro ,  Susumu Amano ,  Noriyuki Kizaki ,  Teruaki Takesue ,  Masaru Mitsuda ,  Noriyuki Ito ,  Yoshihiko Yasohara

    发明人： Kazumi Okuro ,  Susumu Amano ,  Noriyuki Kizaki ,  Teruaki Takesue ,  Masaru Mitsuda ,  Noriyuki Ito ,  Yoshihiko Yasohara

    IPC分类号： C12P13/00 ,  C07F3/02

    CPC分类号： C07C233/18 ,  C07B2200/07 ,  C07C51/06 ,  C07C67/20 ,  C07C233/05 ,  C07C271/64 ,  C12P7/40 ,  C12P41/005 ,  C07C57/03 ,  C07C69/533

    摘要： The present invention provides a process for producing an optically active 2-allylcarboxylic acid derivative, which is useful as a pharmaceutical intermediate, from readily available and inexpensive starting materials by the process which can be practiced on a commercial scale in a simple and easy manner, and certain 2-allylcarboxamide derivatives, which are novel and important intermediates in that process. An N-allylcarboxamide derivative undergoes rearrangement reaction diastereoselectively in the presence of a base to give a 2-allylcarboxamide derivative, the resulting derivative is subjected to a carbamation reaction and solvolysis to give an optically active 2-allylcarboxylic acid ester, and then the ester obtained is stereoselectively hydrolyzed using an enzyme to produce 2-allylcarboxylic acid having a high optical purity. In addition, the present invention provides a 2-allylcarboxamide derivative compound which is a novel intermediate in the process of the present invention.

    摘要翻译： 本发明提供了一种用于制备可用作药物中间体的光学活性2-烯丙基羧酸衍生物的方法，其由易于获得且廉价的原料通过可以简单和容易的方式在商业规模上实施的方法制备， 和某些2-烯丙基羧酰胺衍生物，它们是该方法中新颖且重要的中间体。 N-烯丙基甲酰胺衍生物在碱存在下非对映选择性地进行重排反应，得到2-烯丙基甲酰胺衍生物，所得衍生物进行氨基甲酰化反应和溶剂解，得到光学活性2-烯丙基羧酸酯，然后得到所述酯 使用酶进行立体选择性水解以产生具有高光学纯度的2-烯丙基羧酸。 此外，本发明提供了在本发明的方法中是新型中间体的2-烯丙基甲酰胺衍生物化合物。

    Optically active 2-allylcarboxylic acid derivative and process for producing the same
    7.
    发明授权
    Optically active 2-allylcarboxylic acid derivative and process for producing the same 失效
    光学活性2-烯丙基羧酸衍生物及其制备方法

    公开(公告)号：US07282605B2

    公开(公告)日：2007-10-16

    申请号：US10553394

    申请日：2004-04-16

    申请人： Kazumi Okuro ,  Susumu Amano ,  Noriyuki Kizaki ,  Teruaki Takesue ,  Masaru Mitsuda ,  Noriyuki Ito ,  Yoshihiko Yasohara

    发明人： Kazumi Okuro ,  Susumu Amano ,  Noriyuki Kizaki ,  Teruaki Takesue ,  Masaru Mitsuda ,  Noriyuki Ito ,  Yoshihiko Yasohara

    IPC分类号： C07C291/00 ,  C07C237/16 ,  C07C237/18 ,  C07C237/20

    CPC分类号： C07C233/18 ,  C07B2200/07 ,  C07C51/06 ,  C07C67/20 ,  C07C233/05 ,  C07C271/64 ,  C12P7/40 ,  C12P41/005 ,  C07C57/03 ,  C07C69/533

    摘要： The present invention provides a process for producing an optically active 2-allylcarboxylic acid derivative, which is useful as a pharmaceutical intermediate, from readily available and inexpensive starting materials by the process which can be practiced on a commercial scale in a simple and easy manner, and certain 2-allylcarboxamide derivatives, which are novel and important intermediates in that process.An N-allylcarboxamide derivative undergoes rearrangement reaction diastereoselectively in the presence of a base to give a 2-allylcarboxamide derivative, the resulting derivative is subjected to a carbamation reaction and solvolysis to give an optically active 2-allylcarboxylic acid ester, and then the ester obtained is stereoselectively hydrolyzed using an enzyme to produce 2-allylcarboxylic acid having a high optical purity. In addition, the present invention provides a 2-allylcarboxamide derivative compound which is a novel intermediate in the process of the present invention.

    摘要翻译： 本发明提供了一种用于制备可用作药物中间体的光学活性2-烯丙基羧酸衍生物的方法，其由易于获得且廉价的原料通过可以简单和容易的方式在商业规模上实施的方法制备， 和某些2-烯丙基羧酰胺衍生物，它们是该方法中新颖且重要的中间体。 N-烯丙基甲酰胺衍生物在碱存在下非对映选择性地进行重排反应，得到2-烯丙基甲酰胺衍生物，所得衍生物进行氨基甲酰化反应和溶剂解，得到光学活性2-烯丙基羧酸酯，然后得到所述酯 使用酶进行立体选择性水解以产生具有高光学纯度的2-烯丙基羧酸。 此外，本发明提供了在本发明的方法中是新型中间体的2-烯丙基甲酰胺衍生物化合物。

    METHOD FOR PRODUCING OPTICALLY ACTIVE 2-(N-SUBSTITUTED AMINOMETHYL)-3-HYDROXYBUTYRIC ACID ESTER
    8.
    发明申请
    METHOD FOR PRODUCING OPTICALLY ACTIVE 2-(N-SUBSTITUTED AMINOMETHYL)-3-HYDROXYBUTYRIC ACID ESTER 审中-公开
    生产光学活性2-（N-取代氨基甲酰基）-3-羟基丁酸的方法

    公开(公告)号：US20090104671A1

    公开(公告)日：2009-04-23

    申请号：US11996271

    申请日：2006-07-19

    申请人： Yoshihiko Yasohara ,  Miho Yano ,  Shigeru Kawano ,  Noriyuki Kizaki

    发明人： Yoshihiko Yasohara ,  Miho Yano ,  Shigeru Kawano ,  Noriyuki Kizaki

    IPC分类号： C12P13/02 ,  C12P17/10 ,  C12P13/00

    CPC分类号： C12P13/02 ,  C12P17/10

    摘要： The present invention relates to a method for producing optically active 2-(N-substituted aminomethyl)-3-hydroxybutyric acid esters wherein a 2-(N-substituted aminomethyl)-3-oxobutyric acid ester is treated with an enzyme source capable of stereoselectively reducing said ester to the corresponding optically active 2-(N-substituted aminomethyl)-3-hydroxybutyric acid ester having the (2S,3R) configuration. The present invention provides an efficient method for industrially producing optically active 2-(N-substituted aminomethyl)-3-hydroxybutyric acid esters, in particular such compounds having the (2S,3R) configuration, which are useful as intermediates for the production of medicinal compounds, among others.

    摘要翻译： 本发明涉及一种光学活性2-（N-取代氨基甲基）-3-羟基丁酸酯的制备方法，其中2-（N-取代氨基甲基）-3-氧代丁酸酯可用立体选择性的酶源处理 将所述酯还原成具有（2S，3R）构型的相应的光学活性2-（N-取代氨基甲基）-3-羟基丁酸酯。 本发明提供了工业上制造光学活性2-（N-取代氨基甲基）-3-羟基丁酸酯的有效方法，特别是具有（2S，3R）构型的这种化合物，其可用作生产药物的中间体 化合物等。

    Carbonyl reductase, gene therefor and use thereof
    9.
    发明授权
    Carbonyl reductase, gene therefor and use thereof 失效
    羰基还原酶，其基因及其用途

    公开(公告)号：US08008461B2

    公开(公告)日：2011-08-30

    申请号：US11665065

    申请日：2005-10-20

    申请人： Noriyuki Kizaki ,  Makoto Ueda ,  Daisuke Moriyama ,  Naoaki Taoka ,  Yoshihiko Yasohara

    发明人： Noriyuki Kizaki ,  Makoto Ueda ,  Daisuke Moriyama ,  Naoaki Taoka ,  Yoshihiko Yasohara

    IPC分类号： C07H21/04 ,  C12N9/02 ,  C12P21/02 ,  C12P13/00 ,  C07C255/01

    CPC分类号： C12N9/0006 ,  C12P7/04 ,  C12P7/62 ,  C12P13/002 ,  C12P41/002

    摘要： The present invention is to provide a process for efficiently producing an optically active alcohol including (R)-3-hydroxy-3-phenylpropanenitrile. One of the features of the present invention is a polypeptide having an activity of asymmetrically reducing 3-oxo-3-phenylpropanenitrile isolated from a microorganism belonging to the genus Candida to produce (R)-3-hydroxy-3-phenylpropanenitrile, DNA encoding the polypeptide and a transformant of producing the polypeptide. Another feature of the present invention is a process for producing an optically active alcohol such as (R)-3-hydroxy-3-phenylpropanenitrile by reducing a carbonyl compound such as 3-oxo-3-phenylpropanenitrile by use of the polypeptide or the transformant.

    摘要翻译： 本发明提供一种有效制备包含（R）-3-羟基-3-苯基丙腈的光学活性醇的方法。 本发明的特征之一是具有不对称还原从属于念珠菌属的微生物分离的3-氧代-3-苯基丙腈的活性的多肽，以产生（R）-3-羟基-3-苯基丙腈，编码 多肽和产生多肽的转化体。 本发明的另一个特征是通过使用多肽或转化体还原羰基化合物如3-氧代-3-苯基丙腈来制备光学活性醇如（R）-3-羟基-3-苯基丙腈的方法 。

    Carbonyl reductase, gene thereof and use of the same
    10.
    发明授权
    Carbonyl reductase, gene thereof and use of the same 有权
    羰基还原酶，其基因及其用途

    公开(公告)号：US07332312B2

    公开(公告)日：2008-02-19

    申请号：US10512908

    申请日：2003-04-30

    申请人： Noriyuki Kizaki ,  Miho Horikawa ,  Yoshihiko Yasohara

    发明人： Noriyuki Kizaki ,  Miho Horikawa ,  Yoshihiko Yasohara

    IPC分类号： C12N1/20 ,  C12N9/02 ,  C12N1/21 ,  C12N15/00 ,  C07H21/04 ,  C12P7/22

    CPC分类号： C12N9/0006 ,  C12Y101/01184

    摘要： The present invention provides a novel polypeptide forming (R)-2-chloro-1-(3′-chlorophenyl)ethanol, a polynucleotide coding for said polypeptide, and use of the same.The present invention relates to a polypeptide having the following physical and chemical properties (1) to (4): (1) activity: acting on 2-chloro-1-(3′-chlorophenyl)ethanone with NADPH or NADH as a coenzyme, to form (R)-2-chloro-1-(31-chlorophenyl)ethanol; (2) optimum pH for activity: 5.0 to 6.0; (3) optimum temperature for activity: 40° C. to 50° C.; (4) molecular weight: about 40,000 as determined by gel filtration analysis, about 30,000 as determined by SDS polyacrylamide gel electrophoresis analysis. The present invention also relates to a polypeptide comprising the amino acid sequence shown under SEQ ID NO:1 in the sequence listing, a polynucleotide coding for said polypeptide, and a transformant producing said polypeptide at high levels.

    摘要翻译： 本发明提供形成（R）-2-氯-1-（3'-氯苯基）乙醇的新型多肽，编码所述多肽的多核苷酸及其用途。 本发明涉及具有以下物理和化学性质（1）至（4）的多肽：（1）活性：以NADPH或NADH作为辅酶作用于2-氯-1-（3'-氯苯基）乙酮， 形成（R）-2-氯-1-（31-氯苯基）乙醇; （2）活性最佳pH：5.0〜6.0; （3）最适温度为40℃〜50℃。 （4）分子量：约40,000，通过凝胶过滤分析测定，约30,000，通过SDS聚丙烯酰胺凝胶电泳分析测定。 本发明还涉及包含序列表中SEQ ID NO：1所示氨基酸序列的多肽，编码所述多肽的多核苷酸，以及以高水平产生所述多肽的转化体。