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    Electrochemically active ligand for sequence-specific detection of double-stranded nucleic acid molecule
    1.
    发明申请
    Electrochemically active ligand for sequence-specific detection of double-stranded nucleic acid molecule 失效
    用于双链核酸分子的序列特异性检测的电化学活性配体

    公开(公告)号：US20070172826A1

    公开(公告)日：2007-07-26

    申请号：US10590232

    申请日：2005-02-23

    申请人： Mitsuo Sekine ,  Kohji Seio ,  Masahiro Mizuta ,  Takeshi Terada

    发明人： Mitsuo Sekine ,  Kohji Seio ,  Masahiro Mizuta ,  Takeshi Terada

    IPC分类号： C12Q1/68 ,  C07F17/02

    CPC分类号： C07D403/14 ,  C07F17/02 ,  C12Q1/6818

    摘要： The purpose of the present invention is to provide a compound that specifically binds to the base sequence of a double-stranded nucleic acid molecule. The compound can reduce the electrochemical signal/noise ratio (S/N) in electrochemical detection, and as a result, the detection sensitivity (precision) will be greatly improved so as to enable the determination of an ultratrace amount of nucleic acid molecule. The present invention relates to a ferrocene compound represented by the following general formula (I): wherein “A” represents a divalent ferrocene-containing linker or ferrocene-1,1′-yl, R2 represents a hydrogen atom or alkyl; “n” and “m” represent any natural numbers; and “V” and “X” represent the pyrrole-imidazole-polyamide (PIPA); to a ligand consisting of said ferrocene compound for sequence-specific detection of double-stranded nucleic acid molecules; to a method for electrochemical detection of double-stranded nucleic acid molecules 8 with the use of said ligand; and to an apparatus or device for the electrochemical detection with the use of said ligand.

    摘要翻译： 本发明的目的是提供特异性结合双链核酸分子的碱基序列的化合物。 该化合物可以降低电化学检测中的电化学信噪比（S / N），结果检测灵敏度（精度）将大大提高，从而能够测定超临界量的核酸分子。 本发明涉及由以下通式（I）表示的二茂铁化合物：其中“A”表示含二茂铁的连接体或二茂铁-1,1'-基，R 2表示 氢原子或烷基; “n”和“m”表示任何自然数; “V”和“X”表示吡咯 - 咪唑 - 聚酰胺（PIPA）。 涉及由所述二茂铁化合物组成的配体，用于双链核酸分子的序列特异性检测; 涉及使用所述配体进行电泳检测双链核酸分子8的方法; 以及使用所述配体进行电化学检测的装置或装置。

    Electrochemically active ligand for sequence-specific detection of double-stranded nucleic acid molecule
    2.
    发明授权
    Electrochemically active ligand for sequence-specific detection of double-stranded nucleic acid molecule 失效
    用于双链核酸分子的序列特异性检测的电化学活性配体

    公开(公告)号：US07863455B2

    公开(公告)日：2011-01-04

    申请号：US10590232

    申请日：2005-02-23

    申请人： Mitsuo Sekine ,  Kohji Seio ,  Masahiro Mizuta ,  Takeshi Terada

    发明人： Mitsuo Sekine ,  Kohji Seio ,  Masahiro Mizuta ,  Takeshi Terada

    IPC分类号： C07F15/02

    CPC分类号： C07D403/14 ,  C07F17/02 ,  C12Q1/6818

    摘要： The purpose of the present invention is to provide a compound that specifically binds to the base sequence of a double-stranded nucleic acid molecule. The compound can reduce the electrochemical signal/noise ratio (S/N) in electrochemical detection, and as a result, the detection sensitivity (precision) will be greatly improved so as to enable the determination of an ultratrace amount of nucleic acid molecule. The present invention relates to a ferrocene compound represented by the following general formula (I): wherein “A” represents a divalent ferrocene-containing linker or ferrocene-1,1′-yl, R2 represents a hydrogen atom or alkyl; “n” and “m” represent any natural numbers; and “V” and “X” represent the pyrrole-imidazole-polyamide (PIPA); to a ligand consisting of said ferrocene compound for sequence-specific detection of double-stranded nucleic acid molecules; to a method for electrochemical detection of double-stranded nucleic acid molecules 8 with the use of said ligand; and to an apparatus or device for the electrochemical detection with the use of said ligand.

    摘要翻译： 本发明的目的是提供特异性结合双链核酸分子的碱基序列的化合物。 该化合物可以降低电化学检测中的电化学信噪比（S / N），结果检测灵敏度（精度）将大大提高，从而能够测定超临界量的核酸分子。 本发明涉及由以下通式（I）表示的二茂铁化合物：其中“A”表示二价含二茂铁的连接体或二茂铁-1,1'-基，R 2表示氢原子或烷基; “n”和“m”表示任何自然数; “V”和“X”表示吡咯 - 咪唑 - 聚酰胺（PIPA）。 涉及由所述二茂铁化合物组成的配体，用于双链核酸分子的序列特异性检测; 涉及使用所述配体进行电泳检测双链核酸分子8的方法; 以及使用所述配体进行电化学检测的装置或装置。

    3′-end nucleoside unit comprising phosphoramidite
    3.
    发明授权
    3′-end nucleoside unit comprising phosphoramidite 有权
    包含亚磷酰胺的3'-末端核苷单位

    公开(公告)号：US07943758B2

    公开(公告)日：2011-05-17

    申请号：US10590268

    申请日：2005-02-10

    申请人： Mitsuo Sekine ,  Kohji Seio ,  Akihiro Ohkubo

    发明人： Mitsuo Sekine ,  Kohji Seio ,  Akihiro Ohkubo

    IPC分类号： C07H19/10 ,  C07H19/20

    CPC分类号： C07F9/65616 ,  C07F9/65586 ,  C07H21/04 ,  Y02P20/55

    摘要： Methods of synthesizing nucleic acid oligomers on a solid-phase support having a 3′-end nucleoside unit introduced thereon-as represented by formula II: wherein of formula II represents a 2′-deoxyribonucleoside or its N-protected derivative, the substituent —O—(R1)Si(R2)—(C6H3R6)—(CH2)n—O—P(OR3)XO)—(CH2)n is attached at the 3′ position of the sugar moiety of the nucleoside substituent; each of R1 and R2 is an alkyl or optionally substituted aryl group, wherein the optionally substituted aryl group has a substituent selected from the group consisting of C1-4 alkyl, nitro, cyano, halo and methoxyl; R3 is a protecting group; X is S or O; R7 is H or 4,4′-dimethoxytrityl; each n is an integer of from 1 to 5; and the solid-phase support has hydroxyl groups on its surface.

    摘要翻译： 在其上引入3'-末端核苷单元的固相载体上合成核酸低聚物的方法 - 如式II所示：其中式II表示2'-脱氧核糖核苷或其N-保护的衍生物，取代基-O - （R1）Si（R2） - （C6H3R6） - （CH2）n-O-P（OR3）XO） - （CH2）n连接在核苷取代基的糖部分的3'位置; R 1和R 2各自为烷基或任选取代的芳基，其中任选取代的芳基具有选自C 1-4烷基，硝基，氰基，卤素和甲氧基的取代基。 R3是保护基; X是S或O; R7是H或4,4'-二甲氧基三苯甲基; 每个n是1至5的整数; 并且固相载体在其表面上具有羟基。

    Method for the synthesis of nucleic acid without protecting base moiety
    4.
    发明授权
    Method for the synthesis of nucleic acid without protecting base moiety 有权
    不保护碱基部分合成核酸的方法

    公开(公告)号：US07807821B1

    公开(公告)日：2010-10-05

    申请号：US10591172

    申请日：2005-02-24

    申请人： Mitsuo Sekine ,  Kohji Seio ,  Akihiro Ohkubo

    发明人： Mitsuo Sekine ,  Kohji Seio ,  Akihiro Ohkubo

    IPC分类号： C07H21/00

    CPC分类号： C07H21/04

    摘要： A phosphoramidite method for the synthesis of a nucleic acid oligomer without protecting the base moiety characterized in that a 3′ or 5′ hydroxyl group of a nucleotide is reacted with a nucleoside phosphoramidite, a cyclonucleoside phosphoramidite, a 2′-substituted nucleoside phosphoramidite, a 4′-substituted nucleoside phosphoramidite, or a 2′,4′-di-substituted nucleoside phosphoramidite to produce a phosphodiester linkage. The phosphoramidite is contacted with an activator containing both a) hydroxybenzotriazole-1-ol (HOBt), a mono-substituted HOBt, a di-substituted HOBt, or a di-substituted phenol and b) imidazole, tetrazole, benzimidazoletriflate (BIT), 4-ethylthiotetrazole, imidazolium triflate(trifluoromethane sulfonate) or 4,5-dicyanoimidazole.

    摘要翻译： 用于合成核酸寡聚物而不保护碱基部分的亚磷酰胺方法，其特征在于核苷酸的3'或5'羟基与核苷亚磷酰胺，环核苷亚磷酰胺，2'-取代的核苷亚磷酰胺， 4'-取代的核苷亚磷酰胺或2'，4'-二取代的核苷亚磷酰胺，以产生磷酸二酯键。 将亚磷酰胺与包含a）羟基苯并三唑-1-醇（HOBt），单取代HOBt，二取代HOBt或二取代苯酚和b）咪唑，四唑，苯并咪唑三氟甲磺酸酯（BIT）， 四氟乙磺酸四氢呋喃，三氟甲烷磺酸咪唑鎓或4,5-二氰基咪唑。

    Artificial RNAóS modified at the 2ó-hydroxyl group
    6.
    发明授权
    Artificial RNAóS modified at the 2ó-hydroxyl group 失效
    在2-羟基改性的人造RNA

    公开(公告)号：US07569685B2

    公开(公告)日：2009-08-04

    申请号：US10591291

    申请日：2005-03-02

    申请人： Mitsuo Sekine ,  Kohji Seio ,  Hisao Saneyoshi

    发明人： Mitsuo Sekine ,  Kohji Seio ,  Hisao Saneyoshi

    IPC分类号： C07H21/00

    CPC分类号： C07H19/067 ,  C07H19/167 ,  Y02P20/55

    摘要： The purpose of the present invention is to develop a system for efficiently constituting cyanoethyl ethers under mild conditions and probability of the ethers as functional groups for imparting specific functions and to make a contribution to the production of novel functional nucleic acids.The present invention relates to a nucleoside that is represented by the general formula (I) or a nucleotide derived therefrom: wherein X and Y may be the same as or different from each other, and are hydrogen, optionally substituted silyl group, 4-methoxytrityl group, 4,4′-dimethoxytrityl group or a group represented by the general formula (II): wherein R1 and R2 may be the same as or different from each other, representing an alkyl group having 1-7 carbon atoms such as diisopropyl, or they are united with each other to form a ring structure, R3 represents a protective group for a phosphoric acid such as 2-cyanoethyl; and B1 represents an optionally substituted pyrimidine or purine base.

    摘要翻译： 本发明的目的是开发一种在温和条件下有效构成氰乙基醚的体系，以及作为赋予特定功能的醚作为官能团并有助于新型功能性核酸生产的可能性。 本发明涉及由通式（I）表示的核苷或由其衍生的核苷酸：其中X和Y可以相同或不同，为氢，任选取代的甲硅烷基，4-甲氧基三苯甲基 基团，4,4'-二甲氧基三苯甲基或由通式（II）表示的基团：其中R 1和R 2可以彼此相同或不同，表示具有1-7个碳原子的烷基，例如二异丙基， 或者它们相互结合形成环结构，R 3表示磷酸如2-氰基乙基的保护基; 而B1代表任选取代的嘧啶或嘌呤碱。

    Novel Artificial Rnaos Modified At The 2o-Hydroxyl Group
    7.
    发明申请
    Novel Artificial Rnaos Modified At The 2o-Hydroxyl Group 失效
    在2-羟基改性的新型人造Rnaos

    公开(公告)号：US20080021206A1

    公开(公告)日：2008-01-24

    申请号：US10591291

    申请日：2005-03-02

    申请人： Mitsuo Sekine ,  Kohji Seio ,  Hisao Saneyoshi

    发明人： Mitsuo Sekine ,  Kohji Seio ,  Hisao Saneyoshi

    IPC分类号： C07H21/02 ,  C07H19/06

    CPC分类号： C07H19/067 ,  C07H19/167 ,  Y02P20/55

    摘要： The purpose of the present invention is to develop a system for efficiently constituting cyanoethyl ethers under mild conditions and probability of the ethers as functional groups for imparting specific functions and to make a contribution to the production of novel functional nucleic acids. The present invention relates to a nucleoside that is represented by the general formula (I) or a nucleotide derived therefrom: wherein X and Y may be the same as or different from each other, and are hydrogen, optionally substituted silyl group, 4-methoxytrityl group, 4,4′-dimethoxytrityl group or a group represented by the general formula (II): wherein R1 and R2 may be the same as or different from each other, representing an alkyl group having 1-7 carbon atoms such as diisopropyl, or they are united with each other to form a ring structure, R3 represents a protective group for a phosphoric acid such as 2-cyanoethyl; and B1 represents an optionally substituted pyrimidine or purine base.

    摘要翻译： 本发明的目的是开发一种在温和条件下有效构成氰乙基醚的体系，以及作为赋予特定功能的醚作为官能团并有助于新型功能性核酸生产的可能性。 本发明涉及由通式（I）表示的核苷或由其衍生的核苷酸：其中X和Y可以相同或不同，为氢，任选取代的甲硅烷基，4-甲氧基三苯甲基 基团，4,4'-二甲氧基三苯甲基或由通式（II）表示的基团：其中R 1和R 2可以彼此相同或不同，表示具有1-7个碳原子的烷基，例如二异丙基， 或者它们相互结合形成环结构，R 3表示磷酸如2-氰基乙基的保护基; 而B1代表任选取代的嘧啶或嘌呤碱。

    Silyl linker for solid-phase synthesis of nucleic acid
    8.
    发明授权
    Silyl linker for solid-phase synthesis of nucleic acid 有权
    用于固相合成核酸的硅烷基接头

    公开(公告)号：US07786296B2

    公开(公告)日：2010-08-31

    申请号：US10590267

    申请日：2005-02-10

    申请人： Mitsuo Sekine ,  Kohji Seio ,  Akihiro Ohkubo

    发明人： Mitsuo Sekine ,  Kohji Seio ,  Akihiro Ohkubo

    IPC分类号： C07H19/00 ,  C07H19/048

    CPC分类号： C07H19/173 ,  C07F7/0896 ,  C07H19/073 ,  C07H21/04

    摘要： The purpose of the invention is to develop a silyl linker that can be efficiently introduced on a solid-phase support used for the synthesis of nucleic acid oligomers such as DNA. The present invention relates to a silyl linker for use in the solid-phase synthesis of nucleic acid, comprised of a compound of the general formula or its ester or salt: H—(R1)Si(R2)-(C6H4)—CONH-(A)-COOH  (I) wherein each of R1 and R2 is an alkyl or aryl group, and (A) represents a spacer moiety; a 3′-end nucleoside unit having said compound linked via an oxygen atom to the 3-position of a sugar of the nucleoside or its derivative, a solid-phase support having the 3′-end nucleoside unit, and a method for synthesis of nucleic acid oligomer with the use of said solid-phase support.

    摘要翻译： 本发明的目的是开发可以有效地引入用于合成核酸寡聚物如DNA的固相载体上的甲硅烷基接头。 本发明涉及用于固相合成核酸的甲硅烷基连接体，其由通式或其酯或盐的化合物组成：H-（R1）Si（R2） - （C6H4）-CONH- （A）-COOH（I）其中R1和R2各自为烷基或芳基，（A）表示间隔基; 具有通过氧原子与核苷或其衍生物的糖的3-位连接的所述化合物的3'-末端核苷单元，具有3'-末端核苷单元的固相载体和合成 使用所述固相载体的核酸寡聚物。