Use Of Thioacetic Acid Derivatives In The Sulfurization Of Oligonucleotides With Phenylacetyl Disulfide
    1.
    发明申请
    Use Of Thioacetic Acid Derivatives In The Sulfurization Of Oligonucleotides With Phenylacetyl Disulfide 有权
    硫代乙酸衍生物在使用苯乙酰基二硫化物的寡核苷酸硫化中的应用

    公开(公告)号:US20100331533A1

    公开(公告)日:2010-12-30

    申请号:US12494493

    申请日:2009-06-30

    IPC分类号: C07H21/00 C09K3/00

    CPC分类号: C07H21/02

    摘要: A method and compositions for sulfurizing at least one phosphite or thiophosphite linkage in an oligonucleotide. The methods employ a phenylacetyl disulfide reagent (known as PADS), phenylthioacetic acid (PTAA) in the presence or absence or N-alkyl imidazole in industrially preferred solvents or solvents that are derived from renewable resources. The use of PTAA eliminates the need to “age” the PADS solution prior to its use in sulfurization reactions.

    摘要翻译: 一种在寡核苷酸中硫化至少一种亚磷酸酯或硫代亚磷酸酯键的方法和组合物。 该方法在工业上优选的可再生资源溶剂或溶剂中,在存在或不存在或N-烷基咪唑的情况下使用苯乙酰二硫化物(称为PADS),苯硫基乙酸(PTAA)。 使用PTAA消除了在使用硫化反应之前“PADS”溶液的“老化”的需要。

    Method for polynucleotide synthesis
    7.
    发明授权
    Method for polynucleotide synthesis 失效
    多核苷酸合成方法

    公开(公告)号:US07417139B2

    公开(公告)日:2008-08-26

    申请号:US10652054

    申请日:2003-08-30

    IPC分类号: C07H21/00

    CPC分类号: C07H21/00 Y02P20/55

    摘要: Methods of forming an internucleotide bond are disclosed. Such methods find use in synthesis of polynucleotides. The method involves contacting a functionalized support with a precursor having an exocyclic amine triaryl methyl protecting group under conditions and for a time sufficient to result in internucleotide bond formation. The functionalized support includes a solid support, a triaryl methyl linker group, and a nucleoside moiety having a reactive site hydroxyl, the nucleoside moiety attached to the solid support via the triaryl methyl linker group. In particular embodiments, the precursor has the structure: wherein: O and H represent oxygen and hydrogen, respectively R1 is hydrido, hydroxyl, protected hydroxyl, lower alkyl, modified lower alkyl, or alkoxy, one of R2 or R3 is a hydroxyl protecting group; and the other of R2 or R3 is a reactive group capable of reacting with the reactive site hydroxyl, Base is a heterocyclic base having an exocyclic amine group, and Tram is the exocyclic amine triaryl methyl protecting group.

    摘要翻译: 公开了形成核苷酸间键的方法。 这些方法可用于多核苷酸的合成。 该方法包括使官能化载体与具有环外胺三芳基甲基保护基团的前体在足以导致形成核苷酸键的条件下进行接触。 官能化载体包括固体支持物,三芳基甲基连接基团和具有反应性位点羟基的核苷部分,所述核苷部分通过三芳基甲基连接基团连接到固体支持物上。 在具体实施方案中,前体具有以下结构:其中:O和H分别表示氧和氢,R 1为氢,羟基,保护的羟基,低级烷基,经修饰的低级烷基或烷氧基,R2或R3中的一个为羟基保护基 ; R2或R3中的另一个是能够与反应性位点羟基反应的反应性基团,碱是具有环外胺基的杂环基,Tram是环外胺三芳基甲基保护基。

    Precursors for two-step polynucleotide synthesis
    8.
    发明授权
    Precursors for two-step polynucleotide synthesis 失效
    两步多核苷酸合成的前体

    公开(公告)号:US07427679B2

    公开(公告)日:2008-09-23

    申请号:US10652048

    申请日:2003-08-30

    IPC分类号: C07H19/10 C07H19/20

    CPC分类号: C07H21/00 C07H19/00 Y02P20/55

    摘要: Precursors for use in the synthesis of polynucleotides are disclosed. The precursors include a heterocyclic base having an exocyclic amine group and a substituted or unsubstituted triaryl methyl protecting group bound to the exocyclic amine group. In particular embodiments, the precursor has the structure: wherein: O and H represent oxygen and hydrogen, respectively, R1 is hydrido, hydroxyl, protected hydroxyl, lower alkyl, modified lower alkyl, or alkoxy, one of R2 or R3 is a hydroxyl protecting group; and the other of R2 or R3 is a reactive group capable of reacting with a reactive site hydroxyl, Base is a heterocyclic base having an exocyclic amine group, and Tram is a triaryl methyl group having the structure (V) wherein the broken line represents a bond to the amino nitrogen of the exocyclic amine group, and R4, R5 and R6 are independently selected from unsubstituted or substituted aryl groups, provided that at least one of R4, R5, and R6 is an aryl group other than phenyl and other than substituted phenyl.

    摘要翻译: 公开了用于合成多核苷酸的前体。 前体包括具有环外胺基的杂环碱基和与环外胺基结合的取代或未取代的三芳基甲基保护基。 在具体实施方案中,前体具有以下结构:其中:O和H分别表示氧和氢,R 1是氢,羟基,被保护的羟基,低级烷基,经修饰的低级烷基或烷氧基,R 2或R 3之一是 羟基保护基; R 2或R 3中的另一个为可与反应性位点羟基反应的反应性基团,碱基为具有环外胺基的杂环碱基,Tram为具有结构(V)的三芳基甲基,其中虚线 表示与环外胺基团的氨基氮的键,并且R 4,R 5和R 6独立地选自未取代或取代的芳基,条件是R 4,R 5和R 6中的至少一个是芳基 除苯基以外的基团,而不是取代的苯基。