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    Processes and reagents for oligonucleotide synthesis and purification
    42.
    发明申请
    Processes and reagents for oligonucleotide synthesis and purification 审中-公开
    寡核苷酸合成和纯化的方法和试剂

    公开(公告)号：US20050267300A1

    公开(公告)日：2005-12-01

    申请号：US11099430

    申请日：2005-04-05

    申请人： Muthiah Manoharan ,  Michael Jung ,  Kallanthottathil Rajeev ,  Rajendra Pandey ,  Gang Wang

    发明人： Muthiah Manoharan ,  Michael Jung ,  Kallanthottathil Rajeev ,  Rajendra Pandey ,  Gang Wang

    IPC分类号： C07D285/00 ,  C07D285/01 ,  C07H21/00 ,  C07H21/04

    CPC分类号： C07H21/00 ,  C07H21/04 ,  Y02P20/55

    摘要： The present invention relates to processes and reagents for oligonucleotide synthesis and purification. One aspect of the present invention relates to compounds useful for activating phosphoramidites in oligonucleotide synthesis. Another aspect of the present invention relates to a method of preparing oligonucleotides via the phosphoramidite method using an activator of the invention. Another aspect of the present invention relates to sulfur-transfer agents. In a preferred embodiment, the sulfur-transfer agent is a 3-amino-1,2,4-dithiazolidine-5-one. Another aspect of the present invention relates to a method of preparing a phosphorothioate by treating a phosphite with a sulfur-transfer reagent of the invention. In a preferred embodiment, the sulfur-transfer agent is a 3-amino-1,2,4-dithiazolidine-5-one. Another aspect of the present invention relates to compounds that scavenge acrylonitrile produced during the deprotection of phosphate groups bearing ethylnitrile protecting groups. In a preferred embodiment, the acrylonitrile scavenger is a polymer-bound thiol. Another aspect of the present invention relates to agents used to oxidize a phosphite to a phosphate. In a preferred embodiment, the oxidizing agent is sodium chlorite, chloroamine, or pyridine-N-oxide. Another aspect of the present invention relates to methods of purifying an oligonucleotide by annealing a first single-stranded oligonucleotide and second single-stranded oligonucleotide to form a double-stranded oligonucleotide; and subjecting the double-stranded oligonucleotide to chromatographic purification. In a preferred embodiment, the chromatographic purification is high-performance liquid chromatography.

    摘要翻译： 本发明涉及寡核苷酸合成和纯化的方法和试剂。 本发明的一个方面涉及可用于在寡核苷酸合成中活化亚磷酰胺的化合物。 本发明的另一方面涉及使用本发明的活化剂通过亚磷酰胺方法制备寡核苷酸的方法。 本发明的另一方面涉及硫转移剂。 在优选的实施方案中，硫转移剂是3-氨基-1,2,4-二噻唑烷-5-酮。 本发明的另一方面涉及通过用本发明的硫转移试剂处理亚磷酸酯制备硫代磷酸酯的方法。 在优选的实施方案中，硫转移剂是3-氨基-1,2,4-二噻唑烷-5-酮。 本发明的另一方面涉及清除在带有乙腈基保护基团的磷酸酯基团去保护过程中产生的丙烯腈的化合物。 在优选的实施方案中，丙烯腈清除剂是聚合物结合的硫醇。 本发明的另一方面涉及用于将亚磷酸盐氧化成磷酸盐的试剂。 在优选的实施方案中，氧化剂是亚氯酸钠，氯胺或吡啶-N-氧化物。 本发明的另一方面涉及通过使第一单链寡核苷酸和第二单链寡核苷酸退火以形成双链寡核苷酸来纯化寡核苷酸的方法; 并对双链寡核苷酸进行色谱纯化。 在优选的实施方案中，色谱纯化是高效液相色谱法。

    Derivatized oligonucleotides having improved uptake and other properties
    48.
    发明授权
    Derivatized oligonucleotides having improved uptake and other properties 失效
    具有改善摄取和其他性质的衍生寡核苷酸

    公开(公告)号：US06831166B2

    公开(公告)日：2004-12-14

    申请号：US10073718

    申请日：2002-02-11

    申请人： Muthiah Manoharan ,  Phillip Dan Cook ,  Clarence Frank Bennett

    发明人： Muthiah Manoharan ,  Phillip Dan Cook ,  Clarence Frank Bennett

    IPC分类号： C07H1900

    CPC分类号： C07H21/04 ,  C07J1/00 ,  C12N2710/20022 ,  H04J2203/0042 ,  H04J2203/006

    摘要： Linked nucleosides having at least one functionalized nucleoside that bears a substituent such as a steroid molecule, a reporter molecule, a non-aromatic lipophilic molecule, a reporter enzyme, a peptide, a protein, a water soluble vitamin, a lipid soluble vitamin, an RNA cleaving complex, a metal chelator, a porphyrin, an alkylator, a pyrene, a hybrid photonuclease/intercalator, or an aryl azide photo-crosslinking agent exhibit increased cellular uptake and other properties. The substituent can be attached at the 2′-position of the functionalized nucleoside via a linking group. If at least a portion of the remaining liked nucleosides are 2′-deoxy-2′-fluoro, 2′-O-methoxy, 2′-O-ethoxy, 2′-O-propoxy, 2′-O-aminoalkoxy or 2′-O-allyloxy nucleosides, the substituent can be attached via a linking group at any of the 3′ or the 5′ positions of the nucleoside or on the heterocyclic base of the nucleoside or on the inter-nucleotide linkage linking the nucleoside to an adjacent nucleoside.

    摘要翻译： 具有至少一个具有取代基的官能化核苷的连接核苷，例如类固醇分子，报道分子，非芳族亲脂性分子，报道酶，肽，蛋白质，水溶性维生素，脂溶性维生素， RNA切割复合物，金属螯合剂，卟啉，烷基化剂，芘，混合光子核酸酶/嵌入剂或芳基叠氮化物光交联剂表现出增加的细胞摄取和其它性质。 取代基可以通过连接基团连接在官能化核苷的2'-位上。 如果至少一部分剩余的核苷类为2'-脱氧-2'-氟，则2'-O-甲氧基，2'-O-乙氧基，2'-O-丙氧基，2'-O-氨基烷氧基或2 '-O-烯丙氧基核苷，取代基可以通过连接基团在核苷的3'或5'位置或核苷的杂环碱基上或连接核苷与核苷酸之间的核苷酸间连接 相邻核苷。

    Carbamate-derivatized nucleosides and oligonucleosides
    49.
    发明授权
    Carbamate-derivatized nucleosides and oligonucleosides 失效
    氨基甲酸酯衍生的核苷和寡核苷

    公开(公告)号：US06803198B2

    公开(公告)日：2004-10-12

    申请号：US09934138

    申请日：2001-08-21

    申请人： Phillip Dan Cook ,  Muthiah Manoharan

    发明人： Phillip Dan Cook ,  Muthiah Manoharan

    IPC分类号： C12Q168

    CPC分类号： C07H21/00 ,  C07H19/04 ,  C07H19/06 ,  C07H19/10 ,  C07H19/16 ,  C07H19/20 ,  C07J1/00

    摘要： Nucleosides and oligonucleosides functionalized to include carbamate functionality, and derivatives thereof. In certain embodiments, the compounds of the invention further include steroids, reporter molecules, reporter enzymes, lipophilic molecules, peptides or proteins attached to the nucleosides through the carbamate group.

    摘要翻译： 功能化为包括氨基甲酸酯官能团的核苷和寡核苷酸及其衍生物。 在某些实施方案中，本发明的化合物还包括通过氨基甲酸酯基团连接到核苷上的类固醇，报道分子，报道酶，亲脂性分子，肽或蛋白质。

    2′-O-aminoethyloxyethyl-modified oligonucleotides
    50.
    发明授权
    2′-O-aminoethyloxyethyl-modified oligonucleotides 有权
    2'-O-氨基乙氧基乙基修饰的寡核苷酸

    公开(公告)号：US06673912B1

    公开(公告)日：2004-01-06

    申请号：US10121135

    申请日：2002-04-11

    申请人： Muthiah Manoharan ,  Phillip Dan Cook

    发明人： Muthiah Manoharan ,  Phillip Dan Cook

    IPC分类号： C07H2100

    CPC分类号： C12N15/113 ,  C07H21/00 ,  C12N2310/315 ,  C12N2310/321 ,  C12N2310/3341 ,  C12N2310/341 ,  C12N2310/3527

    摘要： 2′-O-Modified ribosyl nucleosides and modified oligomeric compounds containing such nucleosidic monomers are disclosed. Oligomeric compounds are disclosed that have increased binding affinity as shown by molecular modeling experiments. The 2′-O-modified nucleosides of the invention include ring structures that position the sugar moiety of the nucleosides preferentially in 3′ endo geometries.

    摘要翻译： 公开了2'-O-修饰的核糖基核苷和含有这种核苷单体的改性低聚化合物。 公开了具有增强的结合亲和力的低聚化合物，如分子模拟实验所示。 本发明的2'-O-修饰的核苷包括将核苷的糖部分优先置于3'内部几何形状的环结构。