CAS: 26889-39-4; 2-Amino-2-Deoxyuridine

该化合物是一种尿液核糖的核素类比,其特点是在糖的2个位置上存在一个氨基组,这种改变可影响其生物活动和与核酸的相互作用;该化合物一般被归类为核酸,在各种生化过程中,包括在RNA合成和新陈代谢过程中发挥作用;其结构公式包括一种与尿液基相连的糖糖,氨基质组为其独特特性作出贡献. 2'Amino-D-uridine已经研究过,以研究其在抗病毒疗法和分子生物学中的潜在应用,特别是在与RNA有关的研究中作为研究工具.该化合物的溶性,稳定性和再活性可能因环境条件而异,例如pH和温度.此外,其药理学特征可能包括对细胞过程的影响,使其成为对药用化学和药物开发的兴趣主体.

结构式图片

相似化合物

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2'-azido-2'-deoxyuridine guanosyl-(3',3')-(2'-amino-2'-deoxyuridine) 2'-amino-2'-deoxyadenosine 2'-amino-2'-deoxyinosine 2'-amino-2'-deoxyguanosine 9-(2-amino-2-deoxy-β-D-ribofuranosyl)-2-chlorohypoxanthine

合成工艺路线路线简述

    尿嘧啶核苷置于碳酸二苯酯,四甲基乙二胺,叠氮基三甲基硅烷,水,Lithium Fluoride,三苯基膦体系中,用 甲醇,N,N-二甲基甲酰胺 用作溶剂,化学反应 3.0H,反应生成2'-氨基-D-尿苷
    参考文献:通过呋喃修饰的寡脱氧核苷酸的原位氧化实现前所未有的 C 选择性链间交联
    标题:通过呋喃修饰的寡脱氧核苷酸的原位氧化实现前所未有的 C 选择性链间交联
    摘要:形成链间交联的化学试剂已在癌症治疗中使用了很长时间.它们共价连接两条 Dna 链,从而阻止转录.然而,交联修复酶可以恢复转录过程,导致对某些抗癌药物的耐药性.这些交联修复过程的机制尚未完全揭示.本研究的障碍之一是缺乏足够数量的明确,稳定,交联的双链体来研究交联修复酶的途径.我们的小组开发了一种交联策略,其中呋喃部分被整合到寡脱氧核苷酸 (Odn) 中.这些呋喃修饰的核酸可以在用 N-溴代琥珀酰亚胺选择性呋喃氧化后形成链间交联.我们在此报告了通过酰氨基或脲基接头在尿苷的 2'-位掺入呋喃部分.所得修饰的 Odn 显示出前所未有的选择性,可向与修饰残基相对的胞苷交联,形成一个特定的交联双链体,可以高产率分离.此外,形成的交联双链体的结构可以明确表征.
    Doi:10.1021/ja1048169

    海关参考信息

    专利信息


    专利号:EP-2235177-B1
    优先权日:2008-06-13
    标 题 :Method for enzymatic synthesis of chemically modified rna
    发明人:ROHAYEM JACQUES
    权利人:RIBOXX GMBH
    摘要:The present invention relates to a method for enzymatically synthesizing chemically modified RNA by using RNA-dependent RNA polymerases (RdRp), especially RdRps from viruses of the Caliciviridae family. The method of the present invention is particularly useful for preparing RNA molecules of increased stability especially with respect to RNA degradation, for example for in vivo applications. Further subject matter of the present invention relates to a kit for carrying out the enzymatic synthesis of the chemically modified RNA.

    专利号:US-4849513-A
    优先权日:1983-12-20
    标 题 :Deoxyribonucleoside phosphoramidites in which an aliphatic amino group is attached to the sugar ring and their use for the preparation of oligonucleotides containing aliphatic amino groups
    发明人:SMITH LLOYD M; FUNG STEVEN; KAISER ROBERT J
    权利人:CALIFORNIA INST OF TECHN
    摘要:The invention consists of compounds and methods for the synthesis of oligonucleotides which contain one or more free aliphatic amino groups attached to the sugar moieties of the nucleoside subunits. The synthetic method is versatile and general, permitting amino groups to be selectively placed at any position on oligonucleotides of any composition or length which is attainable by current DNA synthetic methods. Fluorescent dyes or other detectable moieties may be covalently attached to the amino groups to yield the corresponding modified oligonucleotide.

    专利号:US-5118802-A
    优先权日:1983-12-20
    标 题:DNA-reporter conjugates linked via the 2' or 5'-primary amino group of the 5'-terminal nucleoside
    发明人:SMITH LLOYD M; FUNG STEVEN; KAISER JR ROBERT J
    权利人:CALIFORNIA INST OF TECHN
    摘要:The invention consists of compounds and methods for the synthesis of oligonucleotides which contain one or more free aliphatic amino groups attached to the sugar moieties of the nucleoside subunits. The synthetic method is versatile and general, permitting amino groups to be selectively placed at any position on oligonucleotides of any composition or length which is attainable by current DNA synthetic methods. Fluorescent dyes or other detectable moieties may be covalently attached to the amino groups to yield the corresponding modified oligonucleotide.

    专利号:US-5686599-A
    优先权日:1992-05-14
    标 题:Synthesis, deprotection, analysis and purification of RNA and ribozymes
    发明人:TRACZ DANUTA
    权利人:RIBOZYME PHARM INC
    摘要:Method for purification and synthesis of RNA molecules and enzymatic RNA molecules in enzymatically active form.

    专利号:US-6649751-B2
    优先权日:1992-05-14
    标 题:Synthesis, deprotection, analysis and purification of RNA and ribozymes
    发明人:USMAN NASSIM; WINCOTT FRANCINE; SWEEDLER DAVID; BEIGELMAN LEONID; DUDYCZ LECH W; GRIMM SUSAN; DIRENZO ANTHONY; TRACZ DANUTA
    权利人:SIRNA THERAPEUTICS INC
    摘要:Provided is a method for purification and synthesis of RNA molecules that have at least one chemical modification.

    专利号:US-7041817-B2
    优先权日:1992-05-14
    标题:Synthesis, deprotection, analysis and purification of RNA and ribozymes
    发明人:USMAN NASSIM; WINCOTT FRANCINE; SWEEDLER DAVID; BEIGELMAN LEONID; DUDYCZ LECH W; GRIMM SUSAN; DIRENZO ANTHONY; TRACZ DANUTA
    权利人:SIRNA THERAPEUTICS INC
    摘要:Method for purification and synthesis of RNA molecules and enzymatic RNA molecules in enzymatically active form.
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    合成参考文献


    参考文献:10.1016/0006-2952(80)90149-5
    摘要:De Clercq E, Balzarini J, Descamps J, Eckstein F. Antiviral, antimetabolic and antineoplastic activities of 2'- or 3'-amino or -azido-substituted deoxyribonucleosides. Biochem Pharmacol. 1980 Jun 15;29(12):1849–51. doi: 10.1016/0006-2952(80)90149-5.
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