CAS: 26889-42-9; 2'-Amino-2'-Deoxycytidine

该化合物是一种经修改的核循环物模拟,用氨基体组取代2'hydroxyl的脱氧环乙胺组,这种结构改变加强了其在核酸研究中的效用,特别是在研究寡核糖核酸相互作用和稳定性方面;2'位置的氨基替代能够影响基底擦拭特性,并产生抗酶降解的抗药性,使其对探查RNA和DNA结构功能关系很有价值;此外,它作为用于治疗和诊断应用的经修改的寡核糖核酸化合物合成的关键中间体;其明确界定的化学特性和与标准磷米基化学的兼容性进一步强调了其在分子生物学和医学化学中的关联性.

结构式图片

相似化合物

26889-39-4 951-77-9 4449-40-5

上下游产品

2'-叠氮基-2'-脱氧胞苷 2'-Azido-2'-Deoxycytidine 51034-68-5

合成工艺路线路线简述

    📜2'-叠氮基-2'-脱氧胞苷 反应生成2'-氨基-2'-脱氧胞苷
    参考文献:Kikugava,Kiemi;Itino,Gehnsin;Nakamura,Norio
    标题:Kikugava,Kiemi;Itino,Gehnsin;Nakamura,Norio

    海关参考信息

    专利信息


    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-2007065922-A1
    优先权日:2005-09-21
    标题 :Biocatalytic synthesis of aminodeoxy purine N9-beta-D-nucleosides containing 3-amino-3-deoxy-beta-D-ribofuranose, 3-amino-2,3-dideoxy-beta-D-ribofuranose, and 2-amino-2-deoxy-beta-D-ribofuranose as sugar moieties
    发明人:BARAI VLADIMIR N; EROSHEVSKAYA LUDMILLA A; MIKHAILOPULO IGOR A; AZHAYEV ALEX V; LAPINJOKI SEPPO P
    权利人:METKINEN OY
    摘要:Purine N 9 -β-D-nucleosides containing 3-amino-3-deoxy-β-D-ribofaranose, 3-amino-2,3-dideoxy-β-D-ribofuranose, and 2-amino-2-deoxy-β-D-ribofuranose as sugar moieties are synthesized by biocatalytic transglycosylation of purine bases and the respective 3′-amino-3′-deoxyuridine, 3′-amino-3′-deoxythymidine and 2′-amino-2′-deoxyuridine as donors of the carbohydrate moiety, and the cells of Escherichia coli as a biocatalyst or glutaraldehyde (GA) treated cells of Escherichia coli as a biocatalyst or a mixture of thymidine (uridine) phosphorylase and purine nucleoside phosphorylase.

    专利号:US-5118800-A
    优先权日:1983-12-20
    标 题 :Oligonucleotides possessing a primary amino group in the terminal nucleotide
    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-5015733-A
    优先权日:1983-12-20
    标题 :Nucleosides possessing blocked aliphatic amino groups
    发明人:SMITH LLOYD M; FUND 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 moieites may be covalently attached to the amino groups to yield the corresponding modified oligonucleotide.

    专利号:US-2005059817-A1
    优先权日:2000-09-01
    标题 :Methods for synthesizing nucleosides, nucleoside derivatives and non-nucleoside derivatives
    发明人:BEIGELMAN LEONID; KARPEISKY ALEXANDER; SEREBRYANY VLADMIR; HAEBERLI PETER; SWEEDLER DAVID
    权利人:SIRNA THERAPEUTICS INC
    摘要:The present invention provides methods for the chemical synthesis of nucleosides and derivatives thereof, including 2′-amino, 2′-N-phthaloyl, 2′-O-methyl, 2′-0-silyl, 2′-O-triisopropylsilyloxymethyl, 2′-OH nucleosides, C-nucleosides, nucleoside phosphoramidites, C-nucleoside phosphoramidites, and non-nucleoside derivatives.

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    ✅ COA系统入驻 | 共享模式

    主要参考文献

    [参考文献]: Robak T, Robak P. Purine Nucleoside Analogs In The Treatment Of Rarer Chronic Lymphoid Leukemias. Curr Pharm Des. 2012;18(23):3373-88.

    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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