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3'-脱氧胞苷 5'-三磷酸酯 | 69383-05-7

中文名称
3'-脱氧胞苷 5'-三磷酸酯
中文别名
3'-脱氧胞苷5'-三磷酸酯
英文名称
3'-dCTP
英文别名
3'-Deoxy-cytidine-5'-triphosphate;[[(2S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-4-hydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
3'-脱氧胞苷 5'-三磷酸酯化学式
CAS
69383-05-7
化学式
C9H16N3O13P3
mdl
——
分子量
467.16
InChiKey
CHKFLBOLYREYDO-SHYZEUOFSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    -5.6
  • 重原子数:
    28
  • 可旋转键数:
    8
  • 环数:
    2.0
  • sp3杂化的碳原子比例:
    0.56
  • 拓扑面积:
    248
  • 氢给体数:
    6
  • 氢受体数:
    13

SDS

SDS:02ec0ab7471f1475d9a1eea3f2db694b
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上下游信息

  • 上游原料
    中文名称 英文名称 CAS号 化学式 分子量

反应信息

  • 作为产物:
    描述:
    参考文献:
    名称:
    Synthetic nucleosides and nucleotides. XIX. Synthesis of 3'-deoxycytidine 5'-triphosphate and related 3'-deoxyribonucleotides from cordycepin.
    摘要:
    嘧啶 3'-脱氧核苷 5'-三磷酸,即虫草素 5'-三磷酸的嘧啶对应物,(1) 是由虫草素方便地合成的,作为潜在的脱氧核糖核酸 (DNA) 依赖性核糖核酸 (RNA) 聚合酶抑制剂。为了合成 3'-脱氧胞苷,将 1 对氯苯甲酰化,然后进行乙酰解,得到 1-O-乙酰基-2, 5-二-O-对氯苯甲酰基-3-脱氧-D-呋喃核糖 (3) 的异头混合物。屈服。 2, 4-双-三甲基甲硅烷基-N4-酰基胞嘧啶 (4a, b) 与 3 在氯化锡存在下缩合,以优异的收率得到完全酰化的 3'-脱氧胞苷 (5)。除去保护基团得到 3'-脱氧胞苷 (6),其磷酸化后得到 3'-脱氧胞苷 5'-单磷酸 (7),这是本研究中的关键中间体。用亚硝酸将 7 脱氨,得到 3'-脱氧胞苷-5'-单磷酸 (8)。另外,2, 4-双-三甲基甲硅烷氧基-5-甲基-或乙基嘧啶(4c, d)以类似的方式与3偶联,得到完全酰化的5-甲基-(5c)或5-乙基-3'-脱氧尿苷( 5d)。通过咪唑磷酸酯法将5'-单磷酸转化为相应的5'-三磷酸。
    DOI:
    10.1248/cpb.30.2223
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文献信息

  • Synthetic Nucleosides and Nucleotides. XXXV. Synthesis and Biological Evaluations of 5-Fluoropyrimidine Nucleosides and Nucleotides of 3-Deoxy-.BETA.-D-ribofuranose and Related Compounds.
    作者:Mineo SANEYOSHI、Mizue KOHSAKA-ICHIKAWA、Akiko YAHATA、Shigeru KIMURA、Shunji IZUTA、Toyofumi YAMAGUCHI
    DOI:10.1248/cpb.43.2005
    日期:——
    further phosphorylated to the 5'-triphosphates by the phosphoroimidazolidate method. The nucleosides (5a-d) were examined for growth-inhibitory effects on mouse leukemic L5178Y cells, and their IC50 values (microgram/ml) were 1.8, 33, 6.5, and 18, respectively. On the other hand, the antiviral activities of these compounds on a rhabdovirus, infectious hematopoietic necrosis virus (IHNV), were moderate (IC50
    衍生自抗生素虫草素的1-O-乙酰基-2,5-二-Op-氯苯甲酰基-3-脱氧-D-呋喃核糖(1)与N4-丙酰胞嘧啶N4-p的三甲基甲硅烷基化衍生物(2a-c)偶联在三甲基甲硅烷三氟甲磺酸酯(TMS-三氟甲磺酸酯)存在下,将甲苯基-5-胞嘧啶和5-尿嘧啶生成完全酰化的核苷(分别为3a-b和3d)。通过用处理选择性除去3a的N4-丙酰基,得到2′,5′-二-Op-氯苯甲酰基-3′-脱氧胞苷(4)。在三氟乙酸中用亚硝酸钠对4进行脱基反应,得到2',5'-二-Op-氯苯甲酰尿苷(3c),收率很高。将化合物3a-d皂化,得到游离的3'-脱氧胞苷(5a),5--3'-脱氧胞苷(5b),3'-脱氧尿苷(5c)和5--3'-脱氧尿苷(5d),分别。这3' 然后将-脱氧核糖核苷(5a-d)转化为相应的5'-单磷酸酯,并通过咪唑酸酯方法将其进一步磷酸化为5'-三磷酸酯。检查了核苷(5a-d
  • Method for the treatment or prevention of flavivirus infections using nucleoside analogues
    申请人:——
    公开号:US20020019363A1
    公开(公告)日:2002-02-14
    The present invention relates to a method for the treatment or prevention of Flavivirus infections using nucleoside analogues in a host comprising administering a therapeutically effective amount of a compound having the formula I or a pharmaceutically acceptable salt thereof.
    本发明涉及一种使用核苷类似物在宿主体内治疗或预防黄病毒感染的方法,包括给予具有公式I或其药学上可接受的盐的治疗有效量的化合物。
  • COMPOUNDS HAVING ENERGY TRANSFER FUNCTION AND METHOD FOR DNA BASE SEQUENCING BY USING THE SAME
    申请人:THE INSTITUTE OF PHYSICAL & CHEMICAL RESEARCH
    公开号:EP0967219A1
    公开(公告)日:1999-12-29
    Disclosed are compounds having two kinds of reporters that can be a donor and an acceptor for energy transfer, for example, fluorescent groups, and having a 2',3'-dideoxyribonucleotide residue or a 3'-deoxyribonucleotide residue. These compounds can be used as terminators for the chain terminator method. The two kinds of reporters are arranged with a distance sufficient for causing energy transfer from the donor to the acceptor. Also disclosed are methods for determining DNA sequences based on the chain terminator method wherein the chain termination reaction is performed by using the above terminators. Also disclosed are compounds having two kinds of reporters that can be a donor and an acceptor for energy transfer, which can be used as a primer or an initiator in methods for determining DNA sequences utilizing the chain terminator method, and methods for determining DNA sequences utilizing the compounds.
    所公开的化合物具有两种可作为能量转移供体和受体的报告体,例如荧光基团,并具有 2',3'-二脱氧核糖核苷酸残基或 3'-脱氧核糖核苷酸残基。这些化合物可用作链终止器方法的终止剂。这两种报告基因的排列距离足以使能量从供体转移到受体。还公开了基于链终止器法确定 DNA 序列的方法,其中链终止反应是通过使用上述终止子进行的。还公开了具有两种报告基因的化合物,它们可以是能量转移的供体和受体,在利用链终止器法确定DNA序列的方法中可用作引物或引发剂,以及利用这些化合物确定DNA序列的方法。
  • METHOD OF DNA SEQUENCING
    申请人:THE INSTITUTE OF PHYSICAL & CHEMICAL RESEARCH
    公开号:EP0978569A1
    公开(公告)日:2000-02-09
    A method of DNA sequencing comprising reacting a ribonucleoside 5'-triphosphate with a 3'dNTP derivative in the presence of a mutated RNA polymerase modified so as to enhance the ability to take up the 3'dNTP derivative and a DNA fragment containing a promoter sequence for the RNA polymerase, separating the nucleic acid transcription product thus obtained, and reading the sequence of the nucleic acid from the fraction thus separated. By using this method, a long-chain transcription product can be formed and more accurate sequence data with little change in the signals from labeled deoxyribonucleotides can be obtained.
    一种 DNA 测序方法,包括在经过修饰以提高吸收 3'dNTP 衍生物能力的突变 RNA 聚合酶和含有 RNA 聚合酶启动子序列的 DNA 片段存在的情况下,使核糖核苷 5'- 三磷酸酯与 3'dNTP 衍生物反应,分离由此获得的核酸转录产物,并从由此分离的部分读取核酸序列。使用这种方法可以形成长链转录产物,获得更准确的序列数据,而标记脱氧核苷酸的信号变化很小。
  • 3'-DEOXYRIBONUCLEOTIDE DERIVATIVES
    申请人:THE INSTITUTE OF PHYSICAL & CHEMICAL RESEARCH
    公开号:EP1046648A1
    公开(公告)日:2000-10-25
    3'-Deoxyribonucleotide derivatives represented by the following general formula [I]: Q-V-(CH2)n-NR-R wherein Q represents a 3'-deoxyribonucleotide residue; n is an integer of 4 or more; V represents -C≡C- or -CH=CH-; and R represents a fluorescent group. Because of having been improved in the uptake efficiency by RNA polymerases, these derivatives are useful as terminators in DNA base sequencing methods with the use of RNA polymerases.
    由以下通式[I]代表的 3'-脱氧核苷酸衍生物:Q-V-(CH2)n-NR-R 其中 Q 代表 3'-脱氧核苷酸残基;n 是 4 或更多的整数;V 代表 -C≡C- 或 -CH=CH-;R 代表荧光基团。由于提高了 RNA 聚合酶的吸收效率,这些衍生物在使用 RNA 聚合酶的 DNA 碱基测序方法中可用作终止子。
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