5'-azido-5'-deoxyinosine | 18945-38-5

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 5'-脱氧核糖核苷
• 英文名称: 5'-azido-5'-deoxyinosine
• 英文别名: 5'-Azido-5'-deoxyinosine；9-[(2R,3R,4S,5R)-5-(azidomethyl)-3,4-dihydroxyoxolan-2-yl]-1H-purin-6-one
• CAS: 18945-38-5
• 化学式: C₁₀H₁₁N₇O₄
• 分子量: 293.242
• InChiKey: SJYUUZMKHSVBSZ-KQYNXXCUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  123
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  5'-azido-5'-deoxyinosine 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以92%的产率得到5'-Amino-5'-desoxyinosin
  参考文献：
  名称：

  Solid-phase synthesis of peptide ribonucleic acids (PRNA)

  摘要：

  The range of available peptide ribonucleic acid (PRNA) monomers was fully expanded for the use in solid-phase synthesis of PRNA oligomers, which were designed to reversibly control the recognition and complexation behavior of the complementary DNA/RNA by external factors. A couple of PRNA 12-mers with desired purine-pyrimidine mixed sequences were prepared indeed in high yields by the solid-phase synthesis. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.08.024
• 作为产物：
  描述：

  5'-azido-5'-deoxyadenosine 在 adenylate deaminase 、 二甲基亚砜 作用下， 以 phosphate buffer 为溶剂， 反应 2.5h， 以94%的产率得到5'-azido-5'-deoxyinosine
  参考文献：
  名称：

  腺苷酸脱氨酶（5'-腺苷酸脱氨酶，AMPDA）-催化 5'-脱氧-5'-取代和 5'-保护的腺苷脱氨：与腺苷脱氨酶 (ADA) 催化活性的比较

  摘要：

  腺苷酸脱氨酶 (AMPDA) 能够催化 5'-取代和 5'-保护的 5'-脱氧腺苷的水解脱氨，而腺苷脱氨酶 (ADA) 对相同底物的活性有限或没有活性。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)

  DOI：

  10.1002/ejoc.200300435

文献信息

• Antisense molecules and method of controlling expression of gene function by using the same
  申请人：——

  公开号：US20030162739A1

  公开（公告）日：2003-08-28

  An antisense molecule which acts on both directions of the inhibition and expression of a gene function and is capable of on-off switching of a gene function appropriately depending on the external factors (orientation controlling factors); and a method for reversibly controlling the expression of a gene function by using the antisense molecule. Such an antisense molecule, which has at least one sugar-base moiety consisting of sugar and a purine or pyrimidine base bonded thereto via a glucoside bond, can bind to a mRNA/gene and/or dissociate therefrom under the orientation control of the base moiety in the molecule by the orientation controlling factors.

  一种反义分子，可以作用于基因功能的抑制和表达的两个方向，并且能够根据外部因素（定向控制因子）适当地开关基因功能；以及一种通过使用该反义分子可逆地控制基因功能表达的方法。这样的反义分子至少包含一个由糖和通过葡苷键连接到糖上的嘌呤或嘧啶碱基部分，可以通过分子中碱基部分的定向控制因子的定向控制，结合到mRNA/基因上，和/或从中解离。
• Nucleoside derivatives
  申请人：——

  公开号：US20030208050A1

  公开（公告）日：2003-11-06

  Novel nucleoside derivatives represented by the following general formula (1): 1 wherein X is(are) the same or different and each represents a pyrimidine or purine base or a derivative thereof, Y-and Y′ are the same or different and each represents at least one amino acid or amino acid derivative selected from the group consisting of serine, threonine, ornithine, aspartic acid, glutamic acid, lysine, arginine, cysteine, methionine, &dgr;-hydroxylysine, N-aminoethylglycine, N-aminoethylserine, N-aminoethyllysine, N-aminoethylornithine, N-aminoethylaspartic acid, N-aminoethylglutamic acid, homoglutamic acid, &bgr;-thiocarbonylaspartic acid, &ggr;-thiocarbonylglutamic acid, and &dgr;-thiocarbonylhomoglutamic acid, R 1 represents a hydrogen atom or a hydroxyl group, A represents a single bond or a carbonyl or thiocarbonyl group, 1 is an integer of 0 to 5, and n is an integer of 1 to 100.

  以下是通用公式（1）所代表的新型核苷衍生物： 其中X是相同或不同的，每个代表嘧啶或嘌呤碱基或其衍生物，Y和Y'是相同或不同的，每个代表丝氨酸、苏氨酸、鸟氨酸、天冬氨酸、谷氨酸、赖氨酸、精氨酸、半胱氨酸、蛋氨酸、δ-羟基赖氨酸、N-氨基乙基甘氨酸、N-氨基乙基丝氨酸、N-氨基乙基赖氨酸、N-氨基乙基鸟氨酸、N-氨基乙基天冬氨酸、N-氨基乙基谷氨酸、同谷氨酸、β-硫代羰基天冬氨酸、γ-硫代羰基谷氨酸和δ-硫代羰基同谷氨酸，R1代表氢原子或羟基，A代表单键或羰基或硫代羰基，1是0到5的整数，n是1到100的整数。
• ANTISENSE MOLECULES AND METHOD OF CONTROLLING EXPRESSION OF GENE FUNCTION BY USING THE SAME
  申请人：JAPAN SCIENCE AND TECHNOLOGY CORPORATION

  公开号：EP1295892A1

  公开（公告）日：2003-03-26

  An antisense molecule which acts on both directions of the inhibition and expression of a gene function and is capable of on-off switching of a gene function appropriately depending on the external factors (orientation controlling factors); and a method for reversibly controlling the expression of a gene function by using the antisense molecule. Such an antisense molecule, which has at least one sugar-base moiety consisting of sugar and a purine or pyrimidine base bonded thereto via a glucoside bond, can bind to a mRNA/gene and/or dissociate therefrom under the orientation control of the base moiety in the molecule by the orientation controlling factors.

  一种反义分子，它对基因功能的抑制和表达具有双向作用，并能根据外部因素（定向控制因素）适当地开关基因功能；以及一种利用该反义分子可逆地控制基因功能表达的方法。这种反义分子至少有一个糖基分子，由糖和嘌呤或嘧啶碱基通过葡糖苷键结合而成，在取向控制因子对分子中碱基分子的取向控制下，可与mRNA/基因结合和/或从mRNA/基因中分离出来。
• NUCLEOSIDE DERIVATIVES
  申请人：JAPAN SCIENCE AND TECHNOLOGY CORPORATION

  公开号：EP1295891A1

  公开（公告）日：2003-03-26

  Novel nucleoside derivatives represented by the following general formula (1): wherein X is(are) the same or different and each represents a pyrimidine or purine base or a derivative thereof, Y and Y' are the same or different and each represents at least one amino acid or amino acid derivative selected from the group consisting of serine, threonine, ornithine, aspartic acid, glutamic acid, lysine, arginine, cysteine, methionine, δ-hydroxylysine, N-aminoethylglycine, N-aminoethylserine, N-aminoethyllysine, N-aminoethylornithine, N-aminoethylaspartic acid, N-aminoethylglutamic acid, homoglutamic acid, β-thiocarbonylaspartic acid, γ-thiocarbonylglutamic acid, and δ-thiocarbonylhomoglutamic acid, R1 represents a hydrogen atom or a hydroxyl group, A represents a single bond or a carbonyl or thiocarbonyl group, 1 is an integer of 0 to 5, and n is an integer of 1 to 100.

  由以下通式(1)代表的新型核苷衍生物： N-氨乙基丝氨酸、N-氨乙基赖氨酸、N-氨乙基鸟氨酸、N-氨乙基天冬氨酸、N-氨乙基谷氨酸、同谷氨酸、β-硫代羰基天冬氨酸、γ-硫代羰基谷氨酸、和 δ-硫代羰基高谷氨酸，R1 代表氢原子或羟基，A 代表单键或羰基或硫代羰基，1 是 0 至 5 的整数，n 是 1 至 100 的整数。
• US6872809B2
  申请人：——

  公开号：US6872809B2

  公开（公告）日：2005-03-29