8-fluoro-guanosine

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: 8-fluoro-guanosine
• 英文别名: 2-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-8-fluoro-1H-purin-6-one
• 化学式: C₁₀H₁₂FN₅O₅
• 分子量: 301.234
• InChiKey: GNYDOLMQTIJBOP-UMMCILCDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.5
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  155
• 氢给体数：
  5
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  鸟苷 在 四乙基氢氧化铵 、 fluorine 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以7%的产率得到8-fluoro-guanosine
  参考文献：
  名称：

  Elemental Fluorine to 8-Fluoropurines in One Step

  摘要：

  An efficient regiocontrolled approach to the synthesis of 8-fluoropurines by direct fluorination of purines with dilute elemental fluorine is described. The one-step procedure produced regiospecific substitution of the C(8)-hydrogen of purine derivatives in isolated yields close to 30% with protected purines in CHCl3. Fluorination yields with unprotected purines in EtOH were reduced to less than 10%. The electrophilic fluorination procedure has a broad scope of applicability and permits a ready and easy access to 8-fluoropurine derivatives, for the first time, for evaluation of their biochemical and pharmacological properties.

  DOI：

  10.1021/ja961456c

文献信息

• [EN] BIOACTIVE CONJUGATES FOR OLIGONUCLEOTIDE DELIVERY<br/>[FR] CONJUGUÉS BIOACTIFS POUR L'ADMINISTRATION D'OLIGONUCLÉOTIDES
  申请人：UNIV MASSACHUSETTS

  公开号：WO2017030973A1

  公开（公告）日：2017-02-23

  Provided herein are self-delivering oligonucleotides that are characterized by efficient RISC entry, minimum immune response and off-target effects, efficient cellular uptake without formulation, and efficient and specific tissue distribution.

  本文提供的自递送寡核苷酸具有高效的RISC进入、最小的免疫反应和非靶效应、无需配方的高效细胞摄取，以及高效和特异的组织分布。
• BRANCHED LIPID CONJUGATES OF siRNA FOR SPECIFIC TISSUE DELIVERY
  申请人：UNIVERSITY OF MASSACHUSETTS

  公开号：US20210108200A1

  公开（公告）日：2021-04-15

  This disclosure relates to an siRNA-lipid conjugate of formula Y-L-(H) n . Y is an siRNA molecule, L is a linker covalently bonded to Y and H, each H is independently a hydrophobic chain comprising 5 to 50 carbon atoms, n is 1, 2, or 3, and linker L is bonded to the 3′ end of the sense strand of the siRNA.

  这项披露涉及到一个公式为Y-L-(H)n的siRNA-脂质共轭物。其中，Y是一个siRNA分子，L是与Y和H共价结合的连接物，每个H都是独立的由5到50个碳原子组成的疏水链，n为1、2或3，连接物L与siRNA的sense链的3'端结合。
• [EN] ANTI-ADAM33 OLIGONUCLEOTIDES AND RELATED METHODS<br/>[FR] OLIGONUCLÉOTIDES ANTI-ADAM33 ET PROCÉDÉS ASSOCIÉS
  申请人：UNIV MASSACHUSETTS

  公开号：WO2018226788A1

  公开（公告）日：2018-12-13

  The present disclosure provides antisense compounds, methods, and compositions for silencing ADAM33 mRNA. The present disclosure provides antisense compounds, methods, and compositions for the treatment, prevention, or amelioration of diseases, disorders, and conditions associated with ADAM33 in a subject in need thereof. Also contemplated are antisense compounds and methods for the preparation of a medicament for the treatment, prevention, or amelioration of a disease, disorder, or condition associated with ADAM33.

  本公开提供反义物质，方法和组合物，用于沉默ADAM33 mRNA。本公开提供反义物质，方法和组合物，用于治疗、预防或改善与ADAM33有关的疾病、障碍和病况的患者。还考虑了反义物质和方法，用于制备用于治疗、预防或改善与ADAM33有关的疾病、障碍或病况的药物。
• [EN] HYBRIDIZED POLY(AMIDOAMINE)-AMINO ACID DENDRIMERS<br/>[FR] DENDRIMÈRES POLY(AMIDOAMINE)-ACIDES AMINÉS HYBRIDÉS
  申请人：UNIV NORTH CAROLINA STATE

  公开号：WO2021046307A1

  公开（公告）日：2021-03-11

  Disclosed herein are hybrid poly(amidoamine)-amino acid dendrimers, their methods of manufacture, and uses thereof. In accordance with the purposes of the disclosed materials and methods, as embodied and broadly described herein, the disclosed subject matter, in one aspect, relates to dendrimer compounds, methods for their manufacture, and uses thereof. More specifically, the subject matter disclosed herein relates to hybridized poly(amidoamine)-amino acid dendrimer compounds of Formula I as described herein, their methods of manufacture, and uses thereof.

  本文揭示了混合聚酰胺胺-氨基酸树状分子、它们的制造方法和用途。根据本文所体现和广泛描述的所揭示材料和方法的目的，本文所揭示的主题在一个方面涉及树状分子化合物、它们的制造方法和用途。更具体地，本文所揭示的主题涉及到公式I所描述的混合聚酰胺胺-氨基酸树状分子化合物、它们的制造方法和用途。
• NOVEL ANTISENSE OLIGONUCLEOTIDE DERIVATIVES AGAINST HEPATITIS C VIRUS
  申请人：Imanishi, Takeshi

  公开号：EP1437408A1

  公开（公告）日：2004-07-14

  An antisense oligonucleotide derivative against HCV is provided which contains one or more nucleotide analogue units having a modified sugar portion and represented by the following general formula where B denotes a pyrimidine or purine nucleic acid base or an analogue thereof. The derivative of the present invention is an antisense against hepatitis C virus (HCV) gene, binds to HCV-RNA with high affinity within cells, can control and inhibit the expression of its gene with high efficiency, and shows high resistance to nucleases. The BNA antisense oligonucleotide of the present invention is also effective in an antisense method targeting HCV, no matter what secondary structures, such as loops or stems, in a target RNA nucleic acid are.

  本发明提供了一种抗 HCV 的反义寡核苷酸衍生物，它含有一个或多个核苷酸类似物单元，其糖部分经过修饰，并由下式通式表示 其中 B 表示嘧啶或嘌呤核酸碱基或其类似物。 本发明的衍生物是一种抗丙型肝炎病毒（HCV）基因的反义寡核苷酸，能在细胞内与 HCV-RNA 高亲和力地结合，能高效地控制和抑制其基因的表达，并对核酸酶有很强的抗性。 本发明的 BNA 反义寡核苷酸在针对 HCV 的反义方法中也是有效的，无论靶 RNA 核酸中的二级结构（如环或茎）是什么。