5'-O-formyladenosine | 205189-75-9

• 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: 5'-O-formyladenosine
• 英文别名: [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl formate
• CAS: 205189-75-9
• 化学式: C₁₁H₁₃N₅O₅
• 分子量: 295.255
• InChiKey: DZKSMXWWERZQLU-IOSLPCCCSA-N

物化性质

• 沸点：
  657.7±65.0 °C(Predicted)
• 密度：
  1.95±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  146
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  5'-O-formyladenosine 在 palladium on activated charcoal 吡啶 、 ammonium hydroxide 、 Dowex anion-exchange resin 、 氢气 、 potassium hydrogencarbonate 作用下， 以 甲醇 、 水 、 异丙醇 为溶剂， 反应 34.5h， 生成 2',3'-双脱氧腺苷
  参考文献：
  名称：

  Antonov; Konstantinova; Miroshnikov, Nucleosides and Nucleotides, 1998, vol. 17, # 1-3, p. 153 - 159

  摘要：

  DOI：
• 作为产物：
  描述：

  甲酸 、 腺苷 反应 40.0h， 以92%的产率得到5'-O-formyladenosine
  参考文献：
  名称：

  Kryukov; Antonov; Miroshnikov, Russian Journal of Bioorganic Chemistry, 1997, vol. 23, # 11, p. 803 - 805

  摘要：

  DOI：

文献信息

• Combinatorial derivatives of RNA oligonucleotides
  申请人：Farber Boris

  公开号：US11053608B2

  公开（公告）日：2021-07-06

  Field of application: This invention relates to the chemistry of nucleotides and allows to synthesize new combinatorial libraries of supramolecular oligonucleotides for use in medical fields, cosmetology and pharmaceutical industry. This invention also can be applied for the creation of means used in the body rejuvenation, treating human diseases such as cancer, trophic ulcers, creating new herbicides and pesticides. The essence of the invention Combinatorial derivatives of RNA oligonucleotides, wherein for their production, covalent modification of the initial RNA oligonucleotides is carried out by simultaneous combinatorial carboxylation and formylation of the exocyclic amino groups of adenine, guanine, cytosine and the ribose alcohol residue in the reaction with the maximum number of different synthesis derivatives, and as a result of synthesis, a combinatorial mixture of derivatives of each oligonucleotide is formed and then use the resulting combinatorial mixture as a whole without fragmentation to create biologically active compositions.

  应用领域：本发明涉及核苷酸化学，可以合成新的超分子寡核苷酸组合库，用于医疗、美容和制药领域。本发明还可用于创造人体年轻化的手段，治疗癌症、营养性溃疡等人类疾病，创造新的除草剂和杀虫剂。 本发明的实质是 RNA 寡核苷酸的组合衍生物，在生产过程中，通过同时对腺嘌呤、鸟嘌呤、胞嘧啶和核糖的外环氨基进行组合羧化和甲酰化，对初始 RNA 寡核苷酸进行共价修饰、胞嘧啶和核糖醇残基的外环氨基进行最大数量的合成衍生物反应，合成的结果是形成每种寡核苷酸衍生物的组合混合物，然后将得到的组合混合物作为一个整体使用，而不产生碎片，从而产生具有生物活性的组合物。
• BACKBONE MODIFIED OLIGONUCLEOTIDE ANALOGS AND SOLID PHASE SYNTHESIS THEREOF
  申请人：ISIS PHARMACEUTICALS, INC.

  公开号：EP0737201A1

  公开（公告）日：1996-10-16
• EP0737201A4
  申请人：——

  公开号：EP0737201A4

  公开（公告）日：1998-12-30
• COMBINATORIAL DERIVATIVES OF RNA OLIGONUCLEOTIDES
  申请人：Farber Boris

  公开号：US20210071317A1

  公开（公告）日：2021-03-11

  Field of application: This invention relates to the chemistry of nucleotides and allows to synthesize new combinatorial libraries of supramolecular oligonucleotides for use in medical fields, cosmetology and pharmaceutical industry. This invention also can be applied for the creation of means used in the body rejuvenation, treating human diseases such as cancer, trophic ulcers, creating new herbicides and pesticides. The essence of the invention Combinatorial derivatives of RNA oligonucleotides, wherein for their production, covalent modification of the initial RNA oligonucleotides is carried out by simultaneous combinatorial carboxylation and formylation of the exocyclic amino groups of adenine, guanine, cytosine and the ribose alcohol residue in the reaction with the maximum number of different synthesis derivatives, and as a result of synthesis, a combinatorial mixture of derivatives of each oligonucleotide is formed and then use the resulting combinatorial mixture as a whole without fragmentation to create biologically active compositions.
• [EN] BACKBONE MODIFIED OLIGONUCLEOTIDE ANALOGS AND SOLID PHASE SYNTHESIS THEREOF<br/>[FR] ANALOGUES D'OLIGONUCLEOTIDES A SQUELETTE MODIFIE ET SYNTHESE EN PHASE SOLIDE CORRESPONDANTE
  申请人：ISIS PHARMACEUTICALS, INC.

  公开号：WO1995018136A1

  公开（公告）日：1995-07-06

  (EN) Compounds and methods for preparing oligonucleotide analogs are provided. In preferred embodiments, the methods involve solid-phase coupling of synthons bearing either 3'-electrophilic groups and 5'-nucleophilic groups or 5'-electrophilic groups and 3'-nucleophilic groups to form neutral, achiral oligomers.(FR) La présente invention concerne des composés et des procédés de préparation d'analogues d'oligonucléotides. Dans des réalisations préférées, les procédés impliquent le couplage en phase solide de synthons portant des groupes 3'-électrophiles et des groupes 5'-nucléophiles ou des groupes 5'-électrophiles et des groupes 3'-nucléophiles de sorte à former des oligomères achiraux neutres.