Phosphoric acid 6-amino-hexyl ester (2R,3S,4R,5R)-5-(2-amino-6-oxo-1,6-dihydro-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl ester | 291770-43-9

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷酸
• 英文名称: Phosphoric acid 6-amino-hexyl ester (2R,3S,4R,5R)-5-(2-amino-6-oxo-1,6-dihydro-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl ester
• 英文别名: NT6Fgf3flz；6-aminohexyl [(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl hydrogen phosphate
• CAS: 291770-43-9
• 化学式: C₁₆H₂₇N₆O₈P
• 分子量: 462.4
• InChiKey: HPKOKGUMVPKRAR-SDBHATRESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5.6
• 重原子数：
  31
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  217
• 氢给体数：
  6
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  Phosphoric acid 6-amino-hexyl ester (2R,3S,4R,5R)-5-(2-amino-6-oxo-1,6-dihydro-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl ester 、 sodium 1-({3-[(2-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamido}ethyl)disulfanyl]propanoyl}oxy)-2,5-dioxopyrrolidine-3-sulfonate 在 potassium dihydrogenphosphate 作用下， 以50%的产率得到Phosphoric acid (2R,3S,4R,5R)-5-(2-amino-6-oxo-1,6-dihydro-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl ester 6-(3-{2-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-ethyldisulfanyl}-propionylamino)-hexyl ester
  参考文献：
  名称：

  Synthesis, incorporation efficiency, and stability of disulfide bridged functional groups at RNA 5′-ends

  摘要：

  Modified guanosine monophosphates have been employed to introduce various functional groups onto RNA 5'-ends. Applications of modified RNA 5'-ends include the generation of functionalized RNA libraries for in vitro selection of catalytic RNAs, the attachment of photoaffinity-tags for mapping RNA-protein interactions or active sites in catalytic RNAs, or the nonradioactive labeling of RNA molecules with fluorescent groups. While in these and in similar applications a stable linkage is desired, in selection experiments for generating novel catalytic RNAs it is often advantageous that a functional group is introduced reversibly. Here we give a quantitative comparison of the different strategies that can be applied to reversibly attach functional groups via disulfide bonds to RNA 5'-ends. We report the preparation of functional groups with disulfide linkages, their incorporation efficiency into an RNA library, and their stability under various conditions. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00080-8
• 作为产物：
  描述：

  2'-O, 3'-O, N²-triisobutyrylguanosine 、 2-cyanoethyl 6-<(4-monomethoxytrityl)amino>hexyl N,N-diisopropylphosphoramidite 以24%的产率得到Phosphoric acid 6-amino-hexyl ester (2R,3S,4R,5R)-5-(2-amino-6-oxo-1,6-dihydro-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl ester
  参考文献：
  名称：

  Synthesis, incorporation efficiency, and stability of disulfide bridged functional groups at RNA 5′-ends

  摘要：

  Modified guanosine monophosphates have been employed to introduce various functional groups onto RNA 5'-ends. Applications of modified RNA 5'-ends include the generation of functionalized RNA libraries for in vitro selection of catalytic RNAs, the attachment of photoaffinity-tags for mapping RNA-protein interactions or active sites in catalytic RNAs, or the nonradioactive labeling of RNA molecules with fluorescent groups. While in these and in similar applications a stable linkage is desired, in selection experiments for generating novel catalytic RNAs it is often advantageous that a functional group is introduced reversibly. Here we give a quantitative comparison of the different strategies that can be applied to reversibly attach functional groups via disulfide bonds to RNA 5'-ends. We report the preparation of functional groups with disulfide linkages, their incorporation efficiency into an RNA library, and their stability under various conditions. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00080-8

文献信息

• Circular polynucleotides
  申请人：ModernaTX, Inc.

  公开号：US10407683B2

  公开（公告）日：2019-09-10

  The invention relates to compositions and methods for the preparation, manufacture and therapeutic use of circular polynucleotides.

  本发明涉及环状多核苷酸的制备、生产和治疗用组合物和方法。
• NUCLEIC ACID LIGANDS OF TISSUE TARGET
  申请人：NeXstar Pharmaceuticals, Inc.

  公开号：EP1032708A1

  公开（公告）日：2000-09-06
• EP1032708A4
  申请人：——

  公开号：EP1032708A4

  公开（公告）日：2004-09-15
• CIRCULAR POLYNUCLEOTIDES
  申请人：Moderna Therapeutics, Inc.

  公开号：EP3169335A2

  公开（公告）日：2017-05-24
• US6127119A
  申请人：——

  公开号：US6127119A

  公开（公告）日：2000-10-03