2-(6-(dodecylamino)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol | 111863-55-9

• 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: 2-(6-(dodecylamino)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
• 英文别名: N-dodecyl-Adenosine；(2R,3R,4S,5R)-2-[6-(dodecylamino)purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol
• CAS: 111863-55-9
• 化学式: C₂₂H₃₇N₅O₄
• 分子量: 435.567
• InChiKey: UTMMLQJFIVGTOW-WGQQHEPDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  31
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  126
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-(6-(dodecylamino)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol 在 三氯氧磷 作用下， 生成 Phosphoric acid mono-[(2R,3S,4R,5R)-5-(6-dodecylamino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl] ester
  参考文献：
  名称：

  Kotrokois, C.; Granet, R.; Piekarski, S., Journal de Chimie Physique et de Physico-Chimie Biologique, 1988, vol. 85, # 3, p. 399 - 404

  摘要：

  DOI：
• 作为产物：
  描述：

  6-氯嘌呤 在 2.) hydrolysis 作用下， 生成 2-(6-(dodecylamino)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
  参考文献：
  名称：

  Kotrokois, C.; Granet, R.; Piekarski, S., Journal de Chimie Physique et de Physico-Chimie Biologique, 1988, vol. 85, # 3, p. 399 - 404

  摘要：

  DOI：

文献信息

• Carbodiimide‐Driven Dimerization and Self‐Assembly of Artificial, Ribose‐Based Amphiphiles
  作者：Jing Sun、Julian Vogel、Lisa Chen、A. Lennart Schleper、Tim Bergner、Alexander J. C. Kuehne、Max Delius

  DOI：10.1002/chem.202104116

  日期：2022.3

  AbstractThe aqueous self‐assembly of amphiphiles into aggregates such as micelles and vesicles has been widely investigated over the past decades with applications ranging from materials science to drug delivery. The combination of characteristic properties of nucleic acids and amphiphiles is of substantial interest to mimic biological self‐organization and compartmentalization. Herein, we present ribose‐ and ribonucleotide‐based amphiphiles and investigate their self‐assembly as well as their fundamental reactivity. We found that various types of aggregates are formed, ranging in size from nanometers to micrometers and all amphiphiles exhibit aggregation‐induced emission (AIE) in solution as well as in the solid state. We also observed that the addition of 1‐ethyl‐3‐(3‐dimethylaminopropyl)carbodiimide (EDC) leads to rapid and selective dimerization of the amphiphiles into pyrophosphates, which decreases the critical aggregation concentration (CAC) by a factor of 25 when compared to the monomers. Since the propensity for amphiphile dimerization is correlated with their tendency to self‐assemble, our results may be relevant for the formation of rudimentary compartments under prebiotic conditions.
• ADENOSINE KINASE INHIBITORS COMPRISING LYXOFURANOSYL DERIVATIVES
  申请人：GENSIA, INC.

  公开号：EP0684953A1

  公开（公告）日：1995-12-06
• EP0684953A4
  申请人：——

  公开号：EP0684953A4

  公开（公告）日：1999-12-22
• [EN] ADENOSINE KINASE INHIBITORS COMPRISING LYXOFURANOSYL DERIVATIVES<br/>[FR] INHIBITEURS D'ADENOSINE-KINASE COMPRENANT DES DERIVES DE LYXOFURANOSYLE
  申请人：GENSIA, INC.

  公开号：WO1994018215A1

  公开（公告）日：1994-08-18

  (EN) Novel lyxose derivatives which selectively inhibit adenosine kinase and methods of preparing these compounds are provided. These compounds are useful in treating certain conditions in vivo which may be ameliorated by increased local concentrations of adenosine. The figure depicts levels of acadesine and ZMP in heart tissue after intravenous administration of compound 'A' of the instant invention.(FR) Nouveaux dérivés de lyxose inhibant sélectivement l'adénosine-kinase, et procédés de préparation de ces composés. Ceux-ci peuvent être utilisés pour le traitement in vivo de certains états pouvant être soignés par des concentrations locales accrues d'adénosine. La figure illustre les niveaux d'acadésine et de ZMP dans les tissus cardiaques après l'administration intraveineuse du composé 'A' de la présente invention.