O6-苯基-2'-脱氧肌苷 | 114485-36-8

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 中文名称: O6-苯基-2'-脱氧肌苷
• 英文名称: 6-(2-deoxy-β-D-erythro-pentofuranosyl)-6-phenoxypurine
• 英文别名: O⁶-phenyl-2'-deoxyinosine；o6-Phenyl-2'-deoxyinosine；(2R,3S,5R)-2-(hydroxymethyl)-5-(6-phenoxypurin-9-yl)oxolan-3-ol
• CAS: 114485-36-8
• 化学式: C₁₆H₁₆N₄O₄
• 分子量: 328.327
• InChiKey: VEPXNPNNUCUROO-YNEHKIRRSA-N

物化性质

• 沸点：
  612.5±65.0 °C(Predicted)
• 密度：
  1.57±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  103
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  O6-苯基-2'-脱氧肌苷 在 三氟乙酸 作用下， 生成 卡培他滨杂质25
  参考文献：
  名称：

  核碱基和糖部分的保护基对2个脱氧腺苷糖苷酸性的水解作用

  摘要：

  在不同浓度的氧鎓离子下，测量了几种6-取代的2个脱氧腺苷的水解速率常数，以评估各种6-和糖保护基在核酸合成中遇到的脱嘌呤反应中的作用。通过在不存在和存在三氟乙酸的情况下在DMSO- 6中记录15 N NMR光谱来确定质子化的位点。6-酰基-2脱氧腺苷的单阳离子的异常不稳定性是由优选的7个质子化引起的。

  DOI：

  10.1016/s0040-4020(01)90322-9
• 作为产物：
  描述：

  6-chloropurine-2'-deoxyriboside 、 苯酚 在 三乙胺 、 三甲胺 作用下， 以 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 O6-苯基-2'-脱氧肌苷
  参考文献：
  名称：

  A Rapid, High-Yield Method for 5′-Hydroxyl Protection in Very Reactive and Amino Group Modified Nucleosides Using Dimethoxytrityl Tetrafluoroborate

  摘要：

  The conventional method for 4,4'-dimethoxytrityl (DMT) etherification of the 5'-hydroxyl termini in deoxynucleosides that are either highly reactive or those bearing modifications at the exocyclic amino group can be quite problematic, and in several cases the yields are at best mediocre. Herein, we report a rapid, convenient and general procedure for the facile 5'-hydroxyl protection of these nucleosides in exceptionally high yields using DM(+)BF(4)(.). This reagent is particularly useful for the preparation of 5'-O-DMT ethers of nucleosides that are either synthetically valuable or for those that undergo degradation under standard conditions.

  DOI：

  10.1080/07328319608002032

文献信息

• Method for modifying a template double stranded polynucleotide using a MuA transposase
  申请人：Oxford Nanopore Technologies Ltd.

  公开号：US10570440B2

  公开（公告）日：2020-02-25

  The invention relates to a method for modifying a template double stranded polynucleotide, especially for characterisation using nanopore sequencing. The method produces from the template a plurality of modified double stranded polynucleotides. These modified polynucleotides can then be characterised.

  本发明涉及一种修饰模板双链多核苷酸的方法，特别是用于利用纳米孔测序进行表征。该方法可从模板中产生多个经修饰的双链多核苷酸。然后可以对这些修饰的多核苷酸进行表征。
• Sample preparation method
  申请人：Oxford Nanopore Technologies Ltd.

  公开号：US10669578B2

  公开（公告）日：2020-06-02

  The invention relates to an improved method for characterising a template polynucleotide. The method involves using a polymerase to prepare a modified polynucleotide which makes it easier to characterise than the template polynucleotide.

  本发明涉及一种表征模板多核苷酸的改进方法。该方法包括使用聚合酶制备修饰的多核苷酸，使其比模板多核苷酸更容易表征。
• Nanopore-based method and double stranded nucleic acid construct therefor
  申请人：Oxford Nanopore Technologies PLC

  公开号：US11390904B2

  公开（公告）日：2022-07-19

  The invention relates to a method for modifying a template double stranded polynucleotide, especially for characterisation using nanopore sequencing. The method produces from the template a plurality of modified double stranded polynucleotides. These modified polynucleotides can then be characterised.

  本发明涉及一种修饰模板双链多核苷酸的方法，特别是用于利用纳米孔测序进行表征。该方法可从模板中产生多个经修饰的双链多核苷酸。然后可以对这些修饰的多核苷酸进行表征。
• Synthesis and characterization of disulfide cross-linked oligonucleotides
  作者：Ann E. Ferentz、Thomas A. Keating、Gregory L. Verdine

  DOI：10.1021/ja00073a016

  日期：1993.10

  Disulfide cross-linked derivatives of the ''Dickerson/Drew dodecamer'' 5'-d(CGCGAATTCGCG)-3' and the related decamer 5'-d(GCGAATTCGC)-3' have been synthesized, each bearing a dithiobis(ethane) (C2) or dithiobis-(propane) (C3) cross-link at the central adenine (A). NMR and CD spectroscopy indicate that these duplexes are essentially undistorted relative to native B-DNA. However, cross-linking does confer a large degree of stabilization upon the duplexes, as reflected in increased melting temperatures of 15-21-degrees-C for the cross-linked oligonucleotides relative to those for the native sequences. In contrast, un-cross-linked tethers at the same adenines cause substantial decreases in the melting temperature. The cross-linked duplexes were also found to be stable to millimolar concentrations of beta-mercaptoethanol, an important feature for future applications of these cross-links to the study of protein-DNA interactions.
• NUCLEIC ACID PROBES AND METHOD FOR DETECTING A TARGET NUCLEIC ACID SEQUENCE COMPRISE TWO OR MORE CIS- LOCATED NUCLEIC ACID REGIONS
  申请人：Dynal Biotech Limited

  公开号：EP1585835A2

  公开（公告）日：2005-10-19