N⁶-benzoyl-9-(3,5-di-O-tetrahydropyran-2-yl-β-D-arabinofuranosyl)adenine | 136834-18-9

• 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: N⁶-benzoyl-9-(3,5-di-O-tetrahydropyran-2-yl-β-D-arabinofuranosyl)adenine
• 英文别名: N6-benzoyl-9-β-3',5'-ditetrahydropyranyl-D-arabinofuranosyladenine；N6-Benzoyl-9-[3',5'-di-O-(tetrahydropyran-2-yl)-beta-D-arabinofuranosyl]adenine；N-[9-[(2R,3S,4S,5R)-3-hydroxy-4-(oxan-2-yloxy)-5-(oxan-2-yloxymethyl)oxolan-2-yl]purin-6-yl]benzamide
• CAS: 136834-18-9
• 化学式: C₂₇H₃₃N₅O₇
• 分子量: 539.588
• InChiKey: FPNNEFFRLCVLIT-LSBYHACLSA-N

物化性质

• 密度：
  1.53±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  39
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  139
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  N⁶-benzoyl-9-(3,5-di-O-tetrahydropyran-2-yl-β-D-arabinofuranosyl)adenine 生成 阿糖腺苷
  参考文献：
  名称：

  [EN] ANTISENSE MODULATION OF STEAROYL-COA DESATURASE EXPRESSION
  [FR] MODULATION ANTISENS DE L'EXPRESSION DE LA STEAROYL-COA DESATURASE

  摘要：

  公开号：

  WO2005014607A3
• 作为产物：
  描述：

  N6-benzoyl-9-β-D-arabinofuranosyladenine 生成 N⁶-benzoyl-9-(3,5-di-O-tetrahydropyran-2-yl-β-D-arabinofuranosyl)adenine
  参考文献：
  名称：

  Modulation of CEACAM1 expression

  摘要：

  提供了用于调节CEACAM1表达的化合物、组合物和方法。这些组合物包括针对编码CEACAM1的核酸的寡核苷酸。提供了利用这些化合物调节CEACAM1表达以及用于诊断和治疗与CEACAM1表达相关疾病的方法。

  公开号：

  US20050107324A1

文献信息

• Antisense modulation of perilipin expression
  申请人：Isis Pharmaceuticals Inc.

  公开号：US20040029272A1

  公开（公告）日：2004-02-12

  Antisense compounds, compositions and methods are provided for modulating the expression of perilipin. The compositions comprise antisense compounds, particularly antisense oligonucleotides, targeted to nucleic acids encoding perilipin. Methods of using these compounds for modulation of perilipin expression and for treatment of diseases associated with expression of perilipin are provided.

  提供了用于调节脂滴蛋白表达的反义化合物、组合物和方法。这些组合物包括特别针对编码脂滴蛋白的核酸的反义寡核苷酸。提供了使用这些化合物调节脂滴蛋白表达和治疗与脂滴蛋白表达相关的疾病的方法。
• Antisense modulation of EDG5 expression
  申请人：Isis Pharmaceuticals Inc.

  公开号：US20040029274A1

  公开（公告）日：2004-02-12

  Antisense compounds, compositions and methods are provided for modulating the expression of EDG5. The compositions comprise antisense compounds, particularly antisense oligonucleotides, targeted to nucleic acids encoding EDG5. Methods of using these compounds for modulation of EDG5 expression and for treatment of diseases associated with expression of EDG5 are provided.

  提供了用于调节EDG5表达的反义化合物、组合物和方法。这些组合物包括针对编码EDG5的核酸的反义化合物，特别是反义寡核苷酸。提供了使用这些化合物调节EDG5表达和治疗与EDG5表达相关疾病的方法。
• ANTISENSE MODULATION OF EDG1 EXPRESSION
  申请人：Isis Pharmaceuticals Inc.

  公开号：US20040029273A1

  公开（公告）日：2004-02-12

  Antisense compounds, compositions and methods are provided for modulating the expression of EDG1. The compositions comprise antisense compounds, particularly antisense oligonucleotides, targeted to nucleic acids encoding EDG1. Methods of using these compounds for modulation of EDG1 expression and for treatment of diseases associated with expression of EDG1 are provided.

  提供了用于调节EDG1表达的反义物质、组合物和方法。这些组合物包括针对编码EDG1的核酸的反义物质，特别是反义寡核苷酸。提供了使用这些化合物调节EDG1表达和治疗与EDG1表达相关疾病的方法。
• Uniformly modified 2'-deoxy-2'-fluoro-phosphorothioate oligonucleotides as nuclease-resistant antisense compounds with high affinity and specificity for RNA targets
  作者：Andrew M. Kawasaki、Martin D. Casper、Susan M. Freier、Elena A. Lesnik、Maryann C. Zounes、Lendell L. Cummins、Carolyn Gonzalez、P. Dan Cook

  DOI：10.1021/jm00059a007

  日期：1993.4

  ''Uniformly'' modified phosphodiester or phosphorothioate oligonucleotides incorporating 2'-deoxy-2'-fluoroadenosine, -guanosine, -uridine, and -cytidine, reported herein for the first time, when hybridized with RNA afforded consistent additive enhancement of duplex stability without compromising base-pair specificity. CD spectra of the 2'-deoxy-2'-fluoro-modified oligonucleotides hybridized with RNA indicated that the duplex adopts a fully A-form conformation. The 2'-deoxy-2'-fluoro-modified oligonucleotides in phosphodiester form were not resistant to nucleases; however, the modified phosphorothioate oligonucleotides were highly nuclease resistant and retained exceptional binding affinity to the RNA targets. The stabilizing effects of the 2'-deoxy-2'-fluoro modifications on RNA-DNA duplexes were shown to be superior to those of the 2'-O-methylribo substitutions. RNA hybrid duplexes with uniformly 2'-deoxy-2'-fluoro-modified oligonucleotides did not support HeLa RNase H activity; however, incorporation of the modifications into ''chimeric'' oligonucleotides has been shown to activate mammalian RNase H. ''Uniformly'' modified 2'-deoxy-2'-fluoro phosphorothioate oligonucleotides afforded antisense molecules with (1) high binding affinity and selectivity for the RNA target and (2) stability toward nucleases.

  均一化修饰的磷酸二酯或硫代磷酸酯寡核苷酸，包含2'-脱氧-2'-氟腺苷、-鸟苷、-尿苷和-胞苷，首次在此报道，当它们与RNA杂交时，表现出一致的叠加性稳定性提升，同时不会影响碱基配对的特异性。2'-脱氧-2'-氟修饰的寡核苷酸与RNA杂交的圆二色光谱表明，杂交双链呈现完全的A型构象。以磷酸二酯形式存在的2'-脱氧-2'-氟修饰的寡核苷酸对核酸酶不具抵抗力；然而，以硫代磷酸酯形式存在的修饰寡核苷酸则具有极高的核酸酶抗性，并且保留了对RNA靶标的卓越结合亲和力。2'-脱氧-2'-氟修饰对RNA-DNA双链的稳定化效果被证明优于2'-O-甲基核糖的替代。与均一化2'-脱氧-2'-氟修饰寡核苷酸形成的RNA杂交双链不支持HeLa细胞中RNase H活性；然而，将修饰引入到“嵌合”寡核苷酸中已被证明可以激活哺乳动物的RNase H。均一化修饰的2'-脱氧-2'-氟硫代磷酸酯寡核苷酸提供了反义分子，具有（1）对RNA靶标的高结合亲和力和选择性，以及（2）对核酸酶的稳定性。
• Sugar modified oligonucleotides that detect and modulate gene expression
  申请人：ISIS Pharmaceuticals, Inc.

  公开号：US05670633A1

  公开（公告）日：1997-09-23

  Compositions and methods are provided for the treatment and diagnosis of diseases amenable to modulation of the production of selected proteins. In accordance with preferred embodiments, oligonucleotides and oligonucleotide analogs are provided which are specifically hybridizable with a selected sequence of RNA or DNA wherein at least two of the 2'-deoxyfuranosyl moieties of the nucleoside unit is modified. Treatment of HIV, herpes virus, papillomavirus and other infections is provided.

  本发明提供了用于治疗和诊断易于调节选择性蛋白质产生的疾病的组合物和方法。根据首选实施例，提供了可以与RNA或DNA的选择序列特异性杂交的寡核苷酸和寡核苷酸类似物，其中核苷酸单位的至少两个2'-脱氧呋喃糖基团被修饰。提供了治疗HIV、疱疹病毒、乳头状瘤病毒和其他感染的方法。