3'-O-methoxyethyl-5-methyluridine | 303197-29-7

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 3'-O-methoxyethyl-5-methyluridine
• 英文别名: 3'-O-(2'-methoxyethyl)-5-methyl uridine；1-[(2R,3R,4S,5R)-3-hydroxy-5-(hydroxymethyl)-4-(2-methoxyethoxy)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
• CAS: 303197-29-7
• 化学式: C₁₃H₂₀N₂O₇
• 分子量: 316.311
• InChiKey: JFKOVKUSGMUXKQ-DNRKLUKYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  118
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1,2 5,6-O-di(isopropylidene)-α-D-allofuranose 在 盐酸 、 ammonium hydroxide 、 sodium tetrahydroborate 、 N,O-双三甲硅基乙酰胺 、 三乙胺 、 三氟乙酸 、 potassium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二氯甲烷 、 水 、 二甲基亚砜 、 乙腈 为溶剂， 反应 16.08h， 生成 3'-O-methoxyethyl-5-methyluridine
  参考文献：
  名称：

  一种3’-氧-甲氧乙基核苷的制备方法

  摘要：

  本发明公开了一种3’‑氧‑甲氧乙基核苷的制备方法。所述方法包括步骤：(1)使结构如式B所示的化合物与硅烷化保护的碱基经缩合得到结构如式C所示的化合物；所述碱基选自胸腺嘧啶、5‑甲基胞嘧啶、腺嘌呤或2,6‑二氨基嘌呤；和(2)将结构如式C所示的化合物经碱解反应得到结构如式A所示的3’‑氧‑甲氧乙基核苷；

  公开号：

  CN108424432B

文献信息

• Oligonucleotides having A-DNA form and B-DNA form conformational geometry
  申请人：——

  公开号：US20030096979A1

  公开（公告）日：2003-05-22

  Modified oligonucleotides containing both A-form conformation geometry and B-from conformation geometry nucleotides are disclosed. The B-form geometry allows the oligonucleotide to serve as substrates for RNase H when bound to a target nucleic acid strand. The A-form geometry imparts properties to the oligonucleotide that modulate binding affinity and nuclease resistance. By utilizing C2′ endo sugars or O4′ endo sugars, the B-form characteristics are imparted to a portion of the oligonucleotide. The A-form characteristics are imparted via use of either 2′-O-modified nucleotides that have 3′ endo geometries or use of end caps having particular nuclease stability or by use of both of these in conjunction with each other.

  修改的寡核苷酸同时包含A型构象几何和B型构象几何核苷酸。B型构象允许寡核苷酸在与靶核酸链结合时充当RNase H的底物。A型构象赋予寡核苷酸特定属性，调节结合亲和力和核酸酶抵抗性。通过利用C2′内醛糖或O4′内醛糖，将B型特性赋予寡核苷酸的一部分。通过使用具有3′内醛几何结构的2′-O修饰核苷酸或具有特定核酸酶稳定性的端盖，或者同时使用这两者来赋予A型特性。
• Human RNase H1 and oligonucleotide compositions thereof
  申请人：ISIS Pharmaceuticals, Inc.

  公开号：US20040102618A1

  公开（公告）日：2004-05-27

  The present invention provides oligonucleotides that can serve as substrates for human Type 2 RNase H. The present invention is also directed to methods of using these oligonucleotides in enhancing antisense oligonucleotide therapies.

  本发明提供了可以作为人类2型RNA酶H底物的寡核苷酸。本发明还涉及使用这些寡核苷酸增强反义寡核苷酸治疗的方法。
• Oligonucleotdies having A-DNA form and B-DNA form conformational geometry
  申请人：Manoharan Muthiah

  公开号：US20070123702A1

  公开（公告）日：2007-05-31

  Modified oligonucleotides containing both A-form conformation geometry and B-from conformation geometry nucleotides are disclosed. The B-form geometry allows the oligonucleotide to serve as substrates for RNase H when bound to a target nucleic acid strand. The A-form geometry imparts properties to the oligonucleotide that modulate binding affinity and nuclease resistance. By utilizing C2′ endo sugars or O4′ endo sugars, the B-form characteristics are imparted to a portion of the oligonucleotide. The A-form characteristics are imparted via use of either 2′-O-modified nucleotides that have 3′ endo geometries or use of end caps having particular nuclease stability or by use of both of these in conjunction with each other.

  本发明揭示了含有A形构象几何和B形构象几何核苷酸的修饰寡核苷酸。B形几何使寡核苷酸在与靶核酸链结合时可以作为RNase H的底物。A形几何赋予寡核苷酸特定的性质，可以调节结合亲和力和核酸酶抵抗性。通过利用C2′内糖或O4′内糖，将B形特征赋予寡核苷酸的一部分。通过使用具有3′内糖几何的2′-O修饰核苷酸或具有特定核酸酶稳定性的末端盖子或同时使用这两种方法，将A形特征赋予寡核苷酸。
• Human RNase H1 oligonucleotide compositions thereof
  申请人：Crooke T. Stanley

  公开号：US20070292875A1

  公开（公告）日：2007-12-20

  The present invention provides oligonucleotides that can serve as substrates for human Type 2 RNase H. The present invention is also directed to methods of using these oligonucleotides in enhancing antisense oligonucleotide therapies.

  本发明提供了可以作为人类2型RNase H底物的寡核苷酸。本发明还涉及使用这些寡核苷酸增强反义寡核苷酸治疗的方法。
• Oligonucleotides having A-DNA or B-DNA form
  申请人：ISIS PHARMACEUTICALS, INC.

  公开号：EP1743901A2

  公开（公告）日：2007-01-17

  Modified oligonucleotides containing both A-form conformation geometry and B-form conformation geometry nucleotides are disclosed. The B-form geometry allows the oligonucleotide to serve as substrates for RNase H when bound to a target nucleic acid strand. The A-form geometry imparts properties to the oligonucleotide that modulate binding affinity and nuclease resistance. By utilising C2' endo sugars or O4' endo sugars, the B-form characteristics are imparted to a portion of the oligonucleotide. The A-form characteristics are imparted via use of either 2'-O-modified nucleotides that have 3' endo geometries or use of end caps having particular nuclease stability or by use of both of these in conjunction with each other.

  本研究公开了含有 A 型构象几何和 B 型构象几何核苷酸的修饰寡核苷酸。B 型几何结构可使寡核苷酸在与目标核酸链结合时成为 RNase H 的底物。A 型几何结构赋予了寡核苷酸调节结合亲和力和核酸酶抗性的特性。通过利用 C2'内切糖或 O4'内切糖，可将 B 型特性赋予部分寡核苷酸。通过使用具有 3'内切几何结构的 2'-O 修饰核苷酸，或使用具有特殊核酸酶稳定性的端盖，或通过同时使用这两种核苷酸，可赋予 A 型特性。