2'-deoxy-β-D-xyloinosine | 139260-80-3

• 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'-deoxy-β-D-xyloinosine
• 英文别名: 2′-deoxy-xylo-inosine；9-[(2R,4R,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one
• CAS: 139260-80-3
• 化学式: C₁₀H₁₂N₄O₄
• 分子量: 252.23
• InChiKey: VGONTNSXDCQUGY-FSDSQADBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.7
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  109
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5′-O-benzoyl-2′-deoxyinosine 在 吡啶 、 三氟甲磺酸酐 、 水 作用下， 以 二氯甲烷 为溶剂， 生成 2'-deoxy-β-D-xyloinosine
  参考文献：
  名称：

  2'-脱氧-3'-硫代肌氨酸及其硫代磷酰胺的简单合成

  摘要：

  摘要 5′- O -{[双（4-甲氧基苯基）（苯基）甲基]）-2′-脱氧-3′-硫代肌苷和其S-磷硫代酰胺分别由市售的2′-制备。脱氧肌苷。关键的3'-硫代中间体是通过两个连续的构型反转合成的：一锅氧化/还原反应和S N 2反应。该中间体易于以高收率转化为目标化合物。与其他方法相比，该合成策略的优点是反应步骤短，总收率相对较高以及构型转化的区域选择性。该产物可用作制备新的功能化核苷的中间体。 5′- O -{[双（4-甲氧基苯基）（苯基）甲基]）-2′-脱氧-3′-硫代肌苷和其S-磷硫代酰胺分别由市售的2′-制备。脱氧肌苷。关键的3'-硫代中间体是通过两个连续的构型反转合成的：一锅氧化/还原反应和S N 2反应。该中间体易于以高收率转化为目标化合物。与其他方法相比，该合成策略的优点是反应步骤短，总收率相对较高以及构型转化的区域选择性。该产物可用作制备新的功能化核苷的中间体。

  DOI：

  10.1055/s-0032-1317713

文献信息

• REACTIVE, LIPOPHILIC NUCLEOSIDE BUILDING BLOCKS FOR THE SYNTHESIS OF HYDROPHOBIC NUCLEIC ACIDS
  申请人：Ionovation GmbH

  公开号：US20190175633A1

  公开（公告）日：2019-06-13

  The present invention relates to a method for the isolation and/or identification of known or unknown sequences of nucleic acids (target sequences) optionally marked with reporter groups by base specific hybridation with complementary sequences using nucleolipids. The nucleolipids are prepared by lipophilizing nucleosides of formula (Ia) wherein Q represents a group having a substituted tetrahydrofuran ring and Bas represents a group having one or more heterocyclic rings having one or more heterocyclic nitrogen atoms.

  本发明涉及一种方法，用于通过碱特异性杂交与互补序列使用核苷酸脂质来分离和/或识别带有报告基团的已知或未知核酸序列（目标序列）。所述核苷酸脂质是通过使式（Ia）的核苷的亲脂化制备的， 其中，Q代表具有取代四氢呋喃环的基团，Bas代表具有一个或多个含有一个或多个杂环氮原子的杂环环的基团。
• Novel Use
  申请人：Nuclera Nucleics Ltd.

  公开号：US20190144905A1

  公开（公告）日：2019-05-16

  The invention relates to the use of an amine masked moiety in a method of enzymatic nucleic acid synthesis. The invention also relates to said amine masked moieties per se and a process for preparing nucleotide triphosphates comprising said amine masked moieties.

  该发明涉及在酶催化核酸合成方法中使用胺掩蔽基团。该发明还涉及该胺掩蔽基团本身以及制备包含该胺掩蔽基团的核苷酸三磷酸盐的方法。
• PHOTOCLEAVABLE LABELED NUCLEOTIDES AND NUCLEOSIDES AND METHODS FOR THEIR USE IN DNA SEQUENCING
  申请人：Wu Weidong

  公开号：US20090081686A1

  公开（公告）日：2009-03-26

  Provided are novel nucleotides, nucleoside, and their derivatives described herein, that can be used in DNA sequencing technology and other types of DNA analysis. In one embodiment, the nucleotide or nucleoside with an unprotected 3′-OH group is derivatized at the nucleobase to include a fluorescent dye attached via a linker to a photocleavable terminating group. The photocleavable-fluorescent group is designed to terminate DNA synthesis as well as be cleaved so that DNA oligomers can be sequenced efficiently in a parallel format. The design of such rapidly cleavable fluorescent groups on nucleotides and nucleosides can enhance the speed and accuracy of sequencing of large oligomers of DNA in parallel, to allow rapid whole genome sequencing, and the identification of polymorphisms and other valuable genetic information, as well as allowing further manipulation and analysis of nucleic acid molecules in their native state following cleavage of the fluorescent group.

  本文介绍了一些新型的核苷酸、核苷和它们的衍生物，可以用于DNA测序技术和其他类型的DNA分析。在一个实施例中，带有未保护的3'-OH基团的核苷酸或核苷在核碱基处衍生化，包括通过连接剂连接的荧光染料和光解终止基团。光解荧光基团旨在终止DNA合成，同时被裂解，以便在并行格式中高效地测序DNA寡聚物。在核苷酸和核苷上设计这种快速可裂解的荧光基团可以增强大型DNA寡聚物并行测序的速度和准确性，以实现快速的全基因组测序，并识别多态性和其他有价值的遗传信息，同时在裂解荧光基团后允许进一步操作和分析核酸分子的自然状态。
• PHOTOCLEAVABLE LABELED NUCLEOTIDES AND NUCLEOSIDES AND METHODS FOR THEIR USE IN IN DNA SEQUENCING
  申请人：WU Weidong

  公开号：US20130072388A1

  公开（公告）日：2013-03-21

  Provided are novel nucleotides, nucleoside, and their derivatives described herein, that can be used in DNA sequencing technology and other types of DNA analysis. In one embodiment, the nucleotide or nucleoside with an unprotected 3′-OH group is derivatized at the nucleobase to include a fluorescent dye attached via a linker to a photocleavable terminating group. The photocleavable-fluorescent group is designed to terminate DNA synthesis as well as be cleaved so that DNA oligomers can be sequenced efficiently in a parallel format. The design of such rapidly cleavable fluorescent groups on nucleotides and nucleosides can enhance the speed and accuracy of sequencing of large oligomers of DNA in parallel, to allow rapid whole genome sequencing, and the identification of polymorphisms and other valuable genetic information, as well as allowing further manipulation and analysis of nucleic acid molecules in their native state following cleavage of the fluorescent group.

  本文介绍了新型核苷酸、核苷和其衍生物，可用于DNA测序技术和其他类型的DNA分析。在一个实施例中，未保护的3'-OH基团的核苷酸或核苷被衍生化，以在核碱基上包含通过连接剂连接到光解可断裂终止基团的荧光染料。光解可断裂的荧光基团被设计为终止DNA合成，并被裂解，以便在并行格式中高效地对DNA寡聚物进行测序。在核苷酸和核苷上设计这种快速可裂解的荧光基团，可以增强大型DNA寡聚物并行测序的速度和准确性，以实现快速的全基因组测序，并识别多态性和其他有价值的遗传信息，同时允许在裂解荧光基团后进一步操作和分析核酸分子的原生状态。
• 3'-OH UNBLOCKED NUCLEOTIDES AND NUCLEOSIDES BASE MDIFIED WITH NON-CLEAVABLE, TERMINATING GROUPS AND METHODS FOR THEIR USE IN DNA SEQUENCING
  申请人：Wu Weidong

  公开号：US20130095471A1

  公开（公告）日：2013-04-18

  Provided are novel nucleotides, nucleoside, and their derivatives described herein, that can be used in DNA sequencing technology and other types of DNA analysis. In one embodiment, the nucleotide or nucleoside with an unprotected 3′-OH group is derivatized at the nucleobase to include a fluorescent dye attached via a linker to a non-cleavable terminating group. The non-cleavable-fluorescent group is designed to terminate DNA synthesis so that DNA oligomers can be sequenced efficiently in a parallel format. These reagents and methods will lead to more accurate identification of polymorphisms and other valuable genetic information.

  本文提供了新型核苷酸、核苷和它们的衍生物，可用于DNA测序技术和其他类型的DNA分析。在一个实施例中，未保护的3'-OH基团的核苷酸或核苷在核碱基上被衍生化，以包括通过连接剂连接到不可剪断终止基团的荧光染料。不可剪断荧光基团被设计为终止DNA合成，以便以并行格式高效地测序DNA寡核苷酸。这些试剂和方法将导致更准确地鉴定多态性和其他有价值的遗传信息。