环己甲腈,1-氨基-4-羟基- | 83061-20-5

• 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: 环己甲腈,1-氨基-4-羟基-
• 英文名称: 2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-(dimethylamino)purine
• 英文别名: 6-Dimethylamino-2'-deoxyguanosine；(2R,3S,5R)-5-[2-amino-6-(dimethylamino)purin-9-yl]-2-(hydroxymethyl)oxolan-3-ol
• CAS: 83061-20-5
• 化学式: C₁₂H₁₈N₆O₃
• 分子量: 294.313
• InChiKey: BDQPWZYLQPUTEJ-XLPZGREQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  123
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  Acetic acid (2R,3S,5R)-2-acetoxymethyl-5-(6-imidazol-1-yl-2-{[(4-methoxy-phenyl)-diphenyl-methyl]-amino}-purin-9-yl)-tetrahydro-furan-3-yl ester 在 氨 、 水 、 溶剂黄146 作用下， 以 1,4-二氧六环 、 甲醇 、 水 为溶剂， 反应 22.0h， 生成 环己甲腈,1-氨基-4-羟基-
  参考文献：
  名称：

  C6 上鸟苷和 2'-脱氧鸟苷的功能化：改进的 Appel 过程和咪唑的 SNAr 置换

  摘要：

  用咪唑/三苯基膦/碘/乙基二异丙胺处理糖保护的鸟苷和 2'-脱氧鸟苷的 2-N-三苯甲基衍生物，得到相应的 6-(咪唑-1-基)-2-(三苯甲基氨基)嘌呤核苷。用亲核试剂对咪唑部分进行 SNAr 置换，提供 2-氨基-6-取代的嘌呤核苷和 2'-脱氧核苷。†为了纪念和庆祝 Leroy B. Townsend 教授 70 岁生日。#这篇论文是：核酸相关化合物，122。论文 121 是参考文献。1.

  DOI：

  10.1081/ncn-120027823

文献信息

• Novel nucleic acid base pair
  申请人：Hirao Ichiro

  公开号：US20050191689A1

  公开（公告）日：2005-09-01

  A novel artificial nucleic acid base pair which is obtained by forming a selective base pair by introducing a group having steric hindrance (preferably a group having steric hindrance and static repulsion and a stacking effect) and can be recognized by a polymerase such as DNA polymerase; a novel artificial gene; and a method of designing nucleic acid bases so as to form a selective base pair with the use of steric hindrance, static repulsion and stacking effect at the base moiety of the nucleic acid. An artificial nucleic acid comprising these bases; a process for producing the same; a codon containing the same; a nucleic acid molecule containing the same; a process for producing a non-natural gene by using the same; a process for producing a novel protein by using the above nucleic acid molecule or non-natural gene, and the like.

  一种新的人工核酸碱基对，通过引入具有立体位阻的基团（优选具有立体位阻和静电斥力以及堆积效应的基团），形成选择性碱基对，并能被DNA聚合酶等聚合酶识别；一种新的人工基因；以及一种设计核酸碱基的方法，以便利用核酸的碱基部分的立体位阻、静电斥力和堆积效应形成选择性碱基对。包括这些碱基的人工核酸；生产该核酸的过程；含有该核酸的密码子；含有该核酸的核酸分子；利用该核酸分子或非天然基因生产非天然基因的过程；利用上述核酸分子或非天然基因生产新型蛋白质的过程等。
• Nucleoside or nucleotides having novel unnatural bases and utilization of the same
  申请人：Hirao Ichiro

  公开号：US20060263771A1

  公开（公告）日：2006-11-23

  The object of the present invention is to provide a nucleoside or nucleotide having an unnatural base. The nucleoside or nucleotide of the present invention has a 5-substituted-2-oxo(1H)-pyridin-3-yl group as a base. Preferably, the 5-position of the above base is substituted with a substituent selected from the group consisting of the following: 1) a photoreactive group selected from iodine and bromine; 2) an alkenyl group, an alkynyl group or an amino group, or a derivative thereof; 3) biotin or a derivative thereof; and 4) a fluorescent molecule selected from fluorescein, 6-carboxyfluorescein, tetramethyl-6-carboxyrhodamine, and derivatives thereof.

  本发明的目的是提供一种具有非天然碱基的核苷或核苷酸。本发明的核苷或核苷酸具有5-取代-2-氧代（1H）-吡啶-3-基团作为碱基。优选地，上述碱基的5位被取代为以下群组中选择的取代基：1）光敏反应基团，选择自碘和溴；2）烯基基团，炔基基团或氨基基团或其衍生物；3）生物素或其衍生物；和4）荧光分子，选择自荧光素，6-羧基荧光素，四甲基-6-羧基罗丹明和其衍生物。
• NOVEL NUCLEIC ACID BASE PAIR
  申请人：Japan Science and Technology Corporation

  公开号：EP1114827A1

  公开（公告）日：2001-07-11

  A novel artificial nucleic acid base pair which is obtained by forming a selective base pair by introducing a group having steric hindrance (preferably a group having steric hindrance and static repulsion and a stacking effect) and can be recognized by a polymerase such as DNA polymerase; a novel artificial gene; and a method of designing nucleic acid bases so as to form a selective base pair with the use of steric hindrance, static repulsion and stacking effect at the base moiety of the nucleic acid. An artificial nucleic acid comprising these bases; a process for producing the same; a codon containing the same; a nucleic acid molecule containing the same; a process for producing a non-natural gene by using the same; a process for producing a novel protein by using the above nucleic acid molecule or non-natural gene, and the like.

  一种新型人工核酸碱基对，它是通过引入具有立体阻碍作用的基团（最好是具有立体阻碍作用和静态排斥作用以及堆积效应的基团）形成选择性碱基对而获得的，并能被DNA聚合酶等聚合酶识别；一种新型人工基因；以及一种设计核酸碱基以便利用核酸碱基的立体阻碍作用、静态排斥作用和堆积效应形成选择性碱基对的方法。包含这些碱基的人工核酸；生产人工核酸的工艺；包含人工核酸的密码子；包含人工核酸的核酸分子；利用人工核酸生产非天然基因的工艺；利用上述核酸分子或非天然基因生产新型蛋白质的工艺等。
• NOVEL NUCLEOSIDE OR NUCLEOTIDE DERIVATIVE AND USE THEREOF
  申请人：Riken

  公开号：EP1816130A1

  公开（公告）日：2007-08-08

  The object of the present invention is to provide a nucleoside or nucleotide having a 5-substituted-2-oxo(1H)pyridin-3-yl group as a base, as well as a method using the same. In one embodiment, the nucleoside or nucleotide of the present invention has a fluorescent dye selected from the group consisting of 5-FAM, 6-FAM, 5-TAMRA, 6-TAMRA, DANSYL, 5-HEX, 6-HEX, 5-TET, 6-TET, 5-ROX and 6-ROX or a quencher dye selected from the group consisting of DABCYL. BHQ1 and BHQ2, which is attached either directly or through a linker to the 5-position of the above base.

  本发明的目的是提供一种以5-取代-2-氧代(1H)吡啶-3-基团为碱基的核苷或核苷酸，以及使用这种核苷或核苷酸的方法。 在一个实施方案中，本发明的核苷或核苷酸具有选自 5-FAM、6-FAM、5-TAMRA、6-TAMRA、DANSYL、5-HEX、6-HEX、5-TET、6-TET、5-ROX 和 6-ROX 组成的组的荧光染料或选自 DABCYL.BHQ1 和 BHQ2，它们直接或通过连接体连接到上述碱基的 5 位。
• Novel Nucleoside or Nucleotide Derivative and Use Thereof
  申请人：Hirao Ichiro

  公开号：US20090275017A1

  公开（公告）日：2009-11-05

  The object of the present invention is to provide a nucleoside or nucleotide having a 5-substituted-2-oxo(1H)pyridin-3-yl group as a base, as well as a method using the same. In one embodiment, the nucleoside or nucleotide of the present invention has a fluorescent dye selected from the group consisting of 5-FAM, 6-FAM, 5-TAMRA, 6-TAMRA, DANSYL, 5-HEX, 6-HEX, 5-TET, 6-TET, 5-ROX and 6-ROX or a quencher dye selected from the group consisting of DABCYL, BHQ1 and BHQ2, which is attached either directly or through a linker to the 5-position of the above base.