2,5-dioxopyrrolidin-1-yl 4-(cyclooct-2-ynylmethyl)benzoate | 1313488-63-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,5-dioxopyrrolidin-1-yl 4-(cyclooct-2-ynylmethyl)benzoate
• 英文别名: NSCO N-hydroxysuccinimidyl carbonate；(2,5-Dioxopyrrolidin-1-yl) 4-(cyclooct-2-yn-1-ylmethyl)benzoate；(2,5-dioxopyrrolidin-1-yl) 4-(cyclooct-2-yn-1-ylmethyl)benzoate
• CAS: 1313488-63-9
• 化学式: C₂₀H₂₁NO₄
• 分子量: 339.391
• InChiKey: SLGNXZYFIFWLHW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-羟基丁二酰亚胺 、 4-cyclooct-2-ynylmethylbenzoic acid 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以50.6%的产率得到2,5-dioxopyrrolidin-1-yl 4-(cyclooct-2-ynylmethyl)benzoate
  参考文献：
  名称：

  Fast copper-free click DNA ligation by the ring-strain promoted alkyne-azide cycloaddition reaction

  摘要：

  环张力促进的炔烃-叠氮化物[3+2]环加成反应模板化的DNA链连接非常迅速；使用二环辛炔时，反应基本上在1分钟内完成。单个错配碱基的存在会抑制反应，提示其在遗传分析中的应用潜力。

  DOI：

  10.1039/c1cc10743g

文献信息

• OLIGONUCLEOTIDE LIGATION
  申请人：Brown Tom

  公开号：US20130231473A1

  公开（公告）日：2013-09-05

  A method for joining oligonucleotides. The method includes joining together one or more oligonucleotides by reacting an alkyne group lined to an oligonucleotide with an azide group linked to an oligonucleotide to form a triazole linkage. The alkyne group is a strained alkyne group. The method can include ligating together ends of one or more oligonucleotides or cross-linking strands of an oligonucleotide duplex. The methods described allow oligonucleotide strands to be ligated together without the need for a ligase enzyme.

  一种连接寡核苷酸的方法。该方法包括通过将连接到寡核苷酸的炔基与连接到寡核苷酸的叠氮基反应以形成三唑键来连接一个或多个寡核苷酸。炔基是一种受应力的炔基。该方法可以包括连接一个或多个寡核苷酸的末端或交联寡核苷酸双链的链。所描述的方法允许寡核苷酸链在无需连接酶的情况下连接在一起。
• Oligonucleotide ligation
  申请人：Brown Tom

  公开号：US10344047B2

  公开（公告）日：2019-07-09

  Embodiments are directed to methods for joining oligonucleotides. The methods include joining together one or more oligonucleotides by reacting an alkyne group linked to an oligonucleotide with an azide group linked to an oligonucleotide to form a triazole linkage. The alkyne group is a strained alkyne group. The methods can include ligating together ends of one or more oligonucleotides or cross-linking strands of an oligonucleotide duplex to form the triazole linkage. The methods described allow oligonucleotide strands to be ligated together without the need for a ligase enzyme. The methods can be useful for joining together single strands of DNA, cross-linking complementary strands, cyclizing single and double strands, labeling oligonucleotides with reporter groups, attaching DNA to surfaces, producing analogs of DNA with modified nucleobases and backbones, synthesizing large chemically modified RNA constructs, and creating biochemically active PCR templates.

  本发明实施例涉及连接寡核苷酸的方法。这些方法包括通过与寡核苷酸连接的炔基与与寡核苷酸连接的叠氮基反应形成三唑连接，从而将一个或多个寡核苷酸连接在一起。炔基是一种受约束的炔基。这些方法可包括将一个或多个寡核苷酸的末端连接在一起，或将寡核苷酸双链的链交联以形成三唑连接。所述方法可将寡核苷酸链连接在一起，而无需使用连接酶。这些方法可用于连接 DNA 单链、交联互补链、环化单链和双链、用报告基团标记寡核苷酸、将 DNA 连接到表面、生产具有修饰核碱基和骨架的 DNA 类似物、合成大型化学修饰 RNA 构建体以及创建具有生化活性的 PCR 模板。
• NUCLEIC ACID PROCESSING OF A NUCLEIC ACID FRAGMENT WITH A TRIAZOLE LINKAGE
  申请人：ATDBio Limited

  公开号：US20170088888A1

  公开（公告）日：2017-03-30

  A method of nucleic acid processing that comprises providing an adapted nucleic acid fragment having a triazole linkage therein, and transcribing the adapted nucleic acid fragment with reverse transcriptase. The invention further relates to kits and uses associated with the method.
• Fast copper-free click DNA ligation by the ring-strain promoted alkyne-azide cycloaddition reaction
  作者：Montserrat Shelbourne、Xiong Chen、Tom Brown、Afaf H. El-Sagheer

  DOI：10.1039/c1cc10743g

  日期：——

  Templated DNA strand ligation by the ring-strain promoted alkyne–azide [3+2] cycloaddition reaction is very fast; with dibenzocyclooctyne, the reaction is essentially complete in 1 min. It is inhibited by the presence of a single mismatched base pair suggesting applications in genetic analysis.

  环张力促进的炔烃-叠氮化物[3+2]环加成反应模板化的DNA链连接非常迅速；使用二环辛炔时，反应基本上在1分钟内完成。单个错配碱基的存在会抑制反应，提示其在遗传分析中的应用潜力。