BARAC-fluor | 1332221-91-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: BARAC-fluor
• 英文别名: [4-[5-[(3-Oxo-2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)methyl]-4,5-dihydro-1,2-oxazol-3-yl]phenyl]methyl 4-[2-(3-hydroxy-6-oxoxanthen-9-yl)benzoyl]piperazine-1-carboxylate
• CAS: 1332221-91-6
• 化学式: C₅₁H₃₈N₄O₈
• 分子量: 834.885
• InChiKey: XZWQOGPTRFTARS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  63
• 可旋转键数：
  8
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  138
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  5-allyl-5,10-dihydroindeno[1,2-b]indole 在 吡啶 、 正丁基锂 、 双(三甲基硅烷基)氨基钾 、 碳酸氢钠 、 三乙胺 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 47.58h， 生成 BARAC-fluor
  参考文献：
  名称：

  Compositions and methods for modification of biomolecules

  摘要：

  提供了经修改的环炔化合物；以及利用这些化合物修改生物分子的方法。具体实施方式包括可以在生理条件下进行的环加成反应。该环加成反应涉及将经修改的环炔烃与靶生物分子上的叠氮基团反应，生成共价修饰的生物分子。该反应的选择性及其与水性环境的兼容性使其能够在体内和体外应用。

  公开号：

  US08519122B2

文献信息

• Compositions and Methods for Modification of Biomolecules
  申请人：JEWETT JOHN C.

  公开号：US20110207147A1

  公开（公告）日：2011-08-25

  Provided are modified cycloalkyne compounds; and methods of use of such compounds in modifying biomolecules. Embodiments include a cycloaddition reaction that can be carried out under physiological conditions. The cycloaddition reaction involves reacting a modified cycloalkyne with an azide moiety on a target biomolecule, generating a covalently modified biomolecule. The selectivity of the reaction and its compatibility with aqueous environments provide for its application in vivo and in vitro.

  提供了经修改的环炔烃化合物；以及使用这些化合物修改生物分子的方法。实施例包括可以在生理条件下进行的环加成反应。该环加成反应涉及将经修改的环炔烃与靶生物分子上的偶氮基团反应，生成共价修饰的生物分子。该反应的选择性及其与水性环境的兼容性使其适用于体内和体外应用。
• COMPOSITIONS AND METHODS FOR MODIFICATION OF BIOMOLECULES
  申请人：The Regents of the University of California

  公开号：US20140045207A1

  公开（公告）日：2014-02-13

  Provided are modified cycloalkyne compounds; and methods of use of such compounds in modifying biomolecules. Embodiments include a cycloaddition reaction that can be carried out under physiological conditions. The cycloaddition reaction involves reacting a modified cycloalkyne with an azide moiety on a target biomolecule, generating a covalently modified biomolecule. The selectivity of the reaction and its compatibility with aqueous environments provide for its application in vivo and in vitro.

  提供了改良的环烷炔化合物；以及在修饰生物分子方面使用这些化合物的方法。实施例包括可以在生理条件下进行的环加成反应。环加成反应涉及将改良的环烷炔与靶生物分子上的叠氮基团反应，生成共价修饰的生物分子。反应的选择性及其与水性环境的兼容性使其适用于体内和体外应用。
• D-amino acid derivative-modified peptidoglycan and methods of use thereof
  申请人：The Regents of the University of California

  公开号：US10016498B2

  公开（公告）日：2018-07-10

  The present disclosure provides modified bacteria and modified peptidoglycan comprising modified D-amino acids; compositions comprising the modified bacteria or peptidoglycan; and methods of using the modified bacteria or peptidoglycan. The modified D-amino acids include a bioorthogonal functional group such as an azide, an alkyne or a norbornene group. Also provided are modified peptidoglycans conjugated to a molecule of interest via a linker.

  本公开提供了包含改性 D-氨基酸的改性细菌和改性肽聚糖；包含改性细菌或肽聚糖的组合物；以及使用改性细菌或肽聚糖的方法。改性 D-氨基酸包括生物正交官能团，如叠氮基、炔基或降冰片烯基。还提供了通过连接体与相关分子共轭的改性肽聚糖。
• Rapid Cu-Free Click Chemistry with Readily Synthesized Biarylazacyclooctynones
  作者：John C. Jewett、Ellen M. Sletten、Carolyn R. Bertozzi

  DOI：10.1021/ja100014q

  日期：2010.3.24

  Bioorthogonal chemical reactions, those that do not interact or interfere with biology, have allowed for exploration of numerous biological processes that were previously difficult to study. The reaction of azides with strained alkynes, such as cyclooctynes, readily forms a triazole product without the need for a toxic catalyst. Here we describe a biarylazacyclooctynone (BARAC) that has exceptional reaction kinetics and whose synthesis is designed to be both modular and scalable. We employed BARAC for live cell fluorescence imaging of azide-labeled glycans. The high signal-to-background ratio obtained Ming nanomolar concentrations of BARAC obviated the need for washing steps. Thus, BARAC is a promising reagent for in vivo imaging.
• D-Amino Acid Derivative-Modified Peptidoglycan and Methods of Use Thereof
  申请人：The Regents of the University of California

  公开号：US20140170183A1

  公开（公告）日：2014-06-19

  The present disclosure provides modified bacteria and modified peptidoglycan comprising modified D-amino acids; compositions comprising the modified bacteria or peptidoglycan; and methods of using the modified bacteria or peptidoglycan. The modified D-amino acids include a bioorthogonal functional group such as an azide, an alkyne or a norbornene group. Also provided are modified peptidoglycans conjugated to a molecule of interest via a linker.