[2-(3,6-Diamino-9H-xanthen-9-yl)-phenyl]-methanol | 183271-28-5

• 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: [2-(3,6-Diamino-9H-xanthen-9-yl)-phenyl]-methanol
• 英文别名: [2-(3,6-diamino-9H-xanthen-9-yl)phenyl]methanol
• CAS: 183271-28-5
• 化学式: C₂₀H₁₈N₂O₂
• 分子量: 318.375
• InChiKey: FADBKIOWESVQGT-UHFFFAOYSA-N

物化性质

• 沸点：
  539.2±50.0 °C(Predicted)
• 密度：
  1.328±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  81.5
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [2-(3,6-Diamino-9H-xanthen-9-yl)-phenyl]-methanol 在 吡啶 、 三氟化硼乙醚 、 sodium methylate 作用下， 以 乙醚 为溶剂， 生成 N-{6-Acetylamino-9-[2-(2-hydroxy-ethoxymethyl)-phenyl]-9H-xanthen-3-yl}-acetamide
  参考文献：
  名称：

  Spassova, Maria; Kois, Pavol; Watanabe, Kyoichi, Collection of Czechoslovak Chemical Communications, 1996, vol. 61, p. S290 - S293

  摘要：

  DOI：
• 作为产物：
  描述：

  rhodamine 110 在 LiALlH₄ 、 三氟化硼 作用下， 生成 [2-(3,6-Diamino-9H-xanthen-9-yl)-phenyl]-methanol
  参考文献：
  名称：

  Spassova, Maria; Kois, Pavol; Watanabe, Kyoichi, Collection of Czechoslovak Chemical Communications, 1996, vol. 61, p. S290 - S293

  摘要：

  DOI：

文献信息

• A green-light-emitting, spontaneously blinking fluorophore based on intramolecular spirocyclization for dual-colour super-resolution imaging
  作者：Shin-nosuke Uno、Mako Kamiya、Akihiko Morozumi、Yasuteru Urano

  DOI：10.1039/c7cc07783a

  日期：——

  We have developed the first green-light-emitting, spontaneously blinking fluorophore (SBF), HEtetTFER.

  我们已经开发出第一种绿光发射、自发闪烁的荧光物质（SBF），HEtetTFER。
• FLUORESCENT PROBE FOR DETECTING DIPEPTIDYL PEPTIDASE IV
  申请人：The University of Tokyo

  公开号：US20170157272A1

  公开（公告）日：2017-06-08

  [Problem] To provide a novel fluorescent probe for dipeptidyl peptidase IV, and a detection method and a detection kit using the fluorescent probe. [Solution] A fluorescent probe for detecting dipeptidyl peptidase IV (DPP-IV), said probe comprising a compound represented by formula (I) or a salt, thereof. In formula (I): A and B are either the same or different and independently represent an amino acid residue, provided that A is bonded via an amide bond to NH in an adjacent formula and B is bonded via an amide bond to A; R 1 represents hydrogen atom(s) or 1 to 4 substituents bonded to the benzene ring, said substituents being either the same or different; R 2 , R 3 , R 4 , R 5 , R 6 and R 7 independently represent a hydrogen atom, a hydroxyl group, an alkyl group or a halogen atom; R 8 and R 9 independently represent a hydrogen atom or an alkyl group; and X represents a C 1 -C 5 alkylene group.

  提供一种新颖的荧光探针用于检测二肽基肽酶IV，以及使用该荧光探针的检测方法和检测工具包。一种用于检测二肽基肽酶IV（DPP-IV）的荧光探针，所述探针包括由式（I）表示的化合物或其盐。在式（I）中：A和B可以相同也可以不同，并且独立地代表一个氨基酸残基，前提是A通过酰胺键与相邻式中的NH结合，而B通过酰胺键与A结合；R1代表氢原子或与苯环结合的1至4个取代基，所述取代基可以相同也可以不同；R2、R3、R4、R5、R6和R7独立地代表氢原子、羟基、烷基或卤素原子；R8和R9独立地代表氢原子或烷基；X代表C1-C5烷基基团。
• Establishment of Molecular Design Strategy To Obtain Activatable Fluorescent Probes for Carboxypeptidases
  作者：Yugo Kuriki、Mako Kamiya、Hidemasa Kubo、Toru Komatsu、Tasuku Ueno、Ryo Tachibana、Kento Hayashi、Kenjiro Hanaoka、Suguru Yamashita、Takeaki Ishizawa、Norihiro Kokudo、Yasuteru Urano

  DOI：10.1021/jacs.7b11014

  日期：2018.2.7

  strategy to obtain activatable fluorescent probes for CPs by utilizing intramolecular spirocyclization of rhodamine to translate the "aliphatic carboxamide to aliphatic carboxylate" structural conversion catalyzed by CPs into dynamic fluorescence activation. Based on this novel strategy, we developed probes for carboxypeptidases A and B. One of these probes was able to detect pancreatic juice leakage

  羧肽酶 (CP) 是一类水解酶，可从肽或蛋白质的 C 端切割一个或多个氨基酸。然而，监测 CP 活动的方法并不完善。在这里，我们提出了第一个通用设计策略，通过利用罗丹明的分子内螺环化将 CP 催化的“脂肪族羧酰胺转化为脂肪族羧酸盐”结构转化转化为动态荧光激活，从而获得 CP 的可激活荧光探针。基于这种新策略，我们开发了羧肽酶 A 和 B 的探针。其中一种探针能够检测离体小鼠的胰液渗漏，表明其适用于胰瘘的术中诊断。这种设计策略应该广泛适用于 CP，
• Fluorescent probe for detecting calpain activity
  申请人：The University of Tokyo

  公开号：US10294240B2

  公开（公告）日：2019-05-21

  [Problem] To provide a fluorescent probe that detects calpain activity in cells at high sensitivity. [Solution] A compound represented by the following general formula (I) or a salt thereof.

  [问题]提供一种能高灵敏度检测细胞中钙蛋白酶活性的荧光探针。 [解决方案] 由以下通式（I）代表的化合物或其盐。
• Fluorescent probe for detecting dipeptidyl peptidase IV
  申请人：The University of Tokyo

  公开号：US10383956B2

  公开（公告）日：2019-08-20

  [Problem] To provide a novel fluorescent probe for dipeptidyl peptidase IV, and a detection method and a detection kit using the fluorescent probe. [Solution] A fluorescent probe for detecting dipeptidyl peptidase IV (DPP-IV), said probe comprising a compound represented by formula (I) or a salt thereof. In formula (I): A and B are either the same or different and independently represent an amino acid residue, provided that A is bonded via an amide bond to NH in an adjacent formula and B is bonded via an amide bond to A; R1 represents hydrogen atom(s) or 1 to 4 substituents bonded to the benzene ring, said substituents being either the same or different; R2, R3, R4, R5, R6 and R7 independently represent a hydrogen atom, a hydroxyl group, an alkyl group or a halogen atom; R8 and R9 independently represent a hydrogen atom or an alkyl group; and X represents a C1-C3 alkylene group.

  [问题]提供一种二肽基肽酶 IV 的新型荧光探针，以及使用该荧光探针的检测方法和检测试剂盒。 [解决方案]一种用于检测二肽基肽酶 IV（DPP-IV）的荧光探针，所述探针由式（I）代表的化合物或其盐组成。在式 (I) 中A 和 B 相同或不同，且独立地代表氨基酸残基，条件是 A 通过酰胺键与相邻式中的 NH 键合，且 B 通过酰胺键与 A 键合；R1 代表氢原子或 1 至 4 个与苯环键合的取代基，所述取代基相同或不同；R2、R3、R4、R5、R6 和 R7 独立地代表氢原子、羟基、烷基或卤原子；R8 和 R9 独立地代表氢原子或烷基；以及 X 代表 C1-C3 亚烷基。