2-{3-[N-methyl-N-(tert-butyloxycarbonyl)amino]propyloxy}-3-(2,2-dicyano)vinyl-7-(dimethylamino)naphthalene | 1386860-78-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-{3-[N-methyl-N-(tert-butyloxycarbonyl)amino]propyloxy}-3-(2,2-dicyano)vinyl-7-(dimethylamino)naphthalene
• 英文别名: tert-butyl N-[3-[3-(2,2-dicyanoethenyl)-7-(dimethylamino)naphthalen-2-yl]oxypropyl]-N-methylcarbamate
• CAS: 1386860-78-1
• 化学式: C₂₅H₃₀N₄O₃
• 分子量: 434.538
• InChiKey: NXFXCYUDQRBTJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  89.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-{3-[N-methyl-N-(tert-butyloxycarbonyl)amino]propyloxy}-3-(2,2-dicyano)vinyl-7-(dimethylamino)naphthalene 在 三异丙基硅烷 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 2-({6-dimethylamino-3-[(3-methylamino)propoxy]-naphthalene-2-yl}methylene)malononitrile
  参考文献：
  名称：

  Reaction-based two-photon probes for in vitro analysis and cellular imaging of monoamine oxidase activity

  摘要：

  基于反应的单胺氧化酶 A 和 B 荧光探针是基于新型双光子吸收化合物及其前体开发的。由于酶活性产生的双光子吸收化合物，探针显示出对酶的开启荧光响应，这是首次通过单光子和双光子显微镜监测。

  DOI：

  10.1039/c2cc32424e
• 作为产物：
  描述：

  二碳酸二叔丁酯 在 哌啶 、 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 30.0h， 生成 2-{3-[N-methyl-N-(tert-butyloxycarbonyl)amino]propyloxy}-3-(2,2-dicyano)vinyl-7-(dimethylamino)naphthalene
  参考文献：
  名称：

  Reaction-based two-photon probes for in vitro analysis and cellular imaging of monoamine oxidase activity

  摘要：

  基于反应的单胺氧化酶 A 和 B 荧光探针是基于新型双光子吸收化合物及其前体开发的。由于酶活性产生的双光子吸收化合物，探针显示出对酶的开启荧光响应，这是首次通过单光子和双光子显微镜监测。

  DOI：

  10.1039/c2cc32424e

文献信息

• NOVEL TWO-PHOTON ABSORBING FLUORESCENT SUBSTANCE, AND SUBSTRATE SENSING METHOD USING SAME
  申请人：POSTECH ACADEMY - INDUSTRY FOUNDATION

  公开号：US20140377791A1

  公开（公告）日：2014-12-25

  The present invention relates to a compound which is a novel two-photon absorbing fluorescent substance, a production method for the compound, a fluorescence sensor and molecular probe able to sense various substrates or enzyme activity or the like using the same, and a method of sensing enzyme activity or the like using the same. More specifically, the present invention relates to a novel two-photon absorbing fluorescent substance which has the high photo-stability and large two-photon absorption cross-section value of acedan which is a two-photon absorbing fluorescent substance, and has the high fluorescence efficiency of coumarin which is a one-photon absorbing fluorescent substance, while exhibiting absorption and emission characteristics at a longer wavelength than existing acedan and coumarin and so being advantageous in in-vivo imaging. The compound according to the present invention can be used as a fluorescence sensor which is highly sensitive and selective for various substrates, and more particularly, can be used in the study and treatment of diseases in which MAO enzymes are involved such as mood disorders using MAO enzyme activity and inhibitor screening.

  本发明涉及一种新型的双光子吸收荧光物质，以及该化合物的生产方法、利用该化合物能够感知各种底物或酶活性的荧光传感器和分子探针，以及利用该化合物进行酶活性感知等的方法。更具体地，本发明涉及一种新型的双光子吸收荧光物质，具有高光稳定性和大的双光子吸收截面值，类似于双光子吸收荧光物质acedan，同时具有类似于单光子吸收荧光物质coumarin的高荧光效率，且在吸收和发射特性上比现有的acedan和coumarin具有更长的波长，因此在体内成像方面具有优势。根据本发明的化合物可用作高灵敏度和选择性的各种底物的荧光传感器，特别是可用于研究和治疗MAO酶参与的情绪障碍等疾病，利用MAO酶活性和抑制剂筛选。
• US9353399B2
  申请人：——

  公开号：US9353399B2

  公开（公告）日：2016-05-31
• [EN] NOVEL TWO-PHOTON ABSORBING FLUORESCENT SUBSTANCE, AND SUBSTRATE SENSING METHOD USING SAME<br/>[FR] NOUVELLE SUBSTANCE FLUORESCENTE ABSORBANT DEUX PHOTONS, ET PROCÉDÉ DE DÉTECTION DE SUBSTRAT L'UTILISANT
  申请人：POSTECH ACAD IND FOUND

  公开号：WO2013172544A1

  公开（公告）日：2013-11-21

  본 발명은 새로운 이광자 흡수 형광체인 화합물, 화합물의 제조방법, 이를 이용하여 각 기질 또는 효소 활성 등을 감지할 수 있는 형광 센서 및 분자 프로브, 및 이를 이용하여 효소 활성 등을 감지하는 방법에 관한 것으로, 보다 구체적으로는 이광자 흡수 형광체인 아세단의 높은 광안정성과 큰 이광자 흡수 단면 값을 가지고, 일광자 흡수 형광체인 쿠마린의 높은 형광 효율을 가지면서, 기존의 아세단이나 쿠마린에 비해 장파장의 흡수와 방출 특성을 보여 생체 내 영상화에 장점을 가진 새로운 이광자 흡수 형광체에 관한 것이다. 본 발명에 따른 화합물을 이용하여 각 기질에 대한 높은 민감도 및 선택성을 가지는 형광 센서로 활용할 수 있고, 특히 MAO 효소의 활성 및 억제제 탐색에 이용하여 기분장애 등 MAO 효소가 관계된 질환 연구 및 치료에 이용할 수 있다.
• Reaction-based two-photon probes for in vitro analysis and cellular imaging of monoamine oxidase activity
  作者：Dokyoung Kim、Sunderraman Sambasivan、Hyoseok Nam、Ki Hean Kim、Jin Yong Kim、Taiha Joo、Kyung-Ha Lee、Kyong-Tai Kim、Kyo Han Ahn

  DOI：10.1039/c2cc32424e

  日期：——

  Reaction-based fluorescent probes for monoamine oxidases A and B are developed based on a new two-photon absorbing compound and its precursor. The probes show turn-on fluorescence response to the enzymes owing to the two-photon absorbing compound produced by the enzymatic activity, as monitored by one- as well as two-photon microscopy for the first time.

  基于反应的单胺氧化酶 A 和 B 荧光探针是基于新型双光子吸收化合物及其前体开发的。由于酶活性产生的双光子吸收化合物，探针显示出对酶的开启荧光响应，这是首次通过单光子和双光子显微镜监测。