1,6-bis(dansylamino)hexane | 13285-11-5

• 英文名称: 1,6-bis(dansylamino)hexane
• 英文别名: Bis-dansyl-hexamethylenediamine；5-(dimethylamino)-N-[6-[[5-(dimethylamino)naphthalen-1-yl]sulfonylamino]hexyl]naphthalene-1-sulfonamide
• CAS: 13285-11-5
• 化学式: C₃₀H₃₈N₄O₄S₂
• 分子量: 582.788
• InChiKey: DLFQSNDQLGYLEQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  40
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  116
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  丹酰氯 、 1,6-己二胺 在 三正丁胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 1,6-bis(dansylamino)hexane
  参考文献：
  名称：

  Solvent-Induced Modulation of Collective Photophysical Processes in Fluorescent Silica Nanoparticles

  摘要：

  In this paper we show how it is possible to control the nature and the efficiency of collective photophysical processes in a network composed of two different fluorescent units organized on the surface of silica nanoparticles. Such a structure is obtained by covering nanoparticles with a layer of dansyl moieties (Dns) and by partially protonating them in solution. The two fluorophores Dns and Dns(.)H(+) have very different photophysical properties and can be selectively excited and detected. The interaction between the two units Dns and Dns.H+ has been first investigated in a reference compound obtained by derivatizing 1,6-hexanediamine with two dansyl units. The photophysical characterization of this compound (absorption spectra, fluorescence spectra, quantum yield, and lifetime) showed that the two moieties can be involved both in energy and electron-transfer processes. Dansylated nanoparticles were prepared by modifying preformed silica nanoparticles with dansylated (3-aminopropyl)trimethoxysilane. Photophysical studies indicated that protonation has a dramatic effect on the fluorescence of the nanoparticles, leading to the quenching of both the protonated units and the surrounding nonprotonated ones. This amplified response to protonation, due to charge-transfer interactions, is solvent-dependent and is less efficient in pure chloroform with respect to acetonitrile/chloroform (5/1 v/v) mixtures. The reduced efficiency of the electron-transfer processes responsible for the quenching makes energy transfer competitive to such an extent that in pure chloroform excitation energy migration takes place from Dns.H+ to Dris with great efficiency.

  DOI：

  10.1021/ja027270x

文献信息

• SINGH, DEVENDER;KUMAR, VIJAYANTI;GANESH, K. N., NUCL. ACIDS RES., 18,(1990) N1, C. 3339-3345
  作者：SINGH, DEVENDER、KUMAR, VIJAYANTI、GANESH, K. N.

  DOI：——

  日期：——
• GENNARO, M. C.;MENTASTI, E.;SARZANINI, C.;PORTA, V., CHROMATOGRAPHIA, 25,(1988) N 2, 117-124
  作者：GENNARO, M. C.、MENTASTI, E.、SARZANINI, C.、PORTA, V.

  DOI：——

  日期：——