Sensitive and selective photoinduced-electron-transfer-based sensing of alkylating agents

被引:44
作者
Tal, Shay [1 ]
Sahman, Husein
Abraham, Yael
Botoshansky, Mark
Eichen, Yoav
机构
[1] Technion Israel Inst Technol, Dept Chem, IL-32000 Haifa, Israel
[2] Technion Israel Inst Technol, Inst Solid State, IL-32000 Haifa, Israel
关键词
alkylation; electron transfer; hydrogen bonds; luminescence; sensors;
D O I
10.1002/chem.200501332
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Photoinduced-electron-transfer (PET)-based chemosensing is a very elegant way of reporting the presence of a guest species in solution. This method was successfully applied for the detection of different ionic species, such as cations, anions, and protons. Herein, we report on the application of the PET chemosensing concept for the efficient and selective detection of different alkylating agents. 2-(2-Dimethyl-aminoethyl)benzo[de]isoquinoline-1,3- dione (1) was found to be a highly selective and effective PET chemosensor that turns luminescent upon reacting with different alkylating agents. This PET-based system detected even rather weak alkylating agents, such as dichloromethane. A PET-based sensor that consists of I as the active component could detect rather low concentrations of alkylating agents in solution and in the gas phase.
引用
收藏
页码:4858 / 4864
页数:7
相关论文
共 47 条
  • [1] Photosensing by a fluorescing probe covalently attached to the silica.
    Ayadim, M
    Jiwan, JLH
    De Silva, AP
    Soumillion, JP
    [J]. TETRAHEDRON LETTERS, 1996, 37 (39) : 7039 - 7042
  • [2] DISTRIBUTION OF METHYL AND ETHYL ADDUCTS FOLLOWING ALKYLATION WITH MONOFUNCTIONAL ALKYLATING-AGENTS
    BERANEK, DT
    [J]. MUTATION RESEARCH, 1990, 231 (01): : 11 - 30
  • [3] DNA ADDUCTS OF HALOGENATED HYDROCARBONS
    BOLT, HM
    LAIB, RJ
    PETER, H
    OTTENWALDER, H
    [J]. JOURNAL OF CANCER RESEARCH AND CLINICAL ONCOLOGY, 1986, 112 (02) : 92 - 96
  • [4] MECHANISMS OF CARCINOGENICITY OF METHYL HALIDES
    BOLT, HM
    GANSEWENDT, B
    [J]. CRITICAL REVIEWS IN TOXICOLOGY, 1993, 23 (03) : 237 - 253
  • [5] Charge-transfer complexes of Cu(II)/HD analogue in sol-gel sensors
    Brinkley, JF
    Kirkey, ML
    Marques, ADS
    Lin, CT
    [J]. CHEMICAL PHYSICS LETTERS, 2003, 367 (1-2) : 39 - 43
  • [6] Fluorescent sensors for Zn2+ based on a fluorescein platform:: Synthesis, properties and intracellular distribution
    Burdette, SC
    Walkup, GK
    Spingler, B
    Tsien, RY
    Lippard, SJ
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (32) : 7831 - 7841
  • [7] BUSSEY A, 2004, PINT INT APPL, P24
  • [8] CAREY FA, 2001, ORGANIC CHEM, P302
  • [9] Daffy LM, 1998, CHEM-EUR J, V4, P1810, DOI 10.1002/(SICI)1521-3765(19980904)4:9<1810::AID-CHEM1810>3.0.CO
  • [10] 2-Y