PET modulated fluorescent sensing from the BF2 chelated azadipyrromethene platform

被引:103
作者
Hall, MJ [1 ]
Allen, LT [1 ]
O'Shea, DF [1 ]
机构
[1] Natl Univ Ireland Univ Coll Dublin, Sch Chem & Chem Biol, Ctr Synth & Chem Biol, Conway Inst, Dublin 4, Ireland
关键词
D O I
10.1039/b514788c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A convergent building block synthesis has been applied to new off/on photoinduced electron transfer ( PET) modulated fluorescent sensors which are based on a BF2 chelated tetraarylazadipyrromethene platform and operate in the biomedically important red region of the visible spectrum. Incorporation of diethylamine and morpholine receptors facilitates off/on microenvironment polarity and pH sensing. Aqueous formulation and in vitro cellular imaging demonstrates their potential for intracellular sensing.
引用
收藏
页码:776 / 780
页数:5
相关论文
共 45 条
  • [1] Fluorescence properties of rhodamine 800 in whole blood and plasma
    Abugo, OO
    Nair, R
    Lakowicz, JR
    [J]. ANALYTICAL BIOCHEMISTRY, 2000, 279 (02) : 142 - 150
  • [2] [Anonymous], TOPICS FLUORESCENCE
  • [3] Proton controlled intramolecular photoinduced electron transfer (PET) in podand linked squaraine-aniline dyads
    Arunkumar, E
    Ajayaghosh, A
    [J]. CHEMICAL COMMUNICATIONS, 2005, (05) : 599 - 601
  • [4] Perturbation of the PET process in fluorophore-spacer-receptor systems through structural modification: Transition metal induced fluorescence enhancement and selectivity
    Bag, B
    Bharadwaj, PK
    [J]. JOURNAL OF PHYSICAL CHEMISTRY B, 2005, 109 (10) : 4377 - 4390
  • [5] LUMINESCENCE AND CHARGE-TRANSFER .2. AMINOMETHYL ANTHRACENE-DERIVATIVES AS FLUORESCENT PET (PHOTOINDUCED ELECTRON-TRANSFER) SENSORS FOR PROTONS
    BISSELL, RA
    CALLE, E
    DE SILVA, AP
    DESILVA, SA
    GUNARATNE, HQN
    HABIBJIWAN, JL
    PEIRIS, SLA
    RUPASINGHE, RADD
    SAMARASINGHE, TKSD
    SANDANAYAKE, KRAS
    SOUMILLION, JP
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1992, (09): : 1559 - 1564
  • [6] FLUORESCENT PET (PHOTOINDUCED ELECTRON-TRANSFER) INDICATORS FOR SOLVENT POLARITY WITH QUASI-STEP FUNCTIONAL-RESPONSE
    BISSELL, RA
    DE SILVA, AP
    FERNANDO, WTML
    PATUWATHAVITHANA, ST
    SAMARASINGHE, TKSD
    [J]. TETRAHEDRON LETTERS, 1991, 32 (03) : 425 - 428
  • [7] FLUORESCENT PET (PHOTOINDUCED ELECTRON-TRANSFER) SENSORS WITH TARGETING/ANCHORING MODULES AS MOLECULAR VERSIONS OF SUBMARINE PERISCOPES FOR MAPPING MEMBRANE-BOUNDED PROTONS
    BISSELL, RA
    BRYAN, AJ
    DE SILVA, AP
    MCCOY, CP
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (04) : 405 - 407
  • [8] Energy transfer cassettes based on BODIPY® dyes
    Burghart, A
    Thoresen, LH
    Chen, J
    Burgess, K
    Bergström, F
    Johansson, LBÅ
    [J]. CHEMICAL COMMUNICATIONS, 2000, (22) : 2203 - 2204
  • [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