Chirality sensing and size recognition of N-Boc-amino acids by cage-type dimeric lanthanide complexes: chirality detection of N-Boc-aspartate anions via luminescence colour change

被引:26
作者
Ito, Hiroshi [1 ]
Shinoda, Satoshi
机构
[1] Osaka City Univ, Dept Chem, Sumiyoshi Ku, Osaka 5588585, Japan
基金
日本学术振兴会;
关键词
CIRCULARLY-POLARIZED LUMINESCENCE; ENANTIOSELECTIVE RECOGNITION; FLUORESCENT; EUROPIUM; EMISSION; POLYMER; TERBIUM; SENSORS; SYSTEMS; PROBES;
D O I
10.1039/c4cc10384j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Chiral luminescent lanthanide complexes, characterized by covalently-linked face-to-face octadentate cyclen (tetraaza-12-crown-4) ligands, specifically bound a chiral N-Boc-aspartate among various N-Boc amino acid anions to enhance Eu(III) luminescence intensity at 615 nm. The combination of Tb(III) and Eu(III) complexes enabled naked-eye discrimination of N-Boc-D- and L-aspartates via the luminescence colour change.
引用
收藏
页码:3808 / 3811
页数:4
相关论文
共 31 条
  • [1] Intelligent Chiral Sensing Based on Supramolecular and Interfacial Concepts
    Ariga, Katsuhiko
    Richards, Gary J.
    Ishihara, Shinsuke
    Izawa, Hironori
    Hill, Jonathan P.
    [J]. SENSORS, 2010, 10 (07): : 6796 - 6820
  • [2] Non-radiative deactivation of the excited states of europium, terbium and ytterbium complexes by proximate energy-matched OH, NH and CH oscillators: an improved luminescence method for establishing solution hydration states
    Beeby, A
    Clarkson, IM
    Dickins, RS
    Faulkner, S
    Parker, D
    Royle, L
    de Sousa, AS
    Williams, JAG
    Woods, M
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1999, (03): : 493 - 503
  • [3] Berg JM., 2019, Biochemistry, V9
  • [4] Anion binding in water at lanthanide centres: from structure and selectivity to signalling and sensing
    Butler, Stephen J.
    Parker, David
    [J]. CHEMICAL SOCIETY REVIEWS, 2013, 42 (04) : 1652 - 1666
  • [5] Utility of tris(4-bromopyridyl) europium complexes as versatile intermediates in the divergent synthesis of emissive chiral probes
    Butler, Stephen J.
    Delbianco, Martina
    Evans, Nicholas H.
    Frawley, Andrew T.
    Pal, Robert
    Parker, David
    Puckrin, Robert S.
    Yufit, Dmitry S.
    [J]. DALTON TRANSACTIONS, 2014, 43 (15) : 5721 - 5730
  • [6] Lanthanide complexes as chiral probes exploiting circularly polarized luminescence
    Carr, Rachel
    Evans, Nicholas H.
    Parker, David
    [J]. CHEMICAL SOCIETY REVIEWS, 2012, 41 (23) : 7673 - 7686
  • [7] Structural rigidity and luminescence of chiral lanthanide tetraamide complexes based on 1,4,7,10-tetraazacyclododecane
    Dickins, RS
    Howard, JAK
    Lehmann, CW
    Moloney, J
    Parker, D
    Peacock, RD
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1997, 36 (05): : 521 - 523
  • [8] Chirality-sensing supramolecular systems
    Hembury, Guy A.
    Borovkov, Victor V.
    Inoue, Yoshihisa
    [J]. CHEMICAL REVIEWS, 2008, 108 (01) : 1 - 73
  • [9] Chirality Sensing and Size Discrimination of Anions by Macrotricyclic Cyclen-Disodium Complexes
    Ito, Hiroshi
    Shinoda, Satoshi
    [J]. CHEMISTRYOPEN, 2014, 3 (06): : 238 - 241
  • [10] Chirality Transfer in Propeller-Shaped CyclenCalcium(II) Complexes: Metal-Coordinating and Ion-Pairing Anion Procedures
    Ito, Hiroshi
    Tsukube, Hiroshi
    Shinoda, Satoshi
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (10) : 3330 - 3339