Publication Cover
Spectroscopy Letters
An International Journal for Rapid Communication
Volume 45, 2012 - Issue 4
411
Views
7
CrossRef citations to date
0
Altmetric
Original Articles

Quinoline-Based “On-Off” Fluorescent Sensor for Acetate: Effect of Link Mode between Binding Sites and Fluorophore on Fluorescence Changes

Pages 262-268 | Received 11 Jun 2011, Accepted 19 Jul 2011, Published online: 16 Apr 2012

REFERENCES

  • Gunnlaugsson , T. ; Davis , A. P. ; O'Brien , J. E. ; Glynn , M. Fluorescent sensing of pyrophosphate and bis-carboxylates with charge neutral PET chemosensors . Org. Lett. 2002 , 4 , 2449 – 2452 .
  • Kong , F. ; Liu , Q. ; Wu , X. ; Wang , Z. ; Chen , Q. ; Chen , L. 2-(4-Formylphenyl)phenanthroimidazole as a colorimetric and fluorometric probe for selective fluoride ion sensing . J. Fluoresc. 2011 , doi: DOI 10.1007/s10895-011-0858-7 .
  • (a) Kim , Y. ; Huh , H. ; Lee , M. H. ; Lenov , I. L. ; Zhao , H. ; Gabbaï , F. P. Turn-on fluorescence sensing of cyanide ions in aqueous solution at parts-per-billion concentrations . Chem. Eur. J. 2011 , 17 , 2057 – 2062 ; (b) Shao , J. ; Lin , H. ; Lin , H. A simple and efficient colorimetric anion sensor based on a thiourea group in DMSO and DMSO–water and its real-life application . Talanta 2008 , 75 , 1015 – 1020 .
  • Amendola , V. ; Fabbrizzi , L. ; Mosca , L. ; Schmidtchen , F. Urea-, squaramide-, and sulfonamide-based anion receptors: A thermodynamic study . Chem. Eur. J. 2011 , doi: 10.1002/chem.201003411 .
  • Gale , P. A. ; Hiscock , J. R. ; Jie , C. Z. ; Hursthousea , M. B. ; Light , M. E. Acyclic indole and carbazole-based sulfate receptors . Chem. Sci. 2010 , 1 , 215 – 220 .
  • Park , J. J. ; Kim , Y. ; Kim , C. ; Kang , J. Naked eye detection of fluoride and pyrophosphate with an anion receptor utilizing anthracene and nitrophenyl group as signaling group . Tetrahedron Lett. 2011 , 52 , 2759 – 2763 .
  • Inoue , Y. ; Kanbara , T. ; Yamamoto , T. Preparation of a new receptor for anions, macrocyclic polythiolactam-structure and high anion-binding ability . Tetrahedron Lett. 2003 , 44 , 5167 – 5169 .
  • Shao , J. ; Lin , H. ; Lin , H. A novel chromo- and fluorogenic dual responding receptor based on an azo derivative . Dyes Pigments 2009 , 80 , 259 – 263 .
  • Kondo , S. ; Nagamine , M. ; Karasawa , S. ; Ishihara , M. ; Unno , M. ; Yano , Y. Anion recognition by 2,2′-binaphthalene derivatives bearing urea and thiourea groups at 8- and 8′-positions by UV-vis and fluorescence spectroscopies . Tetrahedron 2011 , 67 , 943 – 950 .
  • Soriano , M. L. ; Lenthall , J. T. ; Anderson , K. M. ; Smith , S. ; Steed , J. W. Enhanced anion binding from unusual coordination modes of bis(thiourea) ligands in platinum group metal complexes . Chem. Eur. J. 2010 , 16 , 10818 – 10831 .
  • Li , A. F. ; Wang , J. H. ; Wang , F. ; Jiang , Y. B. Anion complexation and sensing using modified urea and thiourea-based receptors . Chem. Soc. Rev. 2010 , 39 , 3729 – 3745 .
  • Veale , E. B. ; Tocci , G. M. ; Pfeffer , F. M. ; Kruger , P. E. ; Gunnlaugsson , T. Demonstration of bidirectional photoinduced electron transfer (PET) sensing in 4-amino-1,8-naphthalimide based thiourea anion sensors . Org. Biomol. Chem. 2009 , 7 , 3447 – 3454 .
  • Lin , Z. H. ; Xie , L. X. ; Zhao , Y. G. ; Duan , C. Y. ; Qu , J. P. Thiourea-based molecular clips for fluorescent discrimination of isomeric dicarboxylates . Org. Biomol. Chem. 2007 , 5 , 3535 .
  • Shao , J. ; Lin , H. ; Lin , H. Rational design of a colorimetric and ratiometric fluorescent chemosensor based on intramolecular charge transfer (ICT) . Talanta 2008 , 77 , 273 – 277 .
  • Suk , J. ; Jeong , K. Indolocarbazole-based foldamers capable of binding halides in water . J. Am. Chem. Soc. 2008 , 130 , 11868 – 11869 .
  • Shao , J. ; Wang , Y. ; Lin , H. ; Lin , H. A novel anion receptor employing the pyrrole and amide moieties in the cooperative binding of anions . J. Incl. Phenom. Macrocycl. Chem. 2008 , 62 , 377 – 391 .
  • Liu , G. ; Shao , J. A C 2-symmetric ratiometric fluorescence and colorimetric anion sensor based on pyrrole derivative . J. Lumin. 2011 , 131 , 1397 – 1400 .
  • Caltagirone , C. ; Gale , P. A. Anion receptor chemistry: Highlights from 2007 . Chem. Soc. Rev. 2009 , 38 , 520 – 563 .
  • Edwards , P. R. ; Hiscock , J. R. ; Gale , P. A. ; Light , M. E. Carbamate complexation by urea-based receptors: studies in solution and the solid state . Org. Biomol. Chem. 2010 , 8 , 100 – 106 .
  • Amendola , V. ; Fabbrizzi , L. Anion receptors that contain metals as structural units. Chem. Commun. 2009 , 513 – 531 .
  • Amendola , V. ; Esteban-Gómez , D. ; Fabbrizzi , L. ; Licchelli , M. ; Monzani , E. , Sancenón , F. Metal-enhanced h-bond donor tendencies of urea and thiourea toward anions: Ditopic receptors for silver(I) salts . Inorg. Chem. 2005 , 44 , 8690 – 8698 .
  • Lin , Y. ; Tu , G. ; Lin , C. ; Chang , Y. ; Yen , Y. Colorimetric anion chemosensors based on anthraquinone: Naked-eye detection of isomeric dicarboxylate and tricarboxylate anions . New J. Chem. 2009 , 33 , 860 – 867 .
  • Yen , Y. ; Ho , K. Development of colorimetric receptors for selective discrimination between isomeric dicarboxylate anions. Tetrahedron Lett. 2006, 47, 7357–7361.
  • Martínez-Máñez , R. ; Sancenón , F. Fluorogenic and chromogenic chemosensors and reagents for anions . Chem. Rev. 2003 , 103 , 4419 – 4476 .
  • Duke , R. M. ; Gunnlaugsson , T. 3-Urea-1,8-naphthalimides are good chemosensors: A highly selective dual colorimetric and fluorescent ICT based anion sensor for fluoride . Tetrahedron Lett. 2011 , 52 , 1503 – 1505 .
  • Park , J. J. ; Kim , Y. ; Kim , C. ; Kang , J. Fine tuning of receptor polarity for the development of selective naked eye anion receptor . Tetrahedron Lett. 2011 , 52 , 3361 – 3366 .
  • Shao , J. ; Lin , H. ; Lin , H. A Simple and efficient colorimetric anion sensor based on a thiourea group in DMSO and DMSO-water and its real-life application . Talanta 2008 , 75 , 1015 – 1020 .
  • Shao , J. A novel colorimetric and fluorescence turn-on anion sensor with a urea group as binding sites and a coumarin group as a signal unit . Dyes Pigments 2010 , 87 , 273 – 277 .
  • Jia , C. ; Wu , B. ; Liang , L. ; Huang , X. ; Yang , X. A colorimetric and ratiometric fluorescent chemosensor for fluoride based on proton transfer . J. Fluoresc. 2010 , 20 , 291 – 297 .
  • Jadhav , J. R. ; Bae , C. H. ; Kim , H. Fluorescence sensing of by an imidazolium-based cholestane receptor . Tetrahedron Lett. 2011 , 52 , 1623 – 1627 .
  • Xu , Z. ; Singh , N. J. ; Lim , J. ; Pan , J. ; Kim , H. ; Park , S. ; Kim , K. S. ; Yoon , J. Unique sandwich stacking of pyrene-adenine-pyrene for selective and ratiometric fluorescent sensing of ATP at physiological pH . J. Am. Chem. Soc. 2009 , 131 , 15528 – 15533 .
  • Beer , P. D. ; Drew , M. G. B. ; Hodacova , J. ; Stokes , S. E. Synthesis, structure and anion co-ordination chemistry of a novel macrocyclic cobaltocenium receptor . Chem. Commun. 1996 , 689 – 696 .
  • Niu , H. ; Yin , Z. ; Su , D. ; Niu , D. ; Ao , Y. ; He , J. ; Cheng , J. Ferrocene-based imidazolium receptors for anions . Tetrahedron 2008 , 64 , 6300 – 6306 .
  • Shao , J. ; Lin , H. ; Yu , M. ; Cai , Z. ; Lin , H. Study on acetate ion recognition and sensing in aqueous media using a novel and simple colorimetric sensor and its analytical application . Talanta 2008 , 75 , 551 – 555 .
  • Kim , Y. ; Youk , J. ; Kim , S. ; Chang , S. Solvatochromic fluorescence behavior of 8-aminoquinoline-benzothiazole: A sensitive probe for water composition in binary aqueous solutions . Bull. Korean. Chem. Soc. 2005 , 26 , 47 – 50 .
  • Valeur , B. Molecular Fluorescence: Principles and Applications ; Wiley : New York , 2001 ; 298 – 301 .
  • Bourson , J. ; Pouget , J. ; Valeur , B. Ion-responsive fluorescent compounds: Part. 4. Effect of cation binding on the photophysical properties of a coumarin linked to Monoaza- and Diaza-Crown ethers . J. Phys. Chem. 1993 , 97 , 4552 – 4557 .
  • Han , F. ; Bao , Y. ; Yang , Z. ; Fyles , T. M. ; Zhao , J. ; Peng , X. ; Fan , J. ; Wu , Y. ; Sun , S. Simple bisthiocarbonohydrazones as sensitive, selective, colorimetric, and switch-on fluorescent chemosensors for fluoride anions . Chem. Eur. J. 2007 , 13 , 2880 – 2892 .

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.