Fluorescence 'turn-on' sensor for F- derived from vitamin B6 cofactor.

A novel vitamin B6 Schiff base analog (L) was synthesized by combining vitamin B6 cofactor pyridoxal with 2-aminophenol. Receptor L displays a color change detectable by the naked-eye from yellow to red in the presence of fluoride and acetate due to the formation of hydrogen bonding host-guest complexes in 1 : 1 stoichiometry. Importantly, receptor L showed fluoride-selective 'turn-on' fluorescent response with a detection limit (3σ) of 7.39 × 10(-8) M.

[1]  R. K. Bera,et al.  Naphthalene based colorimetric sensor for bioactive anions: experimental and DFT study. , 2013, Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.

[2]  R. K. Bera,et al.  Spectroscopic and computational studies on the development of simple colorimetric and fluorescent sensors for bioactive anions , 2013 .

[3]  Anmin Zheng,et al.  A highly selective fluorescent probe for BO3(-) based on acetate derivatives of coumarin in aqueous solution and thimerosal. , 2013, The Analyst.

[4]  J. Casas,et al.  Coordination chemistry of vitamin B6 and derivatives: A structural overview , 2012 .

[5]  John F. Callan,et al.  Iron(III) selective molecular and supramolecular fluorescent probes. , 2012, Chemical Society reviews.

[6]  F. Castellano,et al.  Stibonium ions for the fluorescence turn-on sensing of F- in drinking water at parts per million concentrations. , 2012, Journal of the American Chemical Society.

[7]  N. Guchhait,et al.  Spectroscopic, colorimetric and theoretical investigation of salicylidene hydrazine based reduced Schiff base and its application towards biologically important anions. , 2012, Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.

[8]  S. Velmathi,et al.  Colorimetric and fluorescent sensing of multi metal ions and anions by salicylaldimine based receptors , 2012 .

[9]  Yingling Wang,et al.  The tautomerization between keto- to phenol-hydrazone induced by anions in the solution , 2012 .

[10]  Shichao Wang,et al.  A phenolic Schiff base for highly selective sensing of fluoride and cyanide via different channels , 2012 .

[11]  Philip A. Gale,et al.  Anion receptor chemistry: highlights from 2010. , 2012, Chemical Society reviews.

[12]  Jian Xu,et al.  Salicylaldehyde based colorimetric and “turn on” fluorescent sensors for fluoride anion sensing employing hydrogen bonding , 2011 .

[13]  A. Mahapatra,et al.  Color response of tri-armed azo host colorimetric sensors and test kit for fluoride. , 2011, Talanta.

[14]  N. Guchhait,et al.  Naked-eye detection of F− and AcO− ions by Schiff base receptor , 2011 .

[15]  Ying Zhou,et al.  A novel supermolecular tetrameric vanadate-selective colorimetric and "off-on" sensor with pyrene ligand. , 2011, Organic letters.

[16]  Philip A. Gale Anion receptor chemistry: highlights from 2008 and 2009. , 2010, Chemical Society reviews.

[17]  T. Gunnlaugsson,et al.  Colorimetric and fluorescent anion sensors: an overview of recent developments in the use of 1,8-naphthalimide-based chemosensors. , 2010, Chemical Society reviews.

[18]  S. Anandan,et al.  Colorimetric and fluorescence sensing of fluoride anions with potential salicylaldimine based schiff base receptors. , 2010, Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.

[19]  M. Hundal,et al.  A tripodal receptor bearing catechol groups for the chromogenic sensing of F− ions via frozen proton transfer , 2009 .

[20]  Yuhui Zhou,et al.  Selective colorimetric sensing for F− by a cleft-shaped anion receptor containing amide and hydroxyl as recognition units , 2009 .

[21]  R. Pintó,et al.  A bifunctional molecule as an artificial flavin mononucleotide cyclase and a chemosensor for selective fluorescent detection of flavins. , 2009, Journal of the American Chemical Society.

[22]  K. Rissanen,et al.  Recognition and sensing of fluoride anion. , 2009, Chemical communications.

[23]  John F. Callan,et al.  A multifunctional tripodal fluorescent probe: "off-on" detection of sodium as well as two-input AND molecular logic behavior. , 2009, Organic letters.

[24]  You‐Ming Zhang,et al.  Simple colorimetric sensors with high selectivity for acetate and chloride in aqueous solution , 2009 .

[25]  R. Butcher,et al.  Synthesis and photophysical characterization of a Schiff base as anion sensor , 2009 .

[26]  John F. Callan,et al.  An "off-on" sensor for fluoride using luminescent CdSe/ZnS quantum dots. , 2009, Chemical communications.

[27]  Philip A. Gale,et al.  Anion receptor chemistry: highlights from 2007. , 2009, Chemical Society reviews.

[28]  T. Gunnlaugsson,et al.  Colorimetric 'naked-eye' and fluorescent sensors for anions based on amidourea functionalised 1,8-naphthalimide structures : anion recognition via either deprotonation or hydrogen bonding in DMSO , 2008 .

[29]  Philip A. Gale,et al.  Anion receptors based on organic frameworks: highlights from 2005 and 2006. , 2008, Chemical Society reviews.

[30]  D. Larsen,et al.  Rapid photodynamics of vitamin B6 coenzyme pyridoxal 5'-phosphate and its Schiff bases in solution. , 2008, The journal of physical chemistry. B.

[31]  P. K. Bharadwaj,et al.  A coumarin-derived fluorescence probe selective for magnesium. , 2008, Inorganic chemistry.

[32]  S. Ayoob,et al.  Fluoride in Drinking Water: A Review on the Status and Stress Effects , 2006 .

[33]  T. Gunnlaugsson,et al.  Anion recognition and sensing in organic and aqueous media using luminescent and colorimetric sensors , 2006 .

[34]  Karl J. Wallace,et al.  Detection of chemical warfare simulants by phosphorylation of a coumarin oximate. , 2006, Chemical communications.

[35]  J. Donoso,et al.  Photo‐Induced Processes in Vitamin B6 Compounds , 2004, Chemistry & biodiversity.

[36]  Philip A. Gale Anion and ion-pair receptor chemistry: highlights from 2000 and 2001 , 2003 .

[37]  J. M. Sevilla,et al.  Fluorescence of the Schiff bases of pyridoxal and pyridoxal 5′-phosphate withl-isoleucine in aqueous solutions , 1996, Journal of Fluorescence.

[38]  J. Donoso,et al.  Spectroscopic study of the Schiff bases of dodecylamine with pyridoxal 5'-phosphate and 5'-deoxypyridoxal. A model for the Schiff bases of pyridoxal 5'-phosphate in biological systems. , 1991, The Biochemical journal.

[39]  A. Bianchi,et al.  Supramolecular chemistry of anions , 1997 .