Facile synthesis of anthracene-appended amino acids as highly selective and sensitive fluorescent Fe3+ ion sensors.
We designed new fluorescent chemical sensors for Fe3+ ion detection, by conjugating amino acids as receptors into an anthracene fluorophore. The conjugates were synthesized in solid phase by Fmoc-chemistry. Fluorescence sensors containing Asp (1) and Glu (2) both had exclusive selectivity for Fe3+ in 100% aqueous solution and in a mixed organic-aqueous solvent system. Other metal ions did not interfere with the detection ability of the sensors for Fe3+. The sensors detect Fe3+ ions via a chelation-enhanced fluorescent quenching effect. The binding affinity, reversible monitoring, and pH sensitivity of the sensors were investigated. In addition, detection of fluoride ion among halide ions was done by a chemosensing ensemble method with 1-Fe3+ and 2-Fe3+ complexes.
Bioorganic Chemistry Laboratory, Department of Chemistry, Inha University, 253 Younghyun-Dong, Nam-Gu, Inchon-City 402-751, Republic of Korea.
Chuda Raj
CR
Lohani
Joung-Min
JM
Kim
Keun-Hyeung
KH
Lee
D000596:Amino Acids / Q000737:chemistry*; D000873:Anthracenes / Q000138:chemical synthesis* / Q000737:chemistry; D001224:Aspartic Acid / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D005456:Fluorescent Dyes / Q000737:chemistry*; D005971:Glutamates / Q000138:chemical synthesis* / Q000737:chemistry; D006863:Hydrogen-Ion Concentration; D007501:Iron / Q000032:analysis*; D013050:Spectrometry, Fluorescence
D000596:Amino Acids; D000873:Anthracenes; D005456:Fluorescent Dyes; D005971:Glutamates; D001224:Aspartic Acid; D007501:Iron; C034020:anthracene