TY - JOUR
T1 - Chiral Sensing of Various Amino Acids Using Induced Circularly Polarized Luminescence from Europium(III) Complexes of Phenanthroline Dicarboxylic Acid Derivatives
AU - Uchida, Taka aki
AU - Nozaki, Koichi
AU - Iwamura, Munetaka
N1 - Publisher Copyright:
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
PY - 2016/9/6
Y1 - 2016/9/6
N2 - Circularly polarized luminescence (CPL) was observed from [Eu(dppda)2]− (dppda=4,7-diphenyl-1,10-phenanthroline-2,9-dicarboxylic acid) and [Eu(pzpda)2]− (pzpda=pyrazino[2,3-f][1,10]phenanthroline-7,10-dicarboxylic acid) in aqueous solutions containing various amino acids. The selectivity of these complexes towards amino acids enabled them to be used as chiral sensors and their behavior was compared with that of [Eu(pda)2]− (pda=1,10-phenanthroline-2,9-dicarboxylic acid). As these EuIII complexes have achiral D2d structures under ordinary conditions, there were no CPL signals in the emission assigned to f–f transitions. However, when the solutions contained particular amino acids they exhibited detectable CPL signals with glum values of about 0.1 (glum=CPL/2 TL; TL=total luminescence). On examining 13 amino acids with these three EuIII complexes, it was found that whether an amino acid induced a detectable CPL depended on the EuIII complex ligands. For example, when ornithine was used as a chiral agent, only [Eu(dppda)2]− exhibited intense CPL in aqueous solutions of 10−2 mol dm−3. Steep amino acid concentration dependence suggested that CPL in [Eu(dppda)2]− and [Eu(pzpda)2]− was induced by the association of four or more amino acid molecules, whereas CPL in [Eu(pda)2]− was induced by association of two arginine molecules.
AB - Circularly polarized luminescence (CPL) was observed from [Eu(dppda)2]− (dppda=4,7-diphenyl-1,10-phenanthroline-2,9-dicarboxylic acid) and [Eu(pzpda)2]− (pzpda=pyrazino[2,3-f][1,10]phenanthroline-7,10-dicarboxylic acid) in aqueous solutions containing various amino acids. The selectivity of these complexes towards amino acids enabled them to be used as chiral sensors and their behavior was compared with that of [Eu(pda)2]− (pda=1,10-phenanthroline-2,9-dicarboxylic acid). As these EuIII complexes have achiral D2d structures under ordinary conditions, there were no CPL signals in the emission assigned to f–f transitions. However, when the solutions contained particular amino acids they exhibited detectable CPL signals with glum values of about 0.1 (glum=CPL/2 TL; TL=total luminescence). On examining 13 amino acids with these three EuIII complexes, it was found that whether an amino acid induced a detectable CPL depended on the EuIII complex ligands. For example, when ornithine was used as a chiral agent, only [Eu(dppda)2]− exhibited intense CPL in aqueous solutions of 10−2 mol dm−3. Steep amino acid concentration dependence suggested that CPL in [Eu(dppda)2]− and [Eu(pzpda)2]− was induced by the association of four or more amino acid molecules, whereas CPL in [Eu(pda)2]− was induced by association of two arginine molecules.
KW - amino acids
KW - chirality
KW - lanthanides
KW - luminescence
KW - sensors
UR - http://www.scopus.com/inward/record.url?scp=84981747670&partnerID=8YFLogxK
U2 - 10.1002/asia.201600798
DO - 10.1002/asia.201600798
M3 - 学術論文
C2 - 27380553
AN - SCOPUS:84981747670
SN - 1861-4728
VL - 11
SP - 2415
EP - 2422
JO - Chemistry - An Asian Journal
JF - Chemistry - An Asian Journal
IS - 17
ER -