Synthesis of a Terbium Fluorescent Chelate and Its Application to Time-Resolved Fluoroimmunoassay
A new nonadentate ligand, N, N, N 1, N 1-[2,6-bis(3‘-aminomethyl-1‘-pyrazolyl)-4-phenylpyridine]tetrakis(acetic acid) (BPTA) for a Tb3+ fluorescent complex was synthesized. The Tb3+ complex is strongly fluorescent, having a large fluorescence quantum yield of 1.00 and very long fluorescence lifetime...
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Published in | Analytical chemistry (Washington) Vol. 73; no. 8; pp. 1869 - 1876 |
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Main Authors | , , , |
Format | Journal Article |
Language | English |
Published |
Washington, DC
American Chemical Society
15.04.2001
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Subjects | |
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Abstract | A new nonadentate ligand, N, N, N 1, N 1-[2,6-bis(3‘-aminomethyl-1‘-pyrazolyl)-4-phenylpyridine]tetrakis(acetic acid) (BPTA) for a Tb3+ fluorescent complex was synthesized. The Tb3+ complex is strongly fluorescent, having a large fluorescence quantum yield of 1.00 and very long fluorescence lifetime of 2.681 ms in 0.05 M borate buffer of pH 9.1. Streptavidin (SA) was labeled with BPTA by using its succinimidyl monoester, and the BPTA−Tb3+-labeled SA was used in sandwich-type time-resolved fluoroimmunoassay (TR-FIA) of α-fetoprotein (AFP) and carcinoembryonic antigen (CEA) in human sera. The Tb3+-labeled SA was also used in competitive-type TR-FIA of bensulfuron-methyl (BSM) in water. The detection limits of these assays are 42 pg/mL for AFP, 70 pg/mL for CEA, and 0.4 ng/mL for BSM. In addition, a new simultaneous measurement method for AFP and CEA in a human serum sample was developed by using 4,4‘-bis(1‘ ‘,1‘ ‘,1‘ ‘,2‘ ‘,2‘ ‘,3‘ ‘,3‘ ‘ -heptafluoro-4‘ ‘,6‘ ‘-hexanedion-6‘ ‘-yl)chlorosulfo-o-terphenyl (BHHCT)−Eu3+-labeled anti-AFP antibody, biotinylated anti-CEA antibody, and BPTA−Tb3+-labeled SA. The concentrations of AFP and CEA in 39 human serum samples were determined, and the results were compared with those of the independently determined AFP and CEA by TR-FIA with a single-label method. A good correlation was obtained with the correlation coefficients of 0.991 for AFP and 0.994 for CEA. |
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AbstractList | A new nonadentate ligand, N, N, N1, N1-[2,6-bis(3'-aminomethyl-1'-pyrazolyl)-4-phenylpyridine]tetrakis(acetic acid) (BPTA) for a Tb3+ fluorescent complex was synthesized. The Tb3+ complex is strongly fluorescent, having a large fluorescence quantum yield of 1.00 and very long fluorescence lifetime of 2.681 ms in 0.05 M borate buffer of pH 9.1. A new nonadentate ligand, N, N, N1, N1-[2,6-bis(3'-aminomethyl-1'-pyrazolyl)-4-phenylpyridine]tetrakis(acetic acid) (BPTA) for a Tb3+ fluorescent complex was synthesized. The Tb3+ complex is strongly fluorescent, having a large fluorescence quantum yield of 1.00 and very long fluorescence lifetime of 2.681 ms in 0.05 M borate buffer of pH 9.1. Streptavidin (SA) was labeled with BPTA by using its succinimidyl monoester, and the BPTA-Tb(3+)-labeled SA was used in sandwich-type time-resolved fluoroimmunoassay (TR-FIA) of alpha-fetoprotein (AFP) and carcinoembryonic antigen (CEA) in human sera. The Tb(3+)-labeled SA was also used in competitive-type TR-FIA of bensulfuron-methyl (BSM) in water. The detection limits of these assays are 42 pg/mL for AFP, 70 pg/mL for CEA, and 0.4 ng/mL for BSM. In addition, a new simultaneous measurement method for AFP and CEA in a human serum sample was developed by using 4,4'-bis(1",1",2",2",3",3" -heptafluoro-4",6"-hexanedion-6"-ly)chlorosulfo- o-terphenyl (BHHCT)-Eu(3+)-labeled anti-AFP antibody, biotinylated anti-CEA antibody, and BPTA-Tb(3+)-labeled SA. The concentrations of AFP and CEA in 39 human serum samples were determined, and the results were compared with those of the independently determined AFP and CEA by TR-FIA with a single-label method. A good correlation was obtained with the correlation coefficients of 0.991 for AFP and 0.994 for CEA. A new nonadentate ligand, N, N, N 1, N 1-[2,6-bis(3‘-aminomethyl-1‘-pyrazolyl)-4-phenylpyridine]tetrakis(acetic acid) (BPTA) for a Tb3+ fluorescent complex was synthesized. The Tb3+ complex is strongly fluorescent, having a large fluorescence quantum yield of 1.00 and very long fluorescence lifetime of 2.681 ms in 0.05 M borate buffer of pH 9.1. Streptavidin (SA) was labeled with BPTA by using its succinimidyl monoester, and the BPTA−Tb3+-labeled SA was used in sandwich-type time-resolved fluoroimmunoassay (TR-FIA) of α-fetoprotein (AFP) and carcinoembryonic antigen (CEA) in human sera. The Tb3+-labeled SA was also used in competitive-type TR-FIA of bensulfuron-methyl (BSM) in water. The detection limits of these assays are 42 pg/mL for AFP, 70 pg/mL for CEA, and 0.4 ng/mL for BSM. In addition, a new simultaneous measurement method for AFP and CEA in a human serum sample was developed by using 4,4‘-bis(1‘ ‘,1‘ ‘,1‘ ‘,2‘ ‘,2‘ ‘,3‘ ‘,3‘ ‘ -heptafluoro-4‘ ‘,6‘ ‘-hexanedion-6‘ ‘-yl)chlorosulfo-o-terphenyl (BHHCT)−Eu3+-labeled anti-AFP antibody, biotinylated anti-CEA antibody, and BPTA−Tb3+-labeled SA. The concentrations of AFP and CEA in 39 human serum samples were determined, and the results were compared with those of the independently determined AFP and CEA by TR-FIA with a single-label method. A good correlation was obtained with the correlation coefficients of 0.991 for AFP and 0.994 for CEA. |
Author | Yuan, Jingli Matsumoto, Kazuko Majima, Keisuke Wang, Guilan |
Author_xml | – sequence: 1 givenname: Jingli surname: Yuan fullname: Yuan, Jingli – sequence: 2 givenname: Guilan surname: Wang fullname: Wang, Guilan – sequence: 3 givenname: Keisuke surname: Majima fullname: Majima, Keisuke – sequence: 4 givenname: Kazuko surname: Matsumoto fullname: Matsumoto, Kazuko |
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Keywords | Human Carcinoembryonic antigen Time resolution Fluorescent tracer Analysis method Terbium complex Fluorescence Serum α-Fetoprotein Immunological method |
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Snippet | A new nonadentate ligand, N, N, N 1, N 1-[2,6-bis(3‘-aminomethyl-1‘-pyrazolyl)-4-phenylpyridine]tetrakis(acetic acid) (BPTA) for a Tb3+ fluorescent complex was... A new nonadentate ligand, N, N, N1, N1-[2,6-bis(3'-aminomethyl-1'-pyrazolyl)-4-phenylpyridine]tetrakis(acetic acid) (BPTA) for a Tb3+ fluorescent complex was... |
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SubjectTerms | Acetates - chemical synthesis alpha-Fetoproteins - analysis Analysis Analytical biochemistry: general aspects, technics, instrumentation Analytical, structural and metabolic biochemistry Biological and medical sciences Biology Carcinoembryonic Antigen - blood Fluorescent Dyes - chemical synthesis Fluoroimmunoassay Fundamental and applied biological sciences. Psychology Humans Methods Molecules Proteins Pyrazoles - chemical synthesis Pyridines - chemical synthesis Sulfonylurea Compounds - analysis Water - chemistry |
Title | Synthesis of a Terbium Fluorescent Chelate and Its Application to Time-Resolved Fluoroimmunoassay |
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