New class of tetradentate β-diketonate-europium complexes that can be covalently bound to proteins for time-gated fluorometric application

Zhang, L; Wang, Y; Ye, Z; Jin, D; Yuan, J

New class of tetradentate β-diketonate-europium complexes that can be covalently bound to proteins for time-gated fluorometric application

Zhang, L Wang, Y Ye, Z Jin, D

Yuan, J

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Publication Type:: Journal Article
Citation:: Bioconjugate Chemistry, 2012, 23 (6), pp. 1244 - 1251
Issue Date:: 2012-06-20

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Field	Value	Language
dc.contributor.author	Zhang, L	en_US
dc.contributor.author	Wang, Y	en_US
dc.contributor.author	Ye, Z	en_US
dc.contributor.author	Jin, D https://orcid.org/0000-0003-1046-2666	en_US
dc.contributor.author	Yuan, J	en_US
dc.date.issued	2012-06-20	en_US
dc.identifier.citation	Bioconjugate Chemistry, 2012, 23 (6), pp. 1244 - 1251	en_US
dc.identifier.issn	1043-1802	en_US
dc.identifier.uri	http://hdl.handle.net/10453/114472
dc.description.abstract	Luminescent lanthanide complexes that can be covalently bound to proteins have shown great utility as biolabels for highly sensitive time-gated luminescence bioassays in clinical diagnostics and biotechnology discoveries. In this work, three new tetradentate β-diketonate-europium complexes that can be covalently bound to proteins to display strong and long-lived Eu 3+ luminescence, 1,2-bis[4′-(1″,1″,1″, 2″,2″,3″,3″-heptafluoro-4″,6″-hexanedion- 6″-yl)-benzyl]-4-chlorosulfobenzene-Eu3+ (BHHBCB-Eu 3+), 1,2-bis[4′-(1″,1″,1″,2″,2″- pentafluoro-3″,5″-pentanedion-5″-yl)-benzyl] -4-chlorosulfobenzene-Eu3+ (BPPBCB-Eu3+), and 1,2-bis[4′-(1″,1″,1″-trifluoro-2″, 4″-butanedion-4″-yl)-benzyl]-4-chlorosulfobenzene-Eu3+ (BTBBCB-Eu3+), have been designed and synthesized as biolabels for time-gated luminescence bioassay applications. The luminescence spectroscopy characterizations of the aqueous solutions of three complex-bound bovine serum albumin reveal that BHHBCB-Eu3+ has the strongest luminescence with the largest quantum yield (40%) and longest luminescence lifetime (0.52 ms) among the complexes, which is superior to the other currently available europium biolabels. The BHHBCB-Eu3+-labeled streptavidin was prepared and used for both the time-gated luminescence immunoassay of human prostate specific antigen and the time-gated luminescence microscopy imaging of a pathogenic microorganism Cryptosporidium muris. The results demonstrated the practical utility of the new Eu3+ complex-based biolabel for time-gated luminescence bioassay applications. (Chemical Equation Presented) © 2012 American Chemical Society.	en_US
dc.relation.ispartof	Bioconjugate Chemistry	en_US
dc.relation.isbasedon	10.1021/bc300075t	en_US
dc.subject.classification	Organic Chemistry	en_US
dc.subject.mesh	Animals	en_US
dc.subject.mesh	Cattle	en_US
dc.subject.mesh	Humans	en_US
dc.subject.mesh	Cryptosporidium	en_US
dc.subject.mesh	Europium	en_US
dc.subject.mesh	Benzene Derivatives	en_US
dc.subject.mesh	Prostate-Specific Antigen	en_US
dc.subject.mesh	Serum Albumin, Bovine	en_US
dc.subject.mesh	Streptavidin	en_US
dc.subject.mesh	Luminescent Agents	en_US
dc.subject.mesh	Fluorometry	en_US
dc.subject.mesh	Coordination Complexes	en_US
dc.subject.mesh	Optical Imaging	en_US
dc.title	New class of tetradentate β-diketonate-europium complexes that can be covalently bound to proteins for time-gated fluorometric application	en_US
dc.type	Journal Article
utslib.citation.volume	6	en_US
utslib.citation.volume	23	en_US
utslib.for	0304 Medicinal and Biomolecular Chemistry	en_US
utslib.for	0305 Organic Chemistry	en_US
utslib.for	0601 Biochemistry and Cell Biology	en_US
pubs.embargo.period	Not known	en_US
pubs.organisational-group	/University of Technology Sydney
pubs.organisational-group	/University of Technology Sydney/Faculty of Science
pubs.organisational-group	/University of Technology Sydney/Faculty of Science/School of Mathematical and Physical Sciences
pubs.organisational-group	/University of Technology Sydney/Strength - IBMD - Initiative for Biomedical Devices
utslib.copyright.status	closed_access
pubs.issue	6	en_US
pubs.publication-status	Published	en_US
pubs.volume	23	en_US

Abstract:

Luminescent lanthanide complexes that can be covalently bound to proteins have shown great utility as biolabels for highly sensitive time-gated luminescence bioassays in clinical diagnostics and biotechnology discoveries. In this work, three new tetradentate β-diketonate-europium complexes that can be covalently bound to proteins to display strong and long-lived Eu 3+ luminescence, 1,2-bis[4′-(1″,1″,1″, 2″,2″,3″,3″-heptafluoro-4″,6″-hexanedion- 6″-yl)-benzyl]-4-chlorosulfobenzene-Eu3+ (BHHBCB-Eu 3+), 1,2-bis[4′-(1″,1″,1″,2″,2″- pentafluoro-3″,5″-pentanedion-5″-yl)-benzyl] -4-chlorosulfobenzene-Eu3+ (BPPBCB-Eu3+), and 1,2-bis[4′-(1″,1″,1″-trifluoro-2″, 4″-butanedion-4″-yl)-benzyl]-4-chlorosulfobenzene-Eu3+ (BTBBCB-Eu3+), have been designed and synthesized as biolabels for time-gated luminescence bioassay applications. The luminescence spectroscopy characterizations of the aqueous solutions of three complex-bound bovine serum albumin reveal that BHHBCB-Eu3+ has the strongest luminescence with the largest quantum yield (40%) and longest luminescence lifetime (0.52 ms) among the complexes, which is superior to the other currently available europium biolabels. The BHHBCB-Eu3+-labeled streptavidin was prepared and used for both the time-gated luminescence immunoassay of human prostate specific antigen and the time-gated luminescence microscopy imaging of a pathogenic microorganism Cryptosporidium muris. The results demonstrated the practical utility of the new Eu3+ complex-based biolabel for time-gated luminescence bioassay applications. (Chemical Equation Presented) © 2012 American Chemical Society.

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http://hdl.handle.net/10453/114472