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Title: Luminescent 1-hydroxy-2-pyridinone chelates of lanthanides


The present invention provides luminescent complexes between a lanthanide ion and an organic ligand which contains 1,2-hydroxypyridinone units. The complexes of the invention are stable in aqueous solutions and are useful as molecular probes, for example in medical diagnostics and bioanalytical assay systems. The invention also provides methods of using the complexes of the invention.

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Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States)
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Patent File Date: 2013 Oct 08
Country of Publication:
United States

Citation Formats

Raymond, Kenneth N., Xu, Jide, Moore, Evan G., and Werner, Eric J. Luminescent 1-hydroxy-2-pyridinone chelates of lanthanides. United States: N. p., 2017. Web.
Raymond, Kenneth N., Xu, Jide, Moore, Evan G., & Werner, Eric J. Luminescent 1-hydroxy-2-pyridinone chelates of lanthanides. United States.
Raymond, Kenneth N., Xu, Jide, Moore, Evan G., and Werner, Eric J. Tue . "Luminescent 1-hydroxy-2-pyridinone chelates of lanthanides". United States.
title = {Luminescent 1-hydroxy-2-pyridinone chelates of lanthanides},
author = {Raymond, Kenneth N. and Xu, Jide and Moore, Evan G. and Werner, Eric J.},
abstractNote = {The present invention provides luminescent complexes between a lanthanide ion and an organic ligand which contains 1,2-hydroxypyridinone units. The complexes of the invention are stable in aqueous solutions and are useful as molecular probes, for example in medical diagnostics and bioanalytical assay systems. The invention also provides methods of using the complexes of the invention.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {2017},
month = {1}


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Works referenced in this record:

Determination of the Prototropic Exchange Rate at the Water Molecule Coordinated to an Anionic Paramagnetic GdIII Chelate
journal, September 1998

Nouvelle méthode de synthèse du 3,4,3 LI 1,2 HOPO (1,5,10,14-tétra (1-hydroxy-2-pyridone-6 oyl) 1,5,10,14 tétraazatétradécane) [A new synthesis of 3,4,3 LI 1,2 HOPO]
journal, April 1998

  • Bailly, Théodorine; Burgada, Ramon
  • Comptes Rendus de l'Académie des Sciences - Series IIC - Chemistry, Vol. 1, Issue 4, p. 241-245
  • DOI: 10.1016/S1387-1609(98)80041-8

Synthesis and relaxometry of high-generation (G = 5, 7, 9, and 10) PAMAM dendrimer-DOTA-gadolinium chelates
journal, February 1999

Study of metal complexes of a tripodal hydroxypyridinone ligand by electrospray tandem mass spectrometry
journal, June 2005

  • Budimir, Natali; Fournier, Françoise; Bailly, Théodorine
  • Rapid Communications in Mass Spectrometry, Vol. 19, Issue 13, p. 1822-1828
  • DOI: 10.1002/rcm.1993

Synthesis of 3,4,3 LI 1,2 HOPO labelled with 14C: Synthesis of 3,4,3
journal, February 2001

  • Burgada, R.; Bailly, T.; Noël, J. P.
  • Journal of Labelled Compounds and Radiopharmaceuticals, Vol. 44, Issue 1, p. 13-19
  • DOI: 10.1002/jlcr.427

New compounds of tetradentate Schiff bases with vanadium(IV) and vanadium(V) †
journal, January 1999

  • Choudhary, Nosheen F.; Connelly, Neil G.; Hitchcock, Peter B.
  • Journal of the Chemical Society, Dalton Transactions, Issue 24, p. 4437-4446
  • DOI: 10.1039/A908337E

Syntheses and Relaxation Properties of Mixed Gadolinium Hydroxypyridinonate MRI Contrast Agents
journal, December 2000

  • Cohen, Seth M.; Xu, Jide; Radkov, Emil
  • Inorganic Chemistry, Vol. 39, Issue 25, p. 5747-5756
  • DOI: 10.1021/ic000563b

Detection of biotinylated DNA probes by using Eu-labeled streptavidin and time-resolved fluorometry
journal, July 1987

Detection of pulmonary emboli by using MR angiography with MPEG-PL-GdDTPA: an experimental study in rabbits.
journal, May 1994

  • Frank, H.; Weissleder, R.; Bogdanov, A. A.
  • American Journal of Roentgenology, Vol. 162, Issue 5, p. 1041-1046
  • DOI: 10.2214/ajr.162.5.8165978

Synthesis of Homochiral Tris(2-alkyl-2-aminoethyl)amine Derivatives from Chiral α-Amino Aldehydes and Their Application in the Synthesis of Water Soluble Chelators
journal, June 2001

  • Hajela, Sharad P.; Johnson, Adam R.; Xu, Jide
  • Inorganic Chemistry, Vol. 40, Issue 13, p. 3208-3216
  • DOI: 10.1021/ic001021x

Synthesis of a Ligand Based upon a New Entry into the 3-Hydroxy-N-alkyl-2(1H)-pyridinone Ring System and Thermodynamic Evaluation of Its Gadolinium Complex
journal, June 2000

  • Johnson, Adam R.; O'Sulliva, Brendon; Raymond, Kenneth N.
  • Inorganic Chemistry, Vol. 39, Issue 12, p. 2652-2660
  • DOI: 10.1021/ic991471t

Tris(pyrone) Chelates of Gd(III) as High Solubility MRI-CA
journal, February 2006

  • Puerta, David T.; Botta, Mauro; Jocher, Christoph J.
  • Journal of the American Chemical Society, Vol. 128, Issue 7, p. 2222-2223
  • DOI: 10.1021/ja057954f

Next Generation, High Relaxivity Gadolinium MRI Agents
journal, December 2004

  • Raymond, Kenneth N.; Pierre, Valérie C.
  • Bioconjugate Chemistry, Vol. 16, Issue 1, p. 3-8
  • DOI: 10.1021/bc049817y

Oxygen‐17 NMR and EPR studies of water exchange from the first coordination sphere of gadolinium(III) aquoion and gadolinium(III) propylenediaminetetra‐acetate
journal, December 1980

  • Southwood‐Jones, Rosalind V.; Earl, William L.; Newman, Kenneth E.
  • The Journal of Chemical Physics, Vol. 73, Issue 12, p. 5909-5918
  • DOI: 10.1063/1.440148

Rational reduction of the conformational space of a siderophore analog through nonbonded interactions: the role of entropy in enterobactin
journal, July 1993

  • Stack, T. D. P.; Hou, Zhiguo; Raymond, Kenneth N.
  • Journal of the American Chemical Society, Vol. 115, Issue 14, p. 6466-6467
  • DOI: 10.1021/ja00067a094

A solid-state study of eight-coordinate lanthanide(iii) complexes (Ln = Eu, Gd, Tb, Dy) with 1-hydroxy-2-pyridinone
journal, March 2003

  • Tedeschi, Christine; Azema, Joelle; Gornitzka, Heinz
  • Dalton Transactions, Issue 9, p. 1738-1745
  • DOI: 10.1039/B300159H

Specific sequestering agents for the actinides. 21. Synthesis and initial biological testing of octadentate mixed catecholate-hydroxypyridinonate ligands
journal, February 1993

  • Uhlir, Linda C.; Durbin, Patricia W.; Jeung, Nylan
  • Journal of Medicinal Chemistry, Vol. 36, Issue 4, p. 504-509
  • DOI: 10.1021/jm00056a011

Gadolinium-containing copolymeric chelates—a new potential MR contrast agent
journal, August 1999

  • Unger, Evan C.; Shen, Dekang; Wu, Guanli
  • Magma: Magnetic Resonance Materials in Physics, Biology, and Medicine, Vol. 8, Issue 3, p. 154-162
  • DOI: 10.1007/BF02594593

Force Field Parametrization for Gadolinium Complexes Based on ab Initio Potential Energy Surface Calculations
journal, April 2000

  • Villa, Alessandra; Cosentino, Ugo; Pitea, Demetrio
  • The Journal of Physical Chemistry A, Vol. 104, Issue 15, p. 3421-3429
  • DOI: 10.1021/jp000121l

Highly Soluble Tris-hydroxypyridonate Gd(III) Complexes with Increased Hydration Number, Fast Water Exchange, Slow Electronic Relaxation, and High Relaxivity1
journal, February 2007

  • Werner, Eric J.; Avedano, Stefano; Botta, Mauro
  • Journal of the American Chemical Society, Vol. 129, Issue 7, p. 1870-1871
  • DOI: 10.1021/ja068026z

Specific sequestering agents for the actinides. 16. Synthesis and initial biological testing of polydentate oxohydroxypyridinecarboxylate ligands
journal, January 1988

  • White, David L.; Durbin, Patricia W.; Jeung, Nylan
  • Journal of Medicinal Chemistry, Vol. 31, Issue 1, p. 11-18
  • DOI: 10.1021/jm00396a005

Gadolinium complex of tris[(3-hydroxy-1-methyl- 2-oxo-1,2-didehydropyridine-4-carboxamido)ethyl]-amine: A New Class of gadolinium magnetic resonance relaxation agents
journal, July 1995

  • Xu, Jide; Franklin, Sonya J.; Whisenhunt, Donald W.
  • Journal of the American Chemical Society, Vol. 117, Issue 27, p. 7245-7246
  • DOI: 10.1021/ja00132a025

Gadolinium(III) 1,2-Hydroxypyridonate-Based Complexes: Toward MRI Contrast Agents of High Relaxivity1
journal, September 2004

  • Xu, Jide; Churchill, David G.; Botta, Mauro
  • Inorganic Chemistry, Vol. 43, Issue 18, p. 5492-5494
  • DOI: 10.1021/ic049028s

Paramagnetic GdIIIFeIII heterobimetallic complexes of DTPA-bis-salicylamide
journal, August 1993

  • Aime, S.; Botta, M.; Fasano, M.
  • Spectrochimica Acta Part A: Molecular Spectroscopy, Vol. 49, Issue 9, p. 1315-1322
  • DOI: 10.1016/0584-8539(93)80039-D

A family of novel DNA sequencing instruments based on single-photon detection
journal, August 2002

A Time-Resolved Fluorescence Immunoassay (DELFIA) Increases the Sensitivity of Antigen-Driven Cytokine Detection
journal, January 2003

  • Allicotti, Gina; Borras, Eva; Pinilla, Clemencia
  • Journal of Immunoassay and Immunochemistry, Vol. 24, Issue 4, p. 345-358
  • DOI: 10.1081/IAS-120025772

Luminescence Probes: The Eu3⊕- and Tb3⊕-Cryptates of Polypyridine Macrobicyclic Ligands
journal, December 1987

  • Alpha, Béatrice; Balzani, Vincenzo; Lehn, Jean-Marie
  • Angewandte Chemie International Edition in English, Vol. 26, Issue 12, p. 1266-1267
  • DOI: 10.1002/anie.198712661

Radiometal-Labeled Agents (Non-Technetium) for Diagnostic Imaging
journal, September 1999

  • Anderson, Carolyn J.; Welch, Michael J.
  • Chemical Reviews, Vol. 99, Issue 9, p. 2219-2234
  • DOI: 10.1021/cr980451q

Synthesis of macrocyclic polyhydroxy tetralactams derived from L-tartaric acid and β-hydroxyglutaric acid
journal, October 1997

Photocleavage of a 2-nitrobenzyl linker bridging a fluorophore to the 5' end of DNA
journal, January 2003

  • Bai, X.; Li, Z.; Jockusch, S.
  • Proceedings of the National Academy of Sciences, Vol. 100, Issue 2, p. 409-413
  • DOI: 10.1073/pnas.242729099

Use of phycoerythrin and allophycocyanin for fluorescence resonance energy transfer analyzed by flow cytometry: Advantages and limitations
journal, May 2002

  • Batard, Pascal; Szollosi, Janos; Luescher, Immanuel
  • Cytometry, Vol. 48, Issue 2, p. 97-105
  • DOI: 10.1002/cyto.10106

Luminescence imaging microscopy and lifetime mapping using kinetically stable lanthanide(III) complexes
journal, September 2000

  • Beeby, Andrew; Botchway, Stanley W.; Clarkson, Ian M.
  • Journal of Photochemistry and Photobiology B: Biology, Vol. 57, Issue 2-3, p. 83-89
  • DOI: 10.1016/S1011-1344(00)00070-1

Development of radioimmunotherapeutic and diagnostic antibodies: an inside-out view
journal, October 2007

Semiconductor Nanocrystals as Fluorescent Biological Labels
patent, September 1998

Rapid DNA sequencing by horizontal ultrathin gel electrophoresis
journal, August 1991

  • Brumley, Jr., Robert L.; Smith, Lloyd M.
  • Nucleic Acids Research, Vol. 19, Issue 15, p. 4121-4126
  • DOI: 10.1093/nar/19.15.4121

Lanthanide complexes of polycarboxylate-bearing dipyrazolylpyridine ligands with near-unity luminescence quantum yields: the effect of pyridine substitution
journal, June 2002

  • Brunet, Ernesto; Juanes, Olga; Sedano, Rosa
  • Photochem. Photobiol. Sci., Vol. 1, Issue 8, p. 613-618
  • DOI: 10.1039/B204544C

Towards materials with planned properties: dinuclear f-f helicates and d-f non-covalent podates based on benzimidazole-pyridine binding units
journal, March 1997

  • Bünzli, Jean-Claude G.; Petoud, Stéphane; Piguet, Claude
  • Journal of Alloys and Compounds, Vol. 249, Issue 1-2, p. 14-24
  • DOI: 10.1016/S0925-8388(96)02519-4

Quantum Dot Bioconjugates for Ultrasensitive Nonisotopic Detection
journal, September 1998

Lifetime- and Color-Tailored Fluorophores in the Micro- to Millisecond Time Regime
journal, February 2000

  • Chen, Jiyan; Selvin, Paul R.
  • Journal of the American Chemical Society, Vol. 122, Issue 4, p. 657-660
  • DOI: 10.1021/ja9913986

Thiol-Reactive Luminescent Chelates of Terbium and Europium
journal, March 1999

  • Chen, Jiyan; Selvin, Paul R.
  • Bioconjugate Chemistry, Vol. 10, Issue 2, p. 311-315
  • DOI: 10.1021/bc980113w

Crystal structure of the tris 1,2-dimethyl-3-hydroxy-4-pyridinone (DMHP) complex with the Fe(III) ion
journal, June 1992

  • Clarke, Eric T.; Martell, Arthur E.; Reibenspies, Joseph
  • Inorganica Chimica Acta, Vol. 196, Issue 2, p. 177-183
  • DOI: 10.1016/S0020-1693(00)86121-6

A Novel Salicylate-Based Macrobicycle with a “Split Personality”
journal, October 1999

  • Cohen, Seth M.; Petoud, Stephane; Raymond, Kenneth N.
  • Inorganic Chemistry, Vol. 38, Issue 20, p. 4522-4529
  • DOI: 10.1021/ic990411k

Stable 8-Hydroxyquinolinate-Based Podates as Efficient Sensitizers of Lanthanide Near-Infrared Luminescence
journal, December 2005

  • Comby, Steve; Imbert, Daniel; Chauvin, Anne-Sophie
  • Inorganic Chemistry, Vol. 45, Issue 2, p. 732-743
  • DOI: 10.1021/ic0515249

Spectroscopic properties and design of highly luminescent lanthanide coordination complexes
journal, January 2000

  • de Sa, G. F.; Malta, O. L.; de Mello Donega, C.
  • Coordination Chemistry Reviews, Vol. 196, Issue 1, p. 165-195
  • DOI: 10.1016/S0010-8545(99)00054-5

Measurement of photoluminescence quantum yields. Review
journal, April 1971

  • Crosby, Glenn A.; Demas, James N.
  • The Journal of Physical Chemistry, Vol. 75, Issue 8, p. 991-1024
  • DOI: 10.1021/j100678a001

A Theory of Sensitized Luminescence in Solids
journal, May 1953

  • Dexter, D. L.
  • The Journal of Chemical Physics, Vol. 21, Issue 5, p. 836-850
  • DOI: 10.1063/1.1699044

Time-resolved detection of lanthanide luminescence for ultrasensitive bioanalytical assays
journal, January 1995

  • Gudgin Dickson, Eva F.; Pollak, Alfred; Diamandis, Eleftherios P.
  • Journal of Photochemistry and Photobiology B: Biology, Vol. 27, Issue 1, p. 3-19
  • DOI: 10.1016/1011-1344(94)07086-4

Toward Optimized High-Relaxivity MRI Agents: The Effect of Ligand Basicity on the Thermodynamic Stability of Hexadentate Hydroxypyridonate/Catecholate Gadolinium(III) Complexes
journal, August 2003

  • Doble, Dan M. J.; Melchior, Marco; O'Sullivan, Brendon
  • Inorganic Chemistry, Vol. 42, Issue 16, p. 4930-4937
  • DOI: 10.1021/ic026240s

Real-Time DNA Sequencing from Single Polymerase Molecules
journal, January 2009

Optical properties of Cm(III) in crystals and solutions and their application to Cm(III) speciation
journal, April 2006

  • Edelstein, Norman M.; Klenza, Reinhardt; Fanghanel, Thomas
  • Coordination Chemistry Reviews, Vol. 250, Issue 7-8, p. 948-973
  • DOI: 10.1016/j.ccr.2006.02.004

Equilibrium studies on copper(II)- and iron(III)-monohydroxamates
journal, September 1998

Zwischenmolekulare Energiewanderung und Fluoreszenz
journal, January 1948

Light Harvesting by Phycobilisomes
journal, June 1985

Crescent Oligoamides From Acyclic “Macrocycles” to Folding Nanotubes
journal, October 2001

A Tris-hydroxymethyl-Substituted Derivative of Gd-TREN-Me-3,2-HOPO: An MRI Relaxation Agent with Improved Efficiency
journal, November 2000

  • Hajela, Sharad; Botta, Mauro; Giraudo, Sabrina
  • Journal of the American Chemical Society, Vol. 122, Issue 45, p. 11228-11229
  • DOI: 10.1021/ja994315u

Real time quantitative PCR.
journal, October 1996

  • Heid, C. A.; Stevens, J.; Livak, K. J.
  • Genome Research, Vol. 6, Issue 10, p. 986-994
  • DOI: 10.1101/gr.6.10.986

Development of luminescent lanthanide chelate labels for diagnostic assays
journal, March 1997

  • Hemmilä, Ilkka; Mukkala, Veli-Matti; Takalo, Harri
  • Journal of Alloys and Compounds, Vol. 249, Issue 1-2, p. 158-162
  • DOI: 10.1016/S0925-8388(96)02834-4

Europium as a label in time-resolved immunofluorometric assays
journal, March 1984

  • Hemmilä, Ilkka; Dakubu, Salifu; Mukkala, Veli-Matti
  • Analytical Biochemistry, Vol. 137, Issue 2, p. 335-343
  • DOI: 10.1016/0003-2697(84)90095-2

LANCE™: Homogeneous Assay Platform for HTS
journal, December 1999

Luminescent lanthanide chelates—a way to more sensitive diagnostic methods
journal, July 1995

Simultaneous Amplification and Detection of Specific DNA Sequences
journal, April 1992

  • Higuchi, Russell; Dollinger, Gavin; Walsh, P. Sean
  • Bio/Technology, Vol. 10, Issue 4, p. 413-417
  • DOI: 10.1038/nbt0492-413

Distance distribution in a dye-linked oligonucleotide determined by time-resolved fluorescence energy transfer
journal, December 1992

  • Hochstrasser, Remo A.; Chen, Shiow-Meei; Millar, David P.
  • Biophysical Chemistry, Vol. 45, Issue 2, p. 133-141
  • DOI: 10.1016/0301-4622(92)87005-4

Detection of specific polymerase chain reaction product by utilizing the 5'----3' exonuclease activity of Thermus aquaticus DNA polymerase.
journal, August 1991

  • Holland, P. M.; Abramson, R. D.; Watson, R.
  • Proceedings of the National Academy of Sciences, Vol. 88, Issue 16, p. 7276-7280
  • DOI: 10.1073/pnas.88.16.7276

Solid-Phase Synthesis of Oligonucleotides Labeled with Luminescent Lanthanide(III) Chelates
journal, May 2005

  • Jaakkola, Lassi; Peuralahti, Jari; Hakala, Harri
  • Bioconjugate Chemistry, Vol. 16, Issue 3, p. 700-709
  • DOI: 10.1021/bc050019x

Time Gating Improves Sensitivity in Energy Transfer Assays with Terbium Chelate/Dark Quencher Oligonucleotide Probes
journal, December 2004

  • Johansson, Mary Katherine; Cook, Ronald M.; Xu, Jide
  • Journal of the American Chemical Society, Vol. 126, Issue 50, p. 16451-16455
  • DOI: 10.1021/ja0452368

Stereoselectivity in chiral iron(III) and gallium(III) tris(catecholate) complexes effected by nonbonded weakly polar interactions
journal, July 1993

  • Karpishin, Timothy B.; Stack, T. D. P.; Raymond, Kenneth N.
  • Journal of the American Chemical Society, Vol. 115, Issue 14, p. 6115-6125
  • DOI: 10.1021/ja00067a029

Total Synthesis of Dimethyl Sulfomycinamate
journal, July 1996

  • Kelly, T. Ross; Lang, Fengrui
  • The Journal of Organic Chemistry, Vol. 61, Issue 14, p. 4623-4633
  • DOI: 10.1021/jo960433d

DNA sequencing using a four-color confocal fluorescence capillary array scanner
journal, January 1996

  • Kheterpal, Indu; Scherer, James R.; Clark, Steven M.
  • Electrophoresis, Vol. 17, Issue 12, p. 1852-1859
  • DOI: 10.1002/elps.1150171209

Ultrafast DNA sequencing
journal, December 2003

Molecular Beacons: Spectral Genotyping of Human Alleles
journal, February 1998

Electrochemiluminescent labels for applications in fully aqueous solutions at oxide-covered aluminium electrodes
journal, April 1999

Photoluminescence of thorium(IV) 2-methyl-8-quinolinolate
journal, April 1999

Time-Resolved Fluorescence Imaging of Slab Gels for Lifetime Base-Calling in DNA Sequencing Applications
journal, November 2000

  • Lassiter, Suzanne J.; Stryjewski, Wieslaw; Legendre,, Benjamin L.
  • Analytical Chemistry, Vol. 72, Issue 21, p. 5373-5382
  • DOI: 10.1021/ac000744v

Allelic discrimination by nick-translation PCR with fluorgenic probes
journal, August 1993

  • Lee, Linda G.; Connell, Charles R.; Bloch, Will
  • Nucleic Acids Research, Vol. 21, Issue 16, p. 3761-3766
  • DOI: 10.1093/nar/21.16.3761

New energy transfer dyes for DNA sequencing
journal, July 1997

  • Lee, L. G.; Spurgeon, S. L.; Heiner, C.R.
  • Nucleic Acids Research, Vol. 25, Issue 14, p. 2816-2822
  • DOI: 10.1093/nar/25.14.2816

A photocleavable fluorescent nucleotide for DNA sequencing and analysis
journal, January 2003

  • Li, Z.; Bai, X.; Ruparel, H.
  • Proceedings of the National Academy of Sciences, Vol. 100, Issue 2, p. 414-419
  • DOI: 10.1073/pnas.242729199

Shape-Persistent Aromatic Amide Oligomers: New Tools for Supramolecular Chemistry
journal, December 2006

  • Li, Zhan-Ting; Hou, Jun-Li; Li, Chuang
  • Chemistry – An Asian Journal, Vol. 1, Issue 6, p. 766-778
  • DOI: 10.1002/asia.200600186

Multiplex Dye DNA Sequencing in Capillary Gel Electrophoresis by Diode Laser-Based Time-Resolved Fluorescence Detection
journal, November 1998

  • Lieberwirth, Ulrike; Arden-Jacob, Jutta; Drexhage, Karl H.
  • Analytical Chemistry, Vol. 70, Issue 22, p. 4771-4779
  • DOI: 10.1021/ac980230k

Genome sequencing in microfabricated high-density picolitre reactors
journal, July 2005

  • Margulies, Marcel; Egholm, Michael; Altman, William E.
  • Nature, Vol. 437, Issue 7057, p. 376-380
  • DOI: 10.1038/nature03959

Self-Assembly of CdSe−ZnS Quantum Dot Bioconjugates Using an Engineered Recombinant Protein
journal, December 2000

  • Mattoussi, Hedi; Mauro, J. Matthew; Goldman, Ellen R.
  • Journal of the American Chemical Society, Vol. 122, Issue 49, p. 12142-12150
  • DOI: 10.1021/ja002535y

Electrophoretically Uniform Fluorescent Dyes for Automated DNA Sequencing
journal, March 1996

Emerging technologies in DNA sequencing
journal, December 2005

  • Metzker, Michael L.
  • Genome Research, Vol. 15, Issue 12, p. 1767-1776
  • DOI: 10.1101/gr.3770505

Syntheses and Properties of Luminescent Lanthanide Chelate Labels and Labeled Haptenic Antigens for Homogeneous Immunoassays
journal, May 1995

  • Mikola, Heikki; Takalo, Harri; Hemmila, Ilkka
  • Bioconjugate Chemistry, Vol. 6, Issue 3, p. 235-241
  • DOI: 10.1021/bc00033a001

Crystal structure of dimeric HIV-1 capsid protein
journal, September 1996

  • Momany, Cory; Kovari, Ladislau C.; Prongay, Andrew J.
  • Nature Structural & Molecular Biology, Vol. 3, Issue 9, p. 763-770
  • DOI: 10.1038/nsb0996-763

Cymothoe sangaris”:  An Extremely Stable and Highly Luminescent 1,2-Hydroxypyridinonate Chelate of Eu(III)
July 2006

  • Moore, Evan G.; Xu, Jide; Jocher, Christoph J.
  • Journal of the American Chemical Society, Vol. 128, Issue 33, p. 10648-10649
  • DOI: 10.1021/ja062597+

An Octadentate Luminescent Eu(III) 1,2-HOPO Chelate with Potent Aqueous Stability
journal, July 2007

  • Moore, Evan G.; Jocher, Christoph J.; Xu, Jide
  • Inorganic Chemistry, Vol. 46, Issue 14, p. 5468-5470
  • DOI: 10.1021/ic700364t

Eu(III) Complexes of Functionalized Octadentate 1-Hydroxypyridin-2-ones: Stability, Bioconjugation, and Luminescence Resonance Energy Transfer Studies
journal, November 2010

  • Moore, Evan G.; Xu, Jide; Jocher, Christoph J.
  • Inorganic Chemistry, Vol. 49, Issue 21, p. 9928-9939
  • DOI: 10.1021/ic101133w

Enhanced liquid–liquid anion exchange using macrocyclic anion receptors: effect of receptor structure on sulphate–nitrate exchange selectivity
journal, August 2010

  • Moyer, Bruce A.; Sloop, Frederick V.; Fowler, Christopher J.
  • Supramolecular Chemistry, Vol. 22, Issue 11-12, p. 653-671
  • DOI: 10.1080/10610271003763263

Liposome-mediated gentamicin delivery: development and activity against resistant strains of Pseudomonas aeruginosa isolated from cystic fibrosis patients
journal, February 2005

  • Mugabe, Clement; Azghani, Ali O.; Omri, Abdelwahab
  • Journal of Antimicrobial Chemotherapy, Vol. 55, Issue 2, p. 269-271
  • DOI: 10.1093/jac/dkh518

A closed tube format for amplification and detection of DNA based on energy transfer
journal, June 1997

  • Nazarenko, I. A.; Bhatnagar, S. K.; Hohman, R. J.
  • Nucleic Acids Research, Vol. 25, Issue 12, p. 2516-2521
  • DOI: 10.1093/nar/25.12.2516

Characterization of Visible Dyes for Four-Decay Fluorescence Detection in DNA Sequencing
journal, July 1997

  • Nunnally, Brian K.; He, Hui; Li, Liang-Chi
  • Analytical Chemistry, Vol. 69, Issue 13, p. 2392-2397
  • DOI: 10.1021/ac961281p

Binuclear Metal Complexes. V. Template Synthesis of a Binuclear Copper(II) Complex of a Macrocycle Containing Amido Groups
journal, October 1972

  • Okawa, Hisashi; Honda, Mitsuo; Kida, Sigeo
  • Chemistry Letters, Vol. 1, Issue 10, p. 1027-1030
  • DOI: 10.1246/cl.1972.1027

Synthese mehrbasischer Säuren aus Salicylsäure und Kohlensäure
journal, July 1876

Stable Lanthanide Luminescence Agents Highly Emissive in Aqueous Solution: Multidentate 2-Hydroxyisophthalamide Complexes of Sm3+, Eu3+, Tb3+, Dy3+
journal, November 2003

  • Petoud, Stephane; Cohen, Seth M.; Bünzli, Jean-Claude G.
  • Journal of the American Chemical Society, Vol. 125, Issue 44, p. 13324-13325
  • DOI: 10.1021/ja0379363

Substituent Effects on Gd(III)-Based MRI Contrast Agents: Optimizing the Stability and Selectivity of the Complex and the Number of Coordinated Water Molecules1
journal, October 2006

  • Pierre, Valerie C.; Botta, Mauro; Aime, Silvio
  • Inorganic Chemistry, Vol. 45, Issue 20, p. 8355-8364
  • DOI: 10.1021/ic061262q

Synthesis and characterisation of highly emissive and kinetically stable lanthanide complexes suitable for usage ‘in cellulo’
journal, March 2005

  • Poole, Robert A.; Bobba, Gabriella; Cann, Martin J.
  • Org. Biomol. Chem., Vol. 3, Issue 6, p. 1013-1024
  • DOI: 10.1039/B418964G

A system for rapid DNA sequencing with fluorescent chain-terminating dideoxynucleotides
journal, October 1987

Luminescent Terbium Protein Labels for Time-Resolved Microscopy and Screening
journal, June 2009

  • Rajapakse, Harsha E.; Reddy, D. Rajasekhar; Mohandessi, Shabnam
  • Angewandte Chemie International Edition, Vol. 48, Issue 27, p. 4990-4992
  • DOI: 10.1002/anie.200900858

Circularly polarized luminescence spectroscopy
journal, February 1986

  • Riehl, James P.; Richardson, Frederick S.
  • Chemical Reviews, Vol. 86, Issue 1, p. 1-16
  • DOI: 10.1021/cr00071a001

Design and synthesis of a 3'-O-allyl photocleavable fluorescent nucleotide as a reversible terminator for DNA sequencing by synthesis
journal, April 2005

  • Ruparel, H.; Bi, L.; Li, Z.
  • Proceedings of the National Academy of Sciences, Vol. 102, Issue 17, p. 5932-5937
  • DOI: 10.1073/pnas.0501962102

Luminescent lanthanide complexes as photochemical supramolecular devices
journal, February 1993

  • Sabbatini, Nanda; Guardigli, Massimo; Lehn, Jean-Marie
  • Coordination Chemistry Reviews, Vol. 123, Issue 1-2, p. 201-228
  • DOI: 10.1016/0010-8545(93)85056-A

Time-resolved fluorescence of a new europium-chelate complex: demonstration of highly sensitive detection of protein and DNA samples
journal, November 1993

  • Saha, Ashis K.; Kross, Kathryn; Kloszewski, Edmond D.
  • Journal of the American Chemical Society, Vol. 115, Issue 23, p. 11032-11033
  • DOI: 10.1021/ja00076a088

Ferric ion sequestering agents. 14. 1-Hydroxy-2(1H)-pyridinone complexes: properties and structure of a novel iron-iron dimer
journal, November 1985

  • Scarrow, Robert C.; White, David L.; Raymond, Kenneth N.
  • Journal of the American Chemical Society, Vol. 107, Issue 23, p. 6540-6546
  • DOI: 10.1021/ja00309a020

Principles and Biophysical Applications of Lanthanide-Based Probes
journal, June 2002

Four-color DNA sequencing by synthesis on a chip using photocleavable fluorescent nucleotides
journal, April 2005

  • Seo, T. S.; Bai, X.; Kim, D. H.
  • Proceedings of the National Academy of Sciences, Vol. 102, Issue 17, p. 5926-5931
  • DOI: 10.1073/pnas.0501965102

Fluorescence detection in automated DNA sequence analysis
journal, June 1986

  • Smith, Lloyd M.; Sanders, Jane Z.; Kaiser, Robert J.
  • Nature, Vol. 321, Issue 6071, p. 674-679
  • DOI: 10.1038/321674a0

Time-Resolved Fluorescence of Lanthanide Probes and Applications in Biotechnology
journal, January 1987

  • Soini, Erkki; Lövgren, Timo; Reimer, Charles B.
  • C R C Critical Reviews in Analytical Chemistry, Vol. 18, Issue 2, p. 105-154
  • DOI: 10.1080/10408348708542802

Selective Inhibition of Fe-versus Cu/Zn-Superoxide Dismutases by 2,3-Dihydroxybenzoic Acid Derivatives
journal, January 2002

  • Soulere, Laurent; Viode, Cecile; Perie, Jacques
  • Chemical and Pharmaceutical Bulletin, Vol. 50, Issue 5, p. 578-582
  • DOI: 10.1248/cpb.50.578

Water-Soluble Neutral Calix[4]arene−Lanthanide Complexes: Synthesis and Luminescence Properties
journal, June 1997

  • Steemers, Frank J.; Meuris, Hans G.; Verboom, Willem
  • The Journal of Organic Chemistry, Vol. 62, Issue 13, p. 4229-4235
  • DOI: 10.1021/jo970132j

Long-Range Nonradiative Transfer of Electronic Excitation Energy in Proteins and Polypeptides
journal, June 1971

Novel 3-hydroxy-2(1H)-pyridinones. Synthesis, iron(III)-chelating properties and biological activity
journal, June 1990

  • Streater, Michael; Taylor, Paul D.; Hider, Robert C.
  • Journal of Medicinal Chemistry, Vol. 33, Issue 6, p. 1749-1755
  • DOI: 10.1021/jm00168a033

Fluorescence Energy Transfer as a Spectroscopic Ruler
journal, June 1978

6-Carboxamido-5,4-Hydroxypyrimidinones: A New Class of Heterocyclic Ligands and Their Evaluation as Gadolinium Chelating Agents
journal, December 2001

  • Sunderland, Christopher J.; Botta, Mauro; Aime, Silvio
  • Inorganic Chemistry, Vol. 40, Issue 26, p. 6746-6756
  • DOI: 10.1021/ic010313a

Time-resolved fluorometry: a sensitive method to quantify DNA-hybrids
journal, January 1986

  • Syvanen, Ann-Christine; Tchen, Paul; Ranki, Marjut
  • Nucleic Acids Research, Vol. 14, Issue 2, p. 1017-1028
  • DOI: 10.1093/nar/14.2.1017

Synthesis of Europium(III) Chelates Suitable for Labeling of Bioactive Molecules
journal, June 1994

  • Takalo, Harri; Mukkala, Veli-Matti; Mikola, Heikki
  • Bioconjugate Chemistry, Vol. 5, Issue 3, p. 278-282
  • DOI: 10.1021/bc00027a015

The Green Fluorescent Protein
journal, June 1998

Molecular Beacons: Probes that Fluoresce upon Hybridization
journal, March 1996

  • Tyagi, Sanjay; Kramer, Fred Russell
  • Nature Biotechnology, Vol. 14, Issue 3, p. 303-308
  • DOI: 10.1038/nbt0396-303

Multicolor molecular beacons for allele discrimination
journal, January 1998

  • Tyagi, Sanjay; Bratu, Diana P.; Kramer, Fred Russell
  • Nature Biotechnology, Vol. 16, Issue 1, p. 49-53
  • DOI: 10.1038/nbt0198-49

Stereospecific binding of MRI contrast agents to human serum albumin: the case of Gd-(S)-EOB-DTPA (Eovist) and its (R) isomer
journal, February 2001

  • Vander Elst, Luce; Chapelle, Florence; Laurent, Sophie
  • JBIC Journal of Biological Inorganic Chemistry, Vol. 6, Issue 2, p. 196-200
  • DOI: 10.1007/s007750000195

Comparative study of fluorescent ternary terbium complexes. Application in enzyme amplified fluorimetric immunoassay for α-fetoprotein
journal, December 1996

  • Veiopoulou, Christina J.; Lianidou, Evriklia S.; Ioannou, Pinelopi C.
  • Analytica Chimica Acta, Vol. 335, Issue 1-2, p. 177-184
  • DOI: 10.1016/S0003-2670(96)00375-3

Temporally and Spectrally Resolved Imaging Microscopy of Lanthanide Chelates
journal, May 1998

  • Vereb, György; Jares-Erijman, Elizabeth; Selvin, Paul R.
  • Biophysical Journal, Vol. 74, Issue 5, p. 2210-2222
  • DOI: 10.1016/S0006-3495(98)77930-5

Luminescence and structure of europium compounds
journal, January 2000

  • Vicentini, G.; Zinner, L. B.; Zukerman-Schpector, J.
  • Coordination Chemistry Reviews, Vol. 196, Issue 1, p. 353-382
  • DOI: 10.1016/S0010-8545(99)00220-9

Direct genomic fluorescent on-line sequencing and analysis using in vitro amplification of DNA
journal, April 1989

  • Voss, Hartmut; Schwager, Christian; Wirkner, Ute
  • Nucleic Acids Research, Vol. 17, Issue 7, p. 2517-2527
  • DOI: 10.1093/nar/17.7.2517

Design and synthesis of new fluorogenic HIV protease substrates based on resonance energy transfer
journal, January 1990

Rapid Sizing of Short Tandem Repeat Alleles Using Capillary Array Electrophoresis and Energy-Transfer Fluorescent Primers
journal, April 1995

  • Wang, Yiwen.; Ju, Jingyue; Carpenter, Brooke A.
  • Analytical Chemistry, Vol. 67, Issue 7, p. 1197-1203
  • DOI: 10.1021/ac00103a010

Unnatural Amino Acid Mutagenesis of Green Fluorescent Protein
journal, November 2002

  • Wang, Lei; Xie, Jianming; Deniz, Ashok A.
  • The Journal of Organic Chemistry, Vol. 68, Issue 1, p. 174-176
  • DOI: 10.1021/jo026570u

Engineering of Highly Luminescent Lanthanide Tags Suitable for Protein Labeling and Time-Resolved Luminescence Imaging
journal, April 2004

  • Weibel, Nicolas; Charbonnière, Loic J.; Guardigli, Massimo
  • Journal of the American Chemical Society, Vol. 126, Issue 15, p. 4888-4896
  • DOI: 10.1021/ja031886k

Detection of PCR products using self-probing amplicons and fluorescence
journal, August 1999

  • Whitcombe, David; Theaker, Jane; Guy, Simon P.
  • Nature Biotechnology, Vol. 17, Issue 8, p. 804-807
  • DOI: 10.1038/11751

Quantum Yields of Luminescent Lanthanide Chelates and Far-Red Dyes Measured by Resonance Energy Transfer
journal, July 2001

  • Xiao, Ming; Selvin, Paul R.
  • Journal of the American Chemical Society, Vol. 123, Issue 29, p. 7067-7073
  • DOI: 10.1021/ja0031669

Plutonium(IV) Sequestration: Structural and Thermodynamic Evaluation of the Extraordinarily Stable Cerium(IV) Hydroxypyridinonate Complexes1
journal, September 2000

  • Xu, Jide; Radkov, Emil; Ziegler, Marco
  • Inorganic Chemistry, Vol. 39, Issue 18, p. 4156-4164
  • DOI: 10.1021/ic000063i

Selective modification of aspartic acid-101 in lysozyme by carbodiimide reaction
journal, August 1981

  • Yamada, Hidenori; Imoto, Taiji; Fujita, Kahee
  • Biochemistry, Vol. 20, Issue 17, p. 4836-4842
  • DOI: 10.1021/bi00520a005

Potentiometric and spectrophotometric determination of stabilities of the 1-hydroxy-2-pyridinone complexes of trivalent and divalent metal ions
journal, December 1993