Radiochemical, Computational, and Spectroscopic Evaluation of High-Denticity Desferrioxamine Derivatives DFO2 and DFO2p toward an Ideal Zirconium-89 Chelate Platform

Khozeimeh Sarbisheh, Elaheh; Summers, Kelly L.; Salih, Akam K.; Cotelesage, Julien J.  H.; Zimmerling, Amanda; Pickering, Ingrid J.; George, Graham N.; Price, Eric W.

doi:10.1021/acs.inorgchem.2c03573

Radiochemical, Computational, and Spectroscopic Evaluation of High-Denticity Desferrioxamine Derivatives DFO2 and DFO2p toward an Ideal Zirconium-89 Chelate Platform

Journal Article · 29 January 2023 · Inorganic Chemistry

DOI:https://doi.org/10.1021/acs.inorgchem.2c03573· OSTI ID:2423923

Khozeimeh Sarbisheh, Elaheh ^[1]; ^[2]; Salih, Akam K. ^[1]; Cotelesage, Julien J. H. ^[3]; Zimmerling, Amanda ^[4]; ^[2]; ^[2]; ^[1]

Department of Chemistry, College of Arts and Science, University of Saskatchewan, Saskatoon, SKS7N 5C9, Canada
Department of Chemistry, College of Arts and Science, University of Saskatchewan, Saskatoon, SKS7N 5C9, Canada; Molecular and Environmental Science Group, Department of Geological Sciences, College of Arts and Science, University of Saskatchewan, Saskatoon, SKS7N 5E2, Canada
Molecular and Environmental Science Group, Department of Geological Sciences, College of Arts and Science, University of Saskatchewan, Saskatoon, SKS7N 5E2, Canada
Division of Biomedical Engineering, College of Engineering, University of Saskatchewan, Saskatoon, SKS7N 5A9, Canada

Not provided.

Research Organization:: SLAC National Accelerator Laboratory, Menlo Park, CA (United States). Stanford Synchrotron Radiation Lightsource (SSRL)

Sponsoring Organization:: USDOE

DOE Contract Number:: AC02-76SF00515

OSTI ID:: 2423923

Journal Information:: Inorganic Chemistry, Journal Name: Inorganic Chemistry Journal Issue: 6 Vol. 62; ISSN 0020-1669

Publisher:: American Chemical Society (ACS)

Country of Publication:: United States

Language:: English

References (85)

Tumor-Specific Zr-89 Immuno-PET Imaging in a Human Bladder Cancer Model Escorcia, Freddy E.; Steckler, Jeffrey M.; Abdel-Atti, Dalya Molecular Imaging and Biology, Vol. 20, Issue 5 https://doi.org/10.1007/s11307-018-1177-z	journal	March 2018
⁸⁹Zr-DFO-AMG102 Immuno-PET to Determine Local Hepatocyte Growth Factor Protein Levels in Tumors for Enhanced Patient Selection Price, Eric W.; Carnazza, Kathryn E.; Carlin, Sean D. Journal of Nuclear Medicine, Vol. 58, Issue 9 https://doi.org/10.2967/jnumed.116.187310	journal	March 2017
Synthesis and evaluation of bifunctional tetrahydroxamate chelators for labeling antibodies with 89 Zr for imaging with positron emission tomography Rousseau, Julie; Zhang, Zhengxing; Wang, Xiaozhu Bioorganic & Medicinal Chemistry Letters, Vol. 28, Issue 5 https://doi.org/10.1016/j.bmcl.2018.01.067	journal	March 2018
PET imaging in renal cancer Lindenberg, Liza; Mena, Esther; Choyke, Peter L. Current Opinion in Oncology, Vol. 31, Issue 3 https://doi.org/10.1097/CCO.0000000000000518	journal	May 2019
Treatment of iron overload in adults with continuous parenteral desferrioxamine Cooper, Barry; Franklin Bunn, H.; Propper, Richard D. The American Journal of Medicine, Vol. 63, Issue 6 https://doi.org/10.1016/0002-9343(77)90551-4	journal	December 1977
89Zr-DFO-J591 for ImmunoPET of Prostate-Specific Membrane Antigen Expression In Vivo Holland, J. P.; Divilov, V.; Bander, N. H. Journal of Nuclear Medicine, Vol. 51, Issue 8 https://doi.org/10.2967/jnumed.110.076174	journal	July 2010
In vivo biodistribution and accumulation of 89Zr in mice Abou, Diane S.; Ku, Thomas; Smith-Jones, Peter M. Nuclear Medicine and Biology, Vol. 38, Issue 5 https://doi.org/10.1016/j.nucmedbio.2010.12.011	journal	July 2011
Octadentate Zirconium(IV)-Loaded Macrocycles with Varied Stoichiometry Assembled From Hydroxamic Acid Monomers using Metal-Templated Synthesis Tieu, William; Lifa, Tulip; Katsifis, Andrew Inorganic Chemistry, Vol. 56, Issue 6 https://doi.org/10.1021/acs.inorgchem.7b00362	journal	February 2017
The Role of ⁸⁹Zr-Immuno-PET in Navigating and Derisking the Development of Biopharmaceuticals van Dongen, Guus A. M. S.; Beaino, Wissam; Windhorst, Albert D. Journal of Nuclear Medicine, Vol. 62, Issue 4 https://doi.org/10.2967/jnumed.119.239558	journal	December 2020
Evaluation of the Tetrakis(3-Hydroxy-4-Pyridinone) Ligand THPN with Zirconium(IV): Thermodynamic Solution Studies, Bifunctionalization, and in Vivo Assessment of Macromolecular ⁸⁹Zr-THPN-Conjugates Buchwalder, Christian; Jaraquemada-Peláez, María de Guadalupe; Rousseau, Julie Inorganic Chemistry, Vol. 58, Issue 21 https://doi.org/10.1021/acs.inorgchem.9b02350	journal	October 2019
Chemical and biological properties of toxic metals and use of chelating agents for the pharmacological treatment of metal poisoning Sinicropi, Maria Stefania; Amantea, Diana; Caruso, Anna Archives of Toxicology, Vol. 84, Issue 7 https://doi.org/10.1007/s00204-010-0544-6	journal	April 2010
Positron Emission Tomography/Computed Tomography with 89Zr-girentuximab Can Aid in Diagnostic Dilemmas of Clear Cell Renal Cell Carcinoma Suspicion Hekman, Marlène C. H.; Rijpkema, Mark; Aarntzen, Erik H. European Urology, Vol. 74, Issue 3 https://doi.org/10.1016/j.eururo.2018.04.026	journal	September 2018
Addressing a Common Misconception: Ammonium Acetate as Neutral pH “Buffer” for Native Electrospray Mass Spectrometry Konermann, Lars Journal of The American Society for Mass Spectrometry, Vol. 28, Issue 9 https://doi.org/10.1007/s13361-017-1739-3	journal	July 2017
Di-macrocyclic terephthalamide ligands as chelators for the PET radionuclide zirconium-89 Pandya, Darpan N.; Pailloux, Sylvie; Tatum, David Chemical Communications, Vol. 51, Issue 12 https://doi.org/10.1039/C4CC09256B	journal	January 2015
A solid phase-assisted approach for the facile synthesis of a highly water-soluble zirconium-89 chelator for radiopharmaceutical development Briand, Manon; Aulsebrook, Margaret L.; Mindt, Thomas L. Dalton Transactions, Vol. 46, Issue 47 https://doi.org/10.1039/C7DT03639F	journal	January 2017
Comparison of analytical methods for antibody conjugates with application in nuclear imaging – Report from the trenches Feiner, Irene V. J.; Longo, Beatrice; Gómez-Vallejo, Vanessa Nuclear Medicine and Biology, Vol. 102-103 https://doi.org/10.1016/j.nucmedbio.2021.08.001	journal	November 2021
Tripodal tris(hydroxypyridinone) ligands for immunoconjugate PET imaging with ⁸⁹ Zr ⁴⁺ : comparison with desferrioxamine-B Ma, Michelle T.; Meszaros, Levente K.; Paterson, Brett M. Dalton Transactions, Vol. 44, Issue 11 https://doi.org/10.1039/C4DT02978J	journal	January 2015
Predicting the Thermodynamic Stability of Zirconium Radiotracers Holland, Jason P. Inorganic Chemistry, Vol. 59, Issue 3 https://doi.org/10.1021/acs.inorgchem.9b03515	journal	January 2020
Alternative Chelator for ⁸⁹ Zr Radiopharmaceuticals: Radiolabeling and Evaluation of 3,4,3-(LI-1,2-HOPO) Deri, Melissa A.; Ponnala, Shashikanth; Zeglis, Brian M. Journal of Medicinal Chemistry, Vol. 57, Issue 11 https://doi.org/10.1021/jm500389b	journal	December 2013
PET Tracers Based on Zirconium-89 Zhang, Yin; Hong, Hao; Cai, Weibo Current Radiopharmaceuticalse, Vol. 4, Issue 2 https://doi.org/10.2174/1874471011104020131	journal	April 2011
Production and Semi-Automated Processing of 89Zr Using a Commercially Available TRASIS MiniAiO Module Gaja, Vijay; Cawthray, Jacqueline; Geyer, Clarence R. Molecules, Vol. 25, Issue 11 https://doi.org/10.3390/molecules25112626	journal	June 2020
A Semi Rigid Novel Hydroxamate AMPED-Based Ligand for 89Zr PET Imaging Russelli, Lisa; De Rose, Francesco; Leone, Loredana Molecules, Vol. 26, Issue 19 https://doi.org/10.3390/molecules26195819	journal	September 2021
Standardized methods for the production of high specific-activity zirconium-89 Holland, Jason P.; Sheh, Yiauchung; Lewis, Jason S. Nuclear Medicine and Biology, Vol. 36, Issue 7 https://doi.org/10.1016/j.nucmedbio.2009.05.007	journal	October 2009
Side-by-Side Comparison of Five Chelators for 89Zr-Labeling of Biomolecules: Investigation of Chemical/Radiochemical Properties and Complex Stability Damerow, Helen; Hübner, Ralph; Judmann, Benedikt Cancers, Vol. 13, Issue 24 https://doi.org/10.3390/cancers13246349	journal	December 2021
Development and Characterization of Clinical-Grade ⁸⁹ Zr-Trastuzumab for HER2/ neu ImmunoPET Imaging Dijkers, Eli C. F.; Kosterink, Jos G. W.; Rademaker, Anna P. Journal of Nuclear Medicine, Vol. 50, Issue 6 https://doi.org/10.2967/jnumed.108.060392	journal	May 2009
[^nat/89Zr][Zr(pypa)]: Thermodynamically Stable and Kinetically Inert Binary Nonadentate Complex for Radiopharmaceutical Applications Southcott, Lily; Li, Lily; Patrick, Brian O. Inorganic Chemistry, Vol. 60, Issue 23 https://doi.org/10.1021/acs.inorgchem.1c02709	journal	November 2021
Design, Synthesis, and Evaluation of DFO-Em: A Modular Chelator with Octadentate Chelation for Optimal Zirconium-89 Radiochemistry Salih, Akam K.; Raheem, Shvan J.; Garcia, Moralba Dominguez Inorganic Chemistry, Vol. 61, Issue 51 https://doi.org/10.1021/acs.inorgchem.2c03442	journal	December 2022
In Vitro and In Vivo Comparison of 3,2-HOPO Versus Deferoxamine-Based Chelation of Zirconium-89 to the Antimesothelin Antibody Anetumab Roy, Jyoti; Jagoda, Elaine M.; Basuli, Falguni Cancer Biotherapy and Radiopharmaceuticals, Vol. 36, Issue 4 https://doi.org/10.1089/cbr.2020.4492	journal	May 2021
First-in-Human Imaging with ⁸⁹Zr-Df-IAB2M Anti-PSMA Minibody in Patients with Metastatic Prostate Cancer: Pharmacokinetics, Biodistribution, Dosimetry, and Lesion Uptake Pandit-Taskar, Neeta; O’Donoghue, Joseph A.; Ruan, Shutian Journal of Nuclear Medicine, Vol. 57, Issue 12 https://doi.org/10.2967/jnumed.116.176206	journal	August 2016
Comparison of the octadentate bifunctional chelator DFO*-pPhe-NCS and the clinically used hexadentate bifunctional chelator DFO-pPhe-NCS for 89Zr-immuno-PET Vugts, Danielle J.; Klaver, Chris; Sewing, Claudia European Journal of Nuclear Medicine and Molecular Imaging, Vol. 44, Issue 2 https://doi.org/10.1007/s00259-016-3499-x	journal	August 2016
The Bioconjugation and Radiosynthesis of ⁸⁹Zr-DFO-labeled Antibodies Zeglis, Brian M.; Lewis, Jason S. Journal of Visualized Experiments, Issue 96 https://doi.org/10.3791/52521	journal	January 2015
A Phase I/II Study for Analytic Validation of ⁸⁹ Zr-J591 ImmunoPET as a Molecular Imaging Agent for Metastatic Prostate Cancer Pandit-Taskar, Neeta; O'Donoghue, Joseph A.; Durack, Jeremy C. Clinical Cancer Research, Vol. 21, Issue 23 https://doi.org/10.1158/1078-0432.CCR-15-0552	journal	July 2015
Novel Chelating Agents for Zirconium-89-Positron Emission Tomography (PET) Imaging: Synthesis, DFT Calculation, Radiolabeling, and In Vitro and In Vivo Complex Stability Kang, Chi Soo; Zhang, Shuyuan; Wang, Haixing ACS Omega, Vol. 7, Issue 42 https://doi.org/10.1021/acsomega.2c03478	journal	October 2022
PET and MRI of Metastatic Peritoneal and Pulmonary Colorectal Cancer in Mice with Human Epidermal Growth Factor Receptor 1–Targeted ⁸⁹ Zr-Labeled Panitumumab Nayak, Tapan K.; Garmestani, Kayhan; Milenic, Diane E. Journal of Nuclear Medicine, Vol. 53, Issue 1 https://doi.org/10.2967/jnumed.111.094169	journal	January 2012
Trastuzumab-conjugated oxine-based ligand for [89Zr]Zr4+ immunoPET Southcott, Lily; Wharton, Luke; Rousseau, Julie Journal of Inorganic Biochemistry, Vol. 235 https://doi.org/10.1016/j.jinorgbio.2022.111936	journal	October 2022
Promising Performance of 4HMS, a New Zirconium-89 Octadendate Chelator Alnahwi, Aiman H.; Ait-Mohand, Samia; Dumulon-Perreault, Véronique ACS Omega, Vol. 5, Issue 19 https://doi.org/10.1021/acsomega.0c00207	journal	May 2020
Toward Optimized 89Zr-Immuno-PET: Side-by-Side Comparison of [89Zr]Zr-DFO-, [89Zr]Zr-3,4,3-(LI-1,2-HOPO)- and [89Zr]Zr-DFO*-Cetuximab for Tumor Imaging: Which Chelator Is the Most Suitable? Damerow, Helen; Cheng, Xia; von Kiedrowski, Valeska Pharmaceutics, Vol. 14, Issue 10 https://doi.org/10.3390/pharmaceutics14102114	journal	October 2022
Novel Bifunctional Cyclic Chelator for ⁸⁹ Zr Labeling–Radiolabeling and Targeting Properties of RGD Conjugates Zhai, Chuangyan; Summer, Dominik; Rangger, Christine Molecular Pharmaceutics, Vol. 12, Issue 6 https://doi.org/10.1021/acs.molpharmaceut.5b00128	journal	April 2015
Current advances in ligand design for inorganic positron emission tomography tracers ⁶⁸ Ga, ⁶⁴ Cu, ⁸⁹ Zr and ⁴⁴ Sc Price, Thomas W.; Greenman, John; Stasiuk, Graeme J. Dalton Transactions, Vol. 45, Issue 40 https://doi.org/10.1039/C5DT04706D	journal	January 2016
Study of ⁸⁹Zr-Pembrolizumab PET/CT in Patients With Advanced-Stage Non–Small Cell Lung Cancer Niemeijer, Anna-Larissa N.; Oprea-Lager, Daniela E.; Huisman, Marc C. Journal of Nuclear Medicine, Vol. 63, Issue 3 https://doi.org/10.2967/jnumed.121.261926	journal	July 2021
From molecules to solids with the DMol3 approach Delley, B. The Journal of Chemical Physics, Vol. 113, Issue 18 https://doi.org/10.1063/1.1316015	journal	November 2000
Modular Strategy for the Construction of Radiometalated Antibodies for Positron Emission Tomography Based on Inverse Electron Demand Diels–Alder Click Chemistry Zeglis, Brian M.; Mohindra, Priya; Weissmann, Gabriel I. Bioconjugate Chemistry, Vol. 22, Issue 10 https://doi.org/10.1021/bc200288d	journal	October 2011
The Race for Hydroxamate-Based Zirconium-89 Chelators Feiner, Irene V. J.; Brandt, Marie; Cowell, Joseph Cancers, Vol. 13, Issue 17 https://doi.org/10.3390/cancers13174466	journal	September 2021
A High-Denticity Chelator Based on Desferrioxamine for Enhanced Coordination of Zirconium-89 Sarbisheh, Elaheh Khozeimeh; Salih, Akam K.; Raheem, Shvan J. Inorganic Chemistry, Vol. 59, Issue 16 https://doi.org/10.1021/acs.inorgchem.0c01629	journal	July 2020
89Zr-Labeled Domain II-Specific scFv-Fc ImmunoPET Probe for Imaging Epidermal Growth Factor Receptor In Vivo Alizadeh, Elahe; Behlol Ayaz Ahmed, Khan; Raja Solomon, Viswas Cancers, Vol. 13, Issue 3 https://doi.org/10.3390/cancers13030560	journal	February 2021
Biodistribution of 89Zr-trastuzumab and PET Imaging of HER2-Positive Lesions in Patients With Metastatic Breast Cancer Dijkers, E. C.; Oude Munnink, T. H.; Kosterink, J. G. Clinical Pharmacology & Therapeutics, Vol. 87, Issue 5 https://doi.org/10.1038/clpt.2010.12	journal	March 2010
Multifunctional Desferrichrome Analogues as Versatile ⁸⁹Zr(IV) Chelators for ImmunoPET Probe Development Adams, Casey J.; Wilson, Justin J.; Boros, Eszter Molecular Pharmaceutics, Vol. 14, Issue 8 https://doi.org/10.1021/acs.molpharmaceut.7b00343	journal	July 2017
Preparation and evaluation of 89Zr-Zevalin for monitoring of 90Y-Zevalin biodistribution with positron emission tomography Perk, Lars R.; Visser, Otto J.; Stigter-van Walsum, M. European Journal of Nuclear Medicine and Molecular Imaging, Vol. 33, Issue 11 https://doi.org/10.1007/s00259-006-0160-0	journal	July 2006
Performance of Immuno–Positron Emission Tomography with Zirconium-89-Labeled Chimeric Monoclonal Antibody U36 in the Detection of Lymph Node Metastases in Head and Neck Cancer Patients Börjesson, Pontus K. E.; Jauw, Yvonne W. S.; Boellaard, Ronald Clinical Cancer Research, Vol. 12, Issue 7 https://doi.org/10.1158/1078-0432.CCR-05-2137	journal	April 2006
Scaling-down antibody radiolabeling reactions with zirconium-89 Knight, James C.; Paisey, Stephen J.; Dabkowski, Adam M. Dalton Transactions, Vol. 45, Issue 15 https://doi.org/10.1039/C5DT04774A	journal	January 2016
Thermodynamic Stability and Speciation of Ga(III) and Zr(IV) Complexes with High-Denticity Hydroxamate Chelators Toporivska, Yuliya; Mular, Andrzej; Piasta, Karolina Inorganic Chemistry, Vol. 60, Issue 17 https://doi.org/10.1021/acs.inorgchem.1c01622	journal	August 2021
Zirconium tetraazamacrocycle complexes display extraordinary stability and provide a new strategy for zirconium-89-based radiopharmaceutical development Pandya, Darpan N.; Bhatt, Nikunj; Yuan, Hong Chemical Science, Vol. 8, Issue 3 https://doi.org/10.1039/C6SC04128K	journal	January 2017
Production of Zr-89 using sputtered yttrium coin targets Queern, Stacy Lee; Aweda, Tolulope Aramide; Massicano, Adriana Vidal Fernandes Nuclear Medicine and Biology, Vol. 50 https://doi.org/10.1016/j.nucmedbio.2017.03.004	journal	July 2017
What a Difference a Carbon Makes: H₄octapa vs H₄C3octapa, Ligands for In-111 and Lu-177 Radiochemistry Price, Eric W.; Zeglis, Brian M.; Cawthray, Jacqueline F. Inorganic Chemistry, Vol. 53, Issue 19 https://doi.org/10.1021/ic501466z	journal	September 2014
XAS-Collect : a computer program for X-ray absorption spectroscopic data acquisition George, Martin J. Journal of Synchrotron Radiation, Vol. 7, Issue 4 https://doi.org/10.1107/S090904950000683X	journal	July 2000
Immuno-Positron Emission Tomography with Zirconium-89-Labeled Monoclonal Antibodies in Oncology: What Can We Learn from Initial Clinical Trials? Jauw, Yvonne W. S.; Menke-van der Houven van Oordt, C. Willemien; Hoekstra, Otto S. Frontiers in Pharmacology, Vol. 7 https://doi.org/10.3389/fphar.2016.00131	journal	May 2016
Synthesis and evaluation of Diaza-Crown Ether-Backboned chelator containing hydroxamate groups for Zr-89 chelation chemistry Zhang, Shuyuan; Wang, Haixing; Ren, Siyuan Bioorganic & Medicinal Chemistry Letters, Vol. 72 https://doi.org/10.1016/j.bmcl.2022.128847	journal	September 2022
Structural Characterization of the Solution Chemistry of Zirconium(IV) Desferrioxamine: A Coordination Sphere Completed by Hydroxides Summers, Kelly L.; Sarbisheh, Elaheh Khozeimeh; Zimmerling, Amanda Inorganic Chemistry, Vol. 59, Issue 23 https://doi.org/10.1021/acs.inorgchem.0c02725	journal	November 2020
A Systematic Evaluation of Antibody Modification and ⁸⁹Zr-Radiolabeling for Optimized Immuno-PET Sharma, Sai Kiran; Glaser, Jonathan M.; Edwards, Kimberly J. Bioconjugate Chemistry, Vol. 32, Issue 7 https://doi.org/10.1021/acs.bioconjchem.0c00087	journal	March 2020
Evaluation of DFO-HOPO as an octadentate chelator for zirconium-89 Allott, L.; Da Pieve, C.; Meyers, J. Chemical Communications, Vol. 53, Issue 61 https://doi.org/10.1039/C7CC03572A	journal	January 2017
Recent Advances in Zirconium-89 Chelator Development Bhatt, Nikunj; Pandya, Darpan; Wadas, Thaddeus Molecules, Vol. 23, Issue 3 https://doi.org/10.3390/molecules23030638	journal	March 2018
Applying PET to Broaden the Diagnostic Utility of the Clinically Validated CA19.9 Serum Biomarker for Oncology Viola-Villegas, Nerissa Therese; Rice, Samuel L.; Carlin, Sean Journal of Nuclear Medicine, Vol. 54, Issue 11 https://doi.org/10.2967/jnumed.113.119867	journal	September 2013
89Zr-Trastuzumab PET/CT for Detection of Human Epidermal Growth Factor Receptor 2–Positive Metastases in Patients With Human Epidermal Growth Factor Receptor 2–Negative Primary Breast Cancer Ulaner, Gary A.; Hyman, David M.; Lyashchenko, Serge K. Clinical Nuclear Medicine, Vol. 42, Issue 12 https://doi.org/10.1097/RLU.0000000000001820	journal	December 2017
COSMO: a new approach to dielectric screening in solvents with explicit expressions for the screening energy and its gradient Klamt, A.; Schüürmann, G. J. Chem. Soc., Perkin Trans. 2, Issue 5 https://doi.org/10.1039/P29930000799	journal	January 1993
An all‐electron numerical method for solving the local density functional for polyatomic molecules Delley, B. The Journal of Chemical Physics, Vol. 92, Issue 1 https://doi.org/10.1063/1.458452	journal	January 1990
Investigation of Zr( iv ) and ⁸⁹ Zr( iv ) complexation with hydroxamates: progress towards designing a better chelator than desferrioxamine B for immuno-PET imaging Guérard, François; Lee, Yong-Sok; Tripier, Raphaël Chem. Commun., Vol. 49, Issue 10 https://doi.org/10.1039/C2CC37549D	journal	January 2013
Rational Design, Development, and Stability Assessment of a Macrocyclic Four‐Hydroxamate‐Bearing Bifunctional Chelating Agent for ⁸⁹Zr Seibold, Uwe; Wängler, Björn; Wängler, Carmen ChemMedChem, Vol. 12, Issue 18 https://doi.org/10.1002/cmdc.201700377	journal	September 2017
p -SCN-Bn-HOPO: A Superior Bifunctional Chelator for ⁸⁹ Zr ImmunoPET Deri, Melissa A.; Ponnala, Shashikanth; Kozlowski, Paul Bioconjugate Chemistry, Vol. 26, Issue 12 https://doi.org/10.1021/acs.bioconjchem.5b00572	journal	November 2015
The Molybdenum Site of Sulfite Oxidase: A Comparison of Wild-Type and the Cysteine 207 to Serine Mutant Using X-ray Absorption Spectroscopy George, Graham N.; Garrett, Robert M.; Prince, Roger C. Journal of the American Chemical Society, Vol. 118, Issue 36 https://doi.org/10.1021/ja961218h	journal	January 1996
Macrocycle-Based Hydroxamate Ligands for Complexation and Immunoconjugation of ⁸⁹ Zirconium for Positron Emission Tomography (PET) Imaging Boros, Eszter; Holland, Jason P.; Kenton, Nathaniel ChemPlusChem, Vol. 81, Issue 3 https://doi.org/10.1002/cplu.201600003	journal	January 2016
Measuring the Pharmacodynamic Effects of a Novel Hsp90 Inhibitor on HER2/neu Expression in Mice Using 89Zr-DFO-Trastuzumab Holland, Jason P.; Caldas-Lopes, Eloisi; Divilov, Vadim PLoS ONE, Vol. 5, Issue 1 https://doi.org/10.1371/journal.pone.0008859	journal	January 2010
Positron-Emission Tomography of HER2-Positive Breast Cancer Xenografts in Mice with ⁸⁹Zr-Labeled Trastuzumab-DM1: A Comparison with ⁸⁹Zr-Labeled Trastuzumab Al-saden, Noor; Lam, Karen; Chan, Conrad Molecular Pharmaceutics, Vol. 15, Issue 8 https://doi.org/10.1021/acs.molpharmaceut.8b00392	journal	June 2018
An octadentate bifunctional chelating agent for the development of stable zirconium-89 based molecular imaging probes Patra, Malay; Bauman, Andreas; Mari, Cristina Chem. Commun., Vol. 50, Issue 78 https://doi.org/10.1039/C4CC05558F	journal	January 2014
A desferrioxamine B squaramide ester for the incorporation of zirconium-89 into antibodies Rudd, Stacey E.; Roselt, Peter; Cullinane, Carleen Chemical Communications, Vol. 52, Issue 80 https://doi.org/10.1039/C6CC05961A	journal	January 2016
Development and in vitro evaluation of new bifunctional 89Zr-chelators based on the 6-amino-1,4-diazepane scaffold for immuno-PET applications Klasen, Benedikt; Lemcke, Daniel; Mindt, Thomas L. Nuclear Medicine and Biology, Vol. 102-103 https://doi.org/10.1016/j.nucmedbio.2021.06.007	journal	November 2021
X-ray Absorption Spectroscopy Investigations of Copper(II) Coordination in the Human Amyloid β Peptide Summers, Kelly L.; Schilling, Kevin M.; Roseman, Graham Inorganic Chemistry, Vol. 58, Issue 9 https://doi.org/10.1021/acs.inorgchem.9b00507	journal	April 2019
Generalized Gradient Approximation Made Simple Perdew, John P.; Burke, Kieron; Ernzerhof, Matthias Physical Review Letters, Vol. 77, Issue 18, p. 3865-3868 https://doi.org/10.1103/PhysRevLett.77.3865	journal	October 1996
Rational Design, Synthesis, and Evaluation of Tetrahydroxamic Acid Chelators for Stable Complexation of Zirconium(IV) Guérard, François; Lee, Yong-Sok; Brechbiel, Martin W. Chemistry - A European Journal, Vol. 20, Issue 19 https://doi.org/10.1002/chem.201304115	journal	April 2014
Evaluation of a 3-hydroxypyridin-2-one (2,3-HOPO) Based Macrocyclic Chelator for ⁸⁹ Zr ⁴⁺ and Its Use for ImmunoPET Imaging of HER2 Positive Model of Ovarian Carcinoma in Mice N. Tinianow, Jeff; Pandya, Darpan N.; Pailloux, Sylvie L. Theranostics, Vol. 6, Issue 4 https://doi.org/10.7150/thno.14261	journal	January 2016
A new tetrapodal 3-hydroxy-4-pyridinone ligand for complexation of ⁸⁹zirconium for positron emission tomography (PET) imaging Buchwalder, Christian; Rodríguez-Rodríguez, Cristina; Schaffer, Paul Dalton Transactions, Vol. 46, Issue 29 https://doi.org/10.1039/C7DT02196H	journal	January 2017
Matching chelators to radiometals for radiopharmaceuticals Price, Eric W.; Orvig, Chris Chem. Soc. Rev., Vol. 43, Issue 1 https://doi.org/10.1039/C3CS60304K	journal	January 2014
Head-to-head comparison of DFO* and DFO chelators: selection of the best candidate for clinical 89Zr-immuno-PET Chomet, Marion; Schreurs, Maxime; Bolijn, Maria J. European Journal of Nuclear Medicine and Molecular Imaging, Vol. 48, Issue 3 https://doi.org/10.1007/s00259-020-05002-7	journal	September 2020
M11-L: A Local Density Functional That Provides Improved Accuracy for Electronic Structure Calculations in Chemistry and Physics Peverati, Roberto; Truhlar, Donald G. The Journal of Physical Chemistry Letters, Vol. 3, Issue 1 https://doi.org/10.1021/jz201525m	journal	December 2011
Propylene Cross-Bridged Macrocyclic Bifunctional Chelator: A New Design for Facile Bioconjugation and Robust ⁶⁴Cu Complex Stability Pandya, Darpan N.; Bhatt, Nikunj; An, Gwang Il Journal of Medicinal Chemistry, Vol. 57, Issue 17 https://doi.org/10.1021/jm500348z	journal	August 2014
Incorporation of solvent effects into density functional calculations of molecular energies and geometries Andzelm, Jan; Kölmel, Christoph; Klamt, Andreas The Journal of Chemical Physics, Vol. 103, Issue 21 https://doi.org/10.1063/1.469990	journal	December 1995

Similar Records

Evaluation of macrocyclic hydroxyisophthalamide ligands as chelators for zirconium-89

Journal Article · 2017 · PLoS ONE · OSTI ID:1374895

Towards a Custom Chelator for Mercury: Evaluation of Coordination Environments by Molecular Modeling

Journal Article · 2013 · J. Biol. Inorg. Chem. 16:15,2011 · OSTI ID:1091272

Engineered Recognition of Tetravalent Zirconium and Thorium by Chelator–Protein Systems: Toward Flexible Radiotherapy and Imaging Platforms

Journal Article · 2016 · Inorganic Chemistry · OSTI ID:1458481

Related Subjects

Chemistry

Radiochemical, Computational, and Spectroscopic Evaluation of High-Denticity Desferrioxamine Derivatives DFO2 and DFO2p toward an Ideal Zirconium-89 Chelate Platform

Citation Formats

References (85)

Similar Records

Related Subjects