[99mTc]Tricine: a Useful Precursor Complex for the Radiolabeling of Hydrazinonicotinate Protein Conjugates

This article is cited by 64 publications.

1. Roger Alberto. Role of Pure Technetium Chemistry: Are There Still Links to Applications in Imaging?. Inorganic Chemistry 2023, Article ASAP.
2. Hamideh Keshavarz, Lisa M. Meints, Morgan K. Geiger, Kurt R. Zinn, Dana M. Spence. Specific Binding of Leptin to Red Blood Cells Delivers a Pancreatic Hormone and Stimulates ATP Release. Molecular Pharmaceutics 2021, 18 (6) , 2438-2447. https://doi.org/10.1021/acs.molpharmaceut.1c00300
3. Zoia Levashova, Marina Backer, Joseph M. Backer and Francis G. Blankenberg . Direct Site-Specific Labeling of the Cys-Tag Moiety in scVEGF with Technetium 99m. Bioconjugate Chemistry 2008, 19 (5) , 1049-1054. https://doi.org/10.1021/bc7004818
4. Jeffrey B. Arterburn,, Cesear Corona,, Kalla Venkateswara Rao,, Kathryn E. Carlson, and, John A. Katzenellenbogen. Synthesis of 17-α-Substituted Estradiol-Pyridin-2-yl Hydrazine Conjugates as Effective Ligands for Labeling with Alberto's Complex fac-[Re(OH2)3(CO)3]+ in Water. The Journal of Organic Chemistry 2003, 68 (18) , 7063-7070. https://doi.org/10.1021/jo034780g
5. Shuang Liu and, D. Scott Edwards. 99mTc-Labeled Small Peptides as Diagnostic Radiopharmaceuticals. Chemical Reviews 1999, 99 (9) , 2235-2268. https://doi.org/10.1021/cr980436l
6. Qing Ruan, Qianqian Gan, Xuran Zhang, Si’an Fang, Junbo Zhang. Preparation and Bioevaluation of Novel 99mTc-Labeled Complexes with a 2-Nitroimidazole HYNIC Derivative for Imaging Tumor Hypoxia. Pharmaceuticals 2021, 14 (2) , 158. https://doi.org/10.3390/ph14020158
7. Silvia Gil, Eduardo Solano, Francesc Martínez-Trucharte, Jordi Martínez-Esaín, Ana J. Pérez-Berná, José Javier Conesa, Christina Kamma-Lorger, Mercè Alsina, Manel Sabés, . Multiparametric analysis of the effectiveness of cisplatin on cutaneous squamous carcinoma cells using two different types of adjuvants. PLOS ONE 2020, 15 (3) , e0230022. https://doi.org/10.1371/journal.pone.0230022
8. Douglas S. MacPherson, Kimberly Fung, Brendon E. Cook, Lynn C. Francesconi, Brian M. Zeglis. A brief overview of metal complexes as nuclear imaging agents. Dalton Transactions 2019, 48 (39) , 14547-14565. https://doi.org/10.1039/C9DT03039E
9. Sudipta Chakraborty, Soumen Das, Rubel Chakravarty, Haladhar Dev Sarma, Rakhee Vatsa, Jaya Shukla, Bhagwant Rai Mittal, Ashutosh Dash. An improved kit formulation for one‐pot synthesis of [ 99m Tc]Tc‐HYNIC‐E[c(RGDfK)] 2 for routine clinical use in cancer imaging. Journal of Labelled Compounds and Radiopharmaceuticals 2019, 62 (12) , 823-834. https://doi.org/10.1002/jlcr.3786
10. Andrew C. Prince, Aditi Jani, Melissa Korb, Kiranya E. Tipirneni, Benjamin B. Kasten, Eben L. Rosenthal, Jason M. Warram. Characterizing the detection threshold for optical imaging in surgical oncology. Journal of Surgical Oncology 2017, 116 (7) , 898-906. https://doi.org/10.1002/jso.24733
11. Dionysia Papagiannopoulou. Technetium‐99m radiochemistry for pharmaceutical applications. Journal of Labelled Compounds and Radiopharmaceuticals 2017, 60 (11) , 502-520. https://doi.org/10.1002/jlcr.3531
12. Yoichi Shimizu, Hiroko Hanzawa, Yan Zhao, Sagiri Fukura, Ken-ichi Nishijima, Takeshi Sakamoto, Songji Zhao, Nagara Tamaki, Mikako Ogawa, Yuji Kuge. Immunoglobulin G (IgG)-Based Imaging Probe Accumulates in M1 Macrophage-Infiltrated Atherosclerotic Plaques Independent of IgG Target Molecule Expression. Molecular Imaging and Biology 2017, 19 (4) , 531-539. https://doi.org/10.1007/s11307-016-1036-8
13. Yoichi Shimizu, Hiroko Hanzawa, Yan Zhao, Ken-ichi Nishijima, Sagiri Fukura, Takeshi Sakamoto, Songji Zhao, Nagara Tamaki, Yuji Kuge. Radioimmunodetection of Atherosclerotic Lesions Focusing on the Accumulation Mechanism of Immunoglobulin G. 2016, 141-150. https://doi.org/10.1007/978-4-431-55894-1_11
14. Rosina Dapueto, Rodrigo B. Aguiar, María Moreno, Camila M.L. Machado, Fabio L.N. Marques, Juan P. Gambini, Roger Chammas, Pablo Cabral, Williams Porcal. Technetium glucose complexes as potential cancer imaging agents. Bioorganic & Medicinal Chemistry Letters 2015, 25 (19) , 4254-4259. https://doi.org/10.1016/j.bmcl.2015.07.098
15. Jason M. Warram, Anna G. Sorace, Marshall Mahoney, Sharon Samuel, Bryant Harbin, Madhura Joshi, Amber Martin, Lee Whitworth, Kenneth Hoyt, Kurt R. Zinn. Biodistribution of P-selectin targeted microbubbles. Journal of Drug Targeting 2014, 22 (5) , 387-394. https://doi.org/10.3109/1061186X.2013.869822
16. K. Steinhoff, M. Pierer, J. Siegert, U. Pigla, R. Laub, S. Hesse, W. Seidel, D. Sorger, A. Seese, J.U. Kuenstler, H.J. Pietzsch, T. Lincke, M. Rullmann, F. Emmrich, O. Sabri. Visualizing inflammation activity in rheumatoid arthritis with Tc-99 m Anti-CD4-mAb fragment scintigraphy. Nuclear Medicine and Biology 2014, 41 (4) , 350-354. https://doi.org/10.1016/j.nucmedbio.2013.12.018
17. Nemil Shah, Guihua Zhai, Joseph A. Knowles, Cecil R. Stockard, William E. Grizzle, Naomi Fineberg, Tong Zhou, Kurt R. Zinn, Eben L. Rosenthal, Hyunki Kim. 18F-FDG PET/CT Imaging Detects Therapy Efficacy of Anti-EMMPRIN Antibody and Gemcitabine in Orthotopic Pancreatic Tumor Xenografts. Molecular Imaging and Biology 2012, 14 (2) , 237-244. https://doi.org/10.1007/s11307-011-0491-5
18. Hyunki Kim, Guihua Zhai, Sharon L. Samuel, Christopher J. Rigell, Heidi R. Umphrey, Samir Rana, Cecil R. Stockard, Naomi S. Fineberg, Kurt R. Zinn. Dual Combination Therapy Targeting DR5 and EMMPRIN in Pancreatic Adenocarcinoma. Molecular Cancer Therapeutics 2012, 11 (2) , 405-415. https://doi.org/10.1158/1535-7163.MCT-11-0581
19. Hyunki Kim, Guihua Zhai, Zhiyong Liu, Sharon Samuel, Nemil Shah, Emily E. Helman, Joseph A. Knowles, Cecil R. Stockard, Naomi S. Fineberg, William E. Grizzle, Tong Zhou, Kurt R. Zinn, Eben L. Rosenthal. Extracelluar matrix metalloproteinase as a novel target for pancreatic cancer therapy. Anti-Cancer Drugs 2011, 22 (9) , 864-874. https://doi.org/10.1097/CAD.0b013e328349311e
20. Hyunki Kim, Karri D. Folks, Lingling Guo, Jeffery C. Sellers, Naomi S. Fineberg, Cecil R. Stockard, William E. Grizzle, Donald J. Buchsbaum, Desiree E. Morgan, James F. George, Kurt R. Zinn. Early Therapy Evaluation of Combined Cetuximab and Irinotecan in Orthotopic Pancreatic Tumor Xenografts by Dynamic Contrast-Enhanced Magnetic Resonance Imaging. Molecular Imaging 2011, 10 (3) , 7290.2010.00040. https://doi.org/10.2310/7290.2010.00040
21. R. Alberto, U. Abram. 99mTc: Labeling Chemistry and Labeled Compounds. 2011, 2073-2120. https://doi.org/10.1007/978-1-4419-0720-2_43
22. Shuang Liu, Sudipta Chakraborty. 99mTc-centered one-pot synthesis for preparation of 99mTc radiotracers. Dalton Transactions 2011, 40 (23) , 6077. https://doi.org/10.1039/c0dt01462a
23. Takashi Temma, Yuki Ogawa, Yuji Kuge, Seigo Ishino, Nozomi Takai, Kantaro Nishigori, Masashi Shiomi, Masahiro Ono, Hideo Saji. Tissue Factor Detection for Selectively Discriminating Unstable Plaques in an Atherosclerotic Rabbit Model. Journal of Nuclear Medicine 2010, 51 (12) , 1979-1986. https://doi.org/10.2967/jnumed.110.081216
24. Yuji Kuge, Nozomi Takai, Yuki Ogawa, Takashi Temma, Yan Zhao, Kantaro Nishigori, Seigo Ishino, Junko Kamihashi, Yasushi Kiyono, Masashi Shiomi, Hideo Saji. Imaging with radiolabelled anti-membrane type 1 matrix metalloproteinase (MT1-MMP) antibody: potentials for characterizing atherosclerotic plaques. European Journal of Nuclear Medicine and Molecular Imaging 2010, 37 (11) , 2093-2104. https://doi.org/10.1007/s00259-010-1521-2
25. Hyunki Kim, Jianguo Chen, Kurt R. Zinn, William J. Hubbard, Naomi S. Fineberg, Irshad H. Chaudry. Single Photon Emission Computed Tomography Demonstrated Efficacy of 17β-Estradiol Therapy in Male Rats After Trauma-Hemorrhage and Extended Hypotension. Journal of Trauma: Injury, Infection & Critical Care 2010, 69 (5) , 1266-1273. https://doi.org/10.1097/TA.0b013e3181dbb0b2
26. Yuxia Liu, Guozheng Liu, Donald Hnatowich. A Brief Review of Chelators for Radiolabeling Oligomers. Materials 2010, 3 (5) , 3204-3217. https://doi.org/10.3390/ma3053204
27. Ming-fang Guo, Yaqing Zhao, Rong Tian, Lin Li, Leiming Guo, Feng Xu, Yong-mei Liu, Yong-bo He, Sen Bai, Jin Wang. In vivo99mTc-HYNIC-annexin V imaging of early tumor apoptosis in mice after single dose irradiation. Journal of Experimental & Clinical Cancer Research 2009, 28 (1) https://doi.org/10.1186/1756-9966-28-136
28. Zoia Levashova, Marina Backer, Joseph M. Backer, Francis G. Blankenberg. Imaging Vascular Endothelial Growth Factor (VEGF) Receptors in Turpentine-Induced Sterile Thigh Abscesses with Radiolabeled Single-Chain VEGF. Journal of Nuclear Medicine 2009, 50 (12) , 2058-2063. https://doi.org/10.2967/jnumed.109.068023
29. Alex N. Eberle, Gabriele Mild. Receptor-mediated tumor targeting with radiopeptides. Journal of Receptors and Signal Transduction 2009, 29 (1) , 1-37. https://doi.org/10.1080/10799890902732823
30. Takashi Temma, Kohei Sano, Yuji Kuge, Junko Kamihashi, Nozomi Takai, Yuki Ogawa, Hideo Saji. Development of a Radiolabeled Probe for Detecting Membrane Type-1 Matrix Metalloproteinase on Malignant Tumors. Biological and Pharmaceutical Bulletin 2009, 32 (7) , 1272-1277. https://doi.org/10.1248/bpb.32.1272
31. Hyunki Kim, Desiree E. Morgan, Donald J. Buchsbaum, Huadong Zeng, William E. Grizzle, Jason M. Warram, Cecil R. Stockard, Lacey R. McNally, Joshua W. Long, Jeffrey C. Sellers, Andres Forero, Kurt R. Zinn. Early Therapy Evaluation of Combined Anti–Death Receptor 5 Antibody and Gemcitabine in Orthotopic Pancreatic Tumor Xenografts by Diffusion-Weighted Magnetic Resonance Imaging. Cancer Research 2008, 68 (20) , 8369-8376. https://doi.org/10.1158/0008-5472.CAN-08-1771
32. Seigo Ishino, Takahiro Mukai, Yuji Kuge, Noriaki Kume, Mikako Ogawa, Nozomi Takai, Junko Kamihashi, Masashi Shiomi, Manabu Minami, Toru Kita, Hideo Saji. Targeting of Lectinlike Oxidized Low-Density Lipoprotein Receptor 1 (LOX-1) with 99m Tc-Labeled Anti–LOX-1 Antibody: Potential Agent for Imaging of Vulnerable Plaque. Journal of Nuclear Medicine 2008, 49 (10) , 1677-1685. https://doi.org/10.2967/jnumed.107.049536
33. Patsy G. Oliver, Albert F. LoBuglio, Kurt R. Zinn, Hyunki Kim, Li Nan, Tong Zhou, Wenquan Wang, Donald J. Buchsbaum. Treatment of Human Colon Cancer Xenografts with TRA-8 Anti-death Receptor 5 Antibody Alone or in Combination with CPT-11. Clinical Cancer Research 2008, 14 (7) , 2180-2189. https://doi.org/10.1158/1078-0432.CCR-07-1392
34. Hideo SAJI. Application of Radiometallic Compounds for Medical Diagnosis and Therapy. YAKUGAKU ZASSHI 2008, 128 (3) , 323-332. https://doi.org/10.1248/yakushi.128.323
35. Linda C. Knight, Jan E. Romano, Lewis T. Bright, Alexis Agelan, Steven Kantor, Alan H. Maurer. Platelet binding and biodistribution of [99mTc]rBitistatin in animal species and humans. Nuclear Medicine and Biology 2007, 34 (7) , 855-863. https://doi.org/10.1016/j.nucmedbio.2007.03.014
36. Linda C. Knight, Jan E. Romano, Stephen C. Cosenza, Nabisa M. Iqbal, Cezary Marcinkiewicz. Differences in binding of 99mTc-disintegrins to integrin αvβ3 on tumor and vascular cells. Nuclear Medicine and Biology 2007, 34 (4) , 371-381. https://doi.org/10.1016/j.nucmedbio.2007.02.004
37. Hyunki Kim, Tandra R. Chaudhuri, Donald J. Buchsbaum, Deli Wang, Kurt R. Zinn. High-resolution single-photon emission computed tomography and X-ray computed tomography imaging of Tc-99m–labeled anti-DR5 antibody in breast tumor xenografts. Molecular Cancer Therapeutics 2007, 6 (3) , 866-875. https://doi.org/10.1158/1535-7163.MCT-06-0230
38. Mordechai Lorberboym, Francis G. Blankenberg, Menahem Sadeh, Yair Lampl. In vivo imaging of apoptosis in patients with acute stroke: Correlation with blood–brain barrier permeability. Brain Research 2006, 1103 (1) , 13-19. https://doi.org/10.1016/j.brainres.2006.05.073
39. Francis G. Blankenberg, Marina V. Backer, Zoia Levashova, Vimalkumar Patel, Joseph M. Backer. In vivo tumor angiogenesis imaging with site-specific labeled 99mTc-HYNIC-VEGF. European Journal of Nuclear Medicine and Molecular Imaging 2006, 33 (7) , 841-848. https://doi.org/10.1007/s00259-006-0099-1
40. Francis G Blankenberg, Jean-Luc Vanderheyden, H William Strauss, Jonathan F Tait. Radiolabeling of HYNIC–annexin V with technetium-99m for in vivo imaging of apoptosis. Nature Protocols 2006, 1 (1) , 108-110. https://doi.org/10.1038/nprot.2006.17
41. Francis G. Blankenberg, Judy Kalinyak, Liping Liu, Maya Koike, Danye Cheng, Michael L. Goris, Allan Green, Jean-Luc Vanderheyden, David C. Tong, Midori Anne Yenari. 99mTc-HYNIC-annexin V SPECT imaging of acute stroke and its response to neuroprotective therapy with anti-Fas ligand antibody. European Journal of Nuclear Medicine and Molecular Imaging 2006, 33 (5) , 566-574. https://doi.org/10.1007/s00259-005-0046-6
42. Lynn C. Francesconi, Melchor V. Cantorias, Robertha C. Howell. Metal‐Based Imaging Agents. 2005https://doi.org/10.1002/0470862106.ia273
43. Lynn C. Francesconi, Melchor V. Cantorias, Robertha C. Howell. Metal‐Based Imaging Agents. 2005https://doi.org/10.1002/9781119951438.eibc0255
44. Kanji Sugimoto, Norihiro Nishimoto, Tadamitsu Kishimoto, Kazuyuki Yoshizaki, Tsunehiko Nishimura. Imaging of lesions in a murine rheumatoid arthritis model with a humanized anti-interleukin-6 receptor antibody. Annals of Nuclear Medicine 2005, 19 (4) , 261-266. https://doi.org/10.1007/BF02984617
45. Kyoko Takagi, Tomoya Uehara, Emi Kaneko, Morio Nakayama, Mitsuru Koizumi, Keigo Endo, Yasushi Arano. 99mtc-labeled mannosyl-neoglycoalbumin for sentinel lymph node identification. Nuclear Medicine and Biology 2004, 31 (7) , 893-900. https://doi.org/10.1016/j.nucmedbio.2004.04.008
46. Kenton D. Fong, HanJoon M. Song, Randall P. Nacamuli, Benjamin L. Franc, Carina Mari, Tony D. Fang, Stephen M. Warren, Christopher H. Contag, Francis G. Blankenberg, Michael T. Longaker. Apoptosis in a Rodent Model of Cranial Suture Fusion: In Situ Imaging and Gene Expression Analysis. Plastic and Reconstructive Surgery 2004, 113 (7) , 2037-2047. https://doi.org/10.1097/01.PRS.0000121182.01199.C1
47. Roger Alberto, Jae Kyong Pak, Dave van Staveren, Stefan Mundwiler, Paul Benny. Mono‐, bi‐, or tridentate ligands? The labeling of peptides with 99m Tc‐carbonyls. Peptide Science 2004, 76 (4) , 324-333. https://doi.org/10.1002/bip.20129
48. Yuanyuan Xu, Alexander J. Szalai, Tong Zhou, Kurt R. Zinn, Tandra R. Chaudhuri, Xiaoli Li, William J. Koopman, Robert P. Kimberly. FcγRs Modulate Cytotoxicity of Anti-Fas Antibodies: Implications for Agonistic Antibody-Based Therapeutics. The Journal of Immunology 2003, 171 (2) , 562-568. https://doi.org/10.4049/jimmunol.171.2.562
49. Albert Flotats, Ignasi Carrió. Non-invasive in vivo imaging of myocardial apoptosis and necrosis. European Journal of Nuclear Medicine and Molecular Imaging 2003, 30 (4) , 615-630. https://doi.org/10.1007/s00259-003-1136-y
50. . 99mTc: Labeling Chemistry and Labeled Compounds. 2003, 1509-1553. https://doi.org/10.1007/0-387-30682-X_35
51. R. Alberto. Technetium. 2003, 127-270. https://doi.org/10.1016/B0-08-043748-6/04022-6
52. Lolita Zaliauskiene, Sunghyun Kang, Kerri Sparks, Kurt R. Zinn, Lisa M. Schwiebert, Casey T. Weaver, James F. Collawn. Enhancement of MHC Class II-Restricted Responses by Receptor-Mediated Uptake of Peptide Antigens. The Journal of Immunology 2002, 169 (5) , 2337-2345. https://doi.org/10.4049/jimmunol.169.5.2337
53. Kurt R. Zinn, Stacey Kelpke, Kabir Akhi, Liliana Viera, Tandra R. Chaudhuri, John A. Thompson. Glomerular targeting of acidic fibroblast growth factor-1 in renal transplanted rats1. Transplantation 2002, 73 (9) , 1447-1454. https://doi.org/10.1097/00007890-200205150-00014
54. Yasushi Arano. Recent advances in99mTc radiopharmaceuticals. Annals of Nuclear Medicine 2002, 16 (2) , 79-93. https://doi.org/10.1007/BF02993710
55. Masahiro Ono, Yasushi Arano, Takahiro Mukai, Yasushi Fujioka, Kazuma Ogawa, Tomoya Uehara, Tsuneo Saga, Junji Konishi, Hideo Saji. 99mTc-HYNIC-derivatized ternary ligand complexes for 99mTc-labeled polypeptides with low in vivo protein binding. Nuclear Medicine and Biology 2001, 28 (3) , 215-224. https://doi.org/10.1016/S0969-8051(00)00210-9
56. Masahiro Ono, Yasushi Arano, Takahiro Mukai, Tomoya Uehara, Yasushi Fujioka, Kazuma Ogawa, Shinji Namba, Morio Nakayama, Tsuneo Saga, Junji Konishi, Kazuko Horiuchi, Akira Yokoyama, Hideo Saji. Plasma protein binding of 99mTc-labeled hydrazino nicotinamide derivatized polypeptides and peptides. Nuclear Medicine and Biology 2001, 28 (2) , 155-164. https://doi.org/10.1016/S0969-8051(00)00200-6
57. Kurt R Zinn, Stacey Kelpke, Tandra R Chaudhuri, Tom Sugg, James M Mountz, John A Thompson. Imaging Tc-99m-labeled FGF-1 targeting in rats. Nuclear Medicine and Biology 2000, 27 (4) , 407-414. https://doi.org/10.1016/S0969-8051(00)00090-1
58. F G BLANKENBERG, J TAIT, K OHTSUKI, H W STRAUSS. Apoptosis: The importance of nuclear medicine. Nuclear Medicine Communications 2000, 21 (3) , 241-250. https://doi.org/10.1097/00006231-200003000-00008
59. . . RADIOISOTOPES 2000, 241-242. https://doi.org/10.3769/radioisotopes.49.241
60. Rosa Fonti, Nai-Kong V Cheung, Gary J Bridger, Hong-Fen Guo, Michael J Abrams, Steven M Larson. 99mTc-monoclonal antibody radiolabeled via hydrazino nicotinamide derivative for imaging disialoganglioside GD2-positive tumors. Nuclear Medicine and Biology 1999, 26 (6) , 681-686. https://doi.org/10.1016/S0969-8051(99)00026-8
61. Clemens Decristoforo, Stephen J Mather. 99m-Technetium-labelled peptide-HYNIC conjugates: effects of lipophilicity and stability on biodistribution. Nuclear Medicine and Biology 1999, 26 (4) , 389-396. https://doi.org/10.1016/S0969-8051(98)00118-8
62. Kurt R. Zinn, Tandra R. Chaudhuri, Cheryl A. Smyth, Qi Wu, Hong-Gang Liu, Martin Fleck, John D. Mountz, James M. Mountz. Specific targeting of activated endothelium in rat adjuvant arthritis with a99mTc-radiolabeled E-selectin-binding peptide. Arthritis & Rheumatism 1999, 42 (4) , 641-649. https://doi.org/10.1002/1529-0131(199904)42:4<641::AID-ANR6>3.0.CO;2-T
63. Francis G. Blankenberg, Peter D. Katsikis, Jonathan F. Tait, R. Eric Davis, Louis Naumovski, Katsuichi Ohtsuki, Susan Kopiwoda, Michael J. Abrams, Marilyn Darkes, Robert C. Robbins, Holden T. Maecker, H.W. Strauss. In vivo detection and imaging of phosphatidylserine expression during programmed cell death. Proceedings of the National Academy of Sciences 1998, 95 (11) , 6349-6354. https://doi.org/10.1073/pnas.95.11.6349
64. Milind Rajopadhye, Thomas D. Harris, Karmine Yu, Danuta Glowacka, Paul R. Damphousse, John A. Barrett, Stuart J. Heminway, D. Scott Edwards, Timothy R. Carroll. Synthesis, evaluation and Tc-99m complexation of a hydrazinonicotinyl conjugate of a GP IIb/IIIa antagonist cyclic peptide for the detection of deep vein thrombosis. Bioorganic & Medicinal Chemistry Letters 1997, 7 (8) , 955-960. https://doi.org/10.1016/S0960-894X(97)00083-8