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Volumn 3, Issue 4, 2012, Pages 313-316

Triazole appending agent (TAAG): A new synthon for preparing iodine-based molecular imaging and radiotherapy agents

Author keywords

imaging; iodine; radiochemistry; radiopharmaceuticals; SPECT

Indexed keywords

IODINE 123; IODOBENZOIC ACID DERIVATIVE; PROSTATE SPECIFIC MEMBRANE ANTIGEN; RADIOACTIVE IODINE; TRIAZOLE; TRIAZOLE APPENDING AGENT; TRIBUTYLTIN; UNCLASSIFIED DRUG;

EID: 84859783659     PISSN: None     EISSN: 19485875     Source Type: Journal    
DOI: 10.1021/ml300003v     Document Type: Article
Times cited : (22)

References (40)
  • 1
    • 79958239211 scopus 로고    scopus 로고
    • Generator-based PET radiopharmaceuticals for molecular imaging of tumours: On the way to THERANOSTICS
    • Rösch, F.; Baum, R. P. Generator-based PET radiopharmaceuticals for molecular imaging of tumours: on the way to THERANOSTICS Dalton Trans. 2011, 40, 6104-6111
    • (2011) Dalton Trans. , vol.40 , pp. 6104-6111
    • Rösch, F.1    Baum, R.P.2
  • 2
    • 68249135385 scopus 로고    scopus 로고
    • A review of imaging agent development
    • Agdeppa, E. D.; Spilker, M. E. A review of imaging agent development AAPS J. 2009, 11, 286-299
    • (2009) AAPS J. , vol.11 , pp. 286-299
    • Agdeppa, E.D.1    Spilker, M.E.2
  • 5
    • 45249130592 scopus 로고
    • Labeling proteins using aryl iodide acylation agents: Influence of meta vs para substitution on in vivo stability
    • DOI 10.1016/0883-2897(89)90136-0
    • Garg, P. K.; Slade, S. K.; Harrison, C. L.; Zalutsky, M. R. Labeling proteins using aryl iodide acylation agents: influence of meta vs para substitution on in vivo stability Nucl. Med. Biol. 1989, 16, 669-673 (Pubitemid 19269399)
    • (1989) Nuclear Medicine and Biology , vol.16 , Issue.7 , pp. 669-673
    • Garg, P.K.1    Slade, S.K.2    Harrison, C.L.3    Zalutski, M.R.4
  • 6
    • 0037345856 scopus 로고    scopus 로고
    • 131I]SIPMB), a negatively charged substituent-bearing acylation agent for the radioiodination of peptides and mAbs
    • DOI 10.1021/bc025636p
    • 131I]SIPMB), a Negatively Charged Substituent-Bearing Acylation Agent for the Radioiodination of Peptides and mAbs Bioconjugate Chem. 2003, 14, 331-341 (Pubitemid 36348656)
    • (2003) Bioconjugate Chemistry , vol.14 , Issue.2 , pp. 331-341
    • Shankar, S.1    Vaidyanathan, G.2    Affleck, D.3    Welsh, P.C.4    Zalutsky, M.R.5
  • 7
    • 0032213077 scopus 로고    scopus 로고
    • Iodopyridine-for-iodobenzene substitution for use with low molecular weight radiopharmaceuticals: Application to m-iodobenzylguanidine
    • DOI 10.1021/bc980037x
    • Vaidyanathan, G.; Zalutsky, M. R.; DeGrado, T. R. Iodopyridine-for- Iodobenzene Substitution for Use with Low Molecular Weight Radiopharmaceuticals: Application to m-Iodobenzylguanidine Bioconjugate Chem. 1998, 9, 758-764 (Pubitemid 28542244)
    • (1998) Bioconjugate Chemistry , vol.9 , Issue.6 , pp. 758-764
    • Vaidyanathan, G.1    Zalutsky, M.R.2    DeGrado, T.R.3
  • 8
    • 0026069670 scopus 로고
    • N-Succinimidyl 5-(trialkylstannyl)-3-pyridinecarboxylates: A new class of reagents for protein radioiodination
    • Garg, S.; Garg, P. K.; Zalutsky, M. R. N-Succinimidyl 5-(trialkylstannyl)-3-pyridinecarboxylates: A new class of reagents for protein radioiodination Bioconjugate Chem. 1991, 2, 50-56
    • (1991) Bioconjugate Chem. , vol.2 , pp. 50-56
    • Garg, S.1    Garg, P.K.2    Zalutsky, M.R.3
  • 9
    • 0031105498 scopus 로고    scopus 로고
    • Synthesis and preliminary biological evaluation of (3-iodobenzoyl) norbiotinamide and ((5-iodo-3-pyridinyl)carbonyl)norbiotinamide: Two Radioiodinated biotin conjugates with improved stability
    • DOI 10.1021/bc970006m
    • Foulon, C. F.; Alston, K. L.; Zalutsky, M. R. Synthesis and Preliminary Biological Evaluation of (3-Iodobenzoyl)norbiotinamide and ((5-Iodo-3-pyridinyl) -carbonyl)norbiotinamide: Two Radioiodinated Biotin Conjugates with Improved Stability Bioconjugate Chem. 1997, 8, 179-186 (Pubitemid 27153291)
    • (1997) Bioconjugate Chemistry , vol.8 , Issue.2 , pp. 179-186
    • Foulon, C.F.1    Alston, K.L.2    Zalutsky, M.R.3
  • 10
    • 0029961911 scopus 로고    scopus 로고
    • Radioiodination of internalizing monoclonal antibodies using N- succinimidyl 5-iodo-3-pyridinecarboxylate
    • Reist, C. J.; Garg, P. K.; Alston, K. L.; Bigner, D. D.; Zalutsky, M. R. Radioiodination of internalizing monoclonal antibodies using N-succinimidyl 5-iodo-3-pyridinecarboxylate Cancer Res. 1996, 56, 4970-4977 (Pubitemid 26374437)
    • (1996) Cancer Research , vol.56 , Issue.21 , pp. 4970-4977
    • Reist, C.J.1    Garg, P.K.2    Alston, K.L.3    Bigner, D.D.4    Zalutsky, M.R.5
  • 13
    • 84859740837 scopus 로고    scopus 로고
    • GE Healthcare Limited, WO 2011020907
    • Avory, M.; Trigg, W. GE Healthcare Limited, WO 2011020907.
    • Avory, M.1    Trigg, W.2
  • 14
    • 4544264719 scopus 로고    scopus 로고
    • Tributyl(3,3,3-trifluoro-1-propynyl)stannane as an efficient reagent for the preparation of various trifluoromethylated heterocyclic compounds
    • DOI 10.1016/j.tetlet.2004.08.118, PII S0040403904018507
    • Hanamoto, T.; Hakoshima, Y.; Egashira, M. Tributyl(3,3,3-trifluoro-1- propynyl)stannane as an efficient reagent for the preparation of various trifluoromethylated heterocyclic compounds Tetrahedron Lett. 2004, 45, 7573-7576 (Pubitemid 39243326)
    • (2004) Tetrahedron Letters , vol.45 , Issue.41 , pp. 7573-7576
    • Hanamoto, T.1    Hakoshima, Y.2    Egashira, M.3
  • 15
  • 16
    • 0009762158 scopus 로고
    • Synthesis and reaction of 1-phenyl-4-(trimethylstannyl)-1,2,3-triazoles
    • Sakamoto, T.; Uchiyama, D.; Kondo, Y.; Yamanaka, H. Synthesis and reaction of 1-phenyl-4-(trimethylstannyl)-1,2,3-triazoles Heterocycles 1993, 35, 1273-1278
    • (1993) Heterocycles , vol.35 , pp. 1273-1278
    • Sakamoto, T.1    Uchiyama, D.2    Kondo, Y.3    Yamanaka, H.4
  • 17
    • 54849406121 scopus 로고    scopus 로고
    • Discovery and biological profile of 4-(1-aryltriazol-4-yl)- tetrahydropyridines as an orally active new class of metabotropic glutamate receptor 1 antagonist
    • Ito, S.; Satoh, A.; Nagatomi, Y.; Hirata, Y.; Suzuki, G.; Kimura, T.; Satow, A.; Maehara, S.; Hikichi, H.; Hata, M.; Kawamoto, H.; Ohta, H. Discovery and biological profile of 4-(1-aryltriazol-4-yl)-tetrahydropyridines as an orally active new class of metabotropic glutamate receptor 1 antagonist Bioorg. Med. Chem. 2008, 16, 9817-9829
    • (2008) Bioorg. Med. Chem. , vol.16 , pp. 9817-9829
    • Ito, S.1    Satoh, A.2    Nagatomi, Y.3    Hirata, Y.4    Suzuki, G.5    Kimura, T.6    Satow, A.7    Maehara, S.8    Hikichi, H.9    Hata, M.10    Kawamoto, H.11    Ohta, H.12
  • 18
    • 0029868853 scopus 로고    scopus 로고
    • Synthesis of radiopharmaceuticals via organotin intermediates
    • Ali, H.; vanLier, J. E. Synthesis of radiopharmaceuticals via organotin intermediates Synthesis 1996, 4, 423-438
    • (1996) Synthesis , vol.4 , pp. 423-438
    • Ali, H.1    Vanlier, J.E.2
  • 19
    • 33645415224 scopus 로고    scopus 로고
    • A New Strategy for Preparing Molecular Imaging and Therapy Agents Using Fluorine-Rich (Fluorous) Soluble Supports
    • Donovan, A.; Forbes, J.; Dorff, P.; Schaffer, P.; Babich, J.; Valliant, J. F. A New Strategy for Preparing Molecular Imaging and Therapy Agents Using Fluorine-Rich (Fluorous) Soluble Supports J. Am. Chem. Soc. 2006, 128, 3536-3537
    • (2006) J. Am. Chem. Soc. , vol.128 , pp. 3536-3537
    • Donovan, A.1    Forbes, J.2    Dorff, P.3    Schaffer, P.4    Babich, J.5    Valliant, J.F.6
  • 22
    • 15744393700 scopus 로고    scopus 로고
    • On the solid state structure of 4-iodobenzoic acid
    • DOI 10.1021/jp47189b
    • Nygren, C. L.; Wilson, C. C.; Turner, J. F. C. On the Solid State Structure of 4-Iodobenzoic Acid J. Phys. Chem. A 2005, 109, 2586-2593 (Pubitemid 40407784)
    • (2005) Journal of Physical Chemistry A , vol.109 , Issue.11 , pp. 2586-2593
    • Nygren, C.L.1    Wilson, C.C.2    Turner, J.F.C.3
  • 23
    • 77956244590 scopus 로고    scopus 로고
    • 1,1′-Azobis-1,2,3-triazole: A High-Nitrogen Compound with Stable N8 Structure and Photochromism
    • Li, Y.-C.; Qi, C.; Li, S.-H.; Zhan, H.-J.; Sun, C.-H.; Yu, Y.-Z.; Pang, S.-P. 1,1′-Azobis-1,2,3-triazole: A High-Nitrogen Compound with Stable N8 Structure and Photochromism J. Am. Chem. Soc. 2010, 132, 12172-12173
    • (2010) J. Am. Chem. Soc. , vol.132 , pp. 12172-12173
    • Li, Y.-C.1    Qi, C.2    Li, S.-H.3    Zhan, H.-J.4    Sun, C.-H.5    Yu, Y.-Z.6    Pang, S.-P.7
  • 25
    • 77953643007 scopus 로고    scopus 로고
    • Novel Polar Single Amino Acid Chelates for Technetium-99m Tricarbonyl-Based Radiopharmaceuticals with Enhanced Renal Clearance: Application to Octreotide
    • Maresca, K. P.; Marquis, J. C.; Hillier, S. M.; Lu, G.; Femia, F. J.; Zimmerman, C. N.; Eckelman, W. C.; Joyal, J. L.; Babich, J. W. Novel Polar Single Amino Acid Chelates for Technetium-99m Tricarbonyl-Based Radiopharmaceuticals with Enhanced Renal Clearance: Application to Octreotide Bioconjugate Chem. 2010, 21, 1032-1042
    • (2010) Bioconjugate Chem. , vol.21 , pp. 1032-1042
    • Maresca, K.P.1    Marquis, J.C.2    Hillier, S.M.3    Lu, G.4    Femia, F.J.5    Zimmerman, C.N.6    Eckelman, W.C.7    Joyal, J.L.8    Babich, J.W.9
  • 26
    • 0034624744 scopus 로고    scopus 로고
    • Dual function glutamate-related ligands: Discovery of a novel, potent inhibitor of glutamate carboxypeptidase II possessing mGluR3 agonist activity [3]
    • DOI 10.1021/jm9905559
    • Nan, F.; Bzdega, T.; Pshenichkin, S.; Wroblewski, J. T.; Wroblewska, B.; Neale, J. H.; Kozikowski, A. P. Dual Function Glutamate-Related Ligands: Discovery of a Novel, Potent Inhibitor of Glutamate Carboxypeptidase II Possessing mGluR3 Agonist Activity J. Med. Chem. 2000, 43, 772-774 (Pubitemid 30152285)
    • (2000) Journal of Medicinal Chemistry , vol.43 , Issue.5 , pp. 772-774
    • Nan, F.1    Bzdega, T.2    Pshenichkin, S.3    Wroblewski, J.T.4    Wroblewska, B.5    Neale, J.H.6    Kozikowski, A.P.7
  • 30
    • 20344374435 scopus 로고    scopus 로고
    • Radiolabeled small-molecule ligands for prostate-specific membrane antigen: In vivo imaging in experimental models of prostate cancer
    • DOI 10.1158/1078-0432.CCR-04-2690
    • Foss, C. A.; Mease, R. C.; Fan, H.; Wang, Y.; Ravert, H. T.; Dannals, R. F.; Olszewski, R. T.; Heston, W. D.; Kozikowski, A. P.; Pomper, M. G. Radiolabeled Small-Molecule Ligands for Prostate-Specific Membrane Antigen: In vivo Imaging in Experimental Models of Prostate Cancer Clin. Cancer Res. 2005, 11, 4022-4028 (Pubitemid 40791565)
    • (2005) Clinical Cancer Research , vol.11 , Issue.11 , pp. 4022-4028
    • Foss, C.A.1    Mease, R.C.2    Fan, H.3    Wang, Y.4    Ravert, H.T.5    Dannals, R.F.6    Olszewski, R.T.7    Heston, W.D.8    Kozikowski, A.P.9    Pomper, M.G.10
  • 33
    • 3042789153 scopus 로고
    • Deiodination of the iodinated amino acids
    • Stanbury, J. B. Deiodination of the iodinated amino acids Ann. N.Y. Acad. Sci. 1960, 86 II, 417-439
    • (1960) Ann. N.Y. Acad. Sci. , vol.862 , pp. 417-439
    • Stanbury, J.B.1
  • 34
    • 0026502953 scopus 로고
    • Kinetics of degradation of levothyroxine in aqueous solution and in solid state
    • Won, C. M. Kinetics of degradation of levothyroxine in aqueous solution and in solid state Pharm. Res. 1992, 9, 131-137
    • (1992) Pharm. Res. , vol.9 , pp. 131-137
    • Won, C.M.1
  • 35
    • 0031229379 scopus 로고    scopus 로고
    • 123I]iodo-4- oxo-1,4- dihydroquinoline-2-carboxylic acid
    • DOI 10.1016/S0969-8043(97)00107-3, PII S0969804397001073
    • 123I]iodo-4-oxo-1,4-dihydroquinoline-2-carboxylic acid Appl. Radiat. Isot. 1997, 48, 1173-1177 (Pubitemid 28015205)
    • (1997) Applied Radiation and Isotopes , vol.48 , Issue.9 , pp. 1173-1177
    • Dumont, F.1    Slegers, G.2
  • 37
    • 0347627360 scopus 로고    scopus 로고
    • In vivo comparison of IVDU and IVFRU in HSV1-TK gene expressing tumor bearing rats
    • DOI 10.1016/j.apradiso.2003.08.006
    • Choi, T. H.; Ahn, S. H.; Kwon, H. C.; Choi, C. W.; Awh, O. D.; Lim, S. M. In vivo comparison of IVDU and IVFRU in HSV1-TK gene expressing tumor bearing rats Appl. Radiat. Isot. 2004, 60, 15-21 (Pubitemid 37542331)
    • (2004) Applied Radiation and Isotopes , vol.60 , Issue.1 , pp. 15-21
    • Choi, T.H.1    Ahn, S.H.2    Kwon, H.-C.3    Choi, C.W.4    Awh, O.D.5    Lim, S.M.6
  • 38
    • 33746820191 scopus 로고    scopus 로고
    • I catalyzed 1,3-dipolar cycloaddition
    • DOI 10.1016/j.tetlet.2006.06.176, PII S0040403906013980
    • 18F]fluoropeptides using CuI catalyzed 1,3-dipolar cycloaddition Tetrahedron Lett. 2006, 47, 6681-6684 (Pubitemid 44176106)
    • (2006) Tetrahedron Letters , vol.47 , Issue.37 , pp. 6681-6684
    • Marik, J.1    Sutcliffe, J.L.2
  • 40
    • 34347338806 scopus 로고    scopus 로고
    • 18F]fluoroethylazide for positron emission tomography
    • DOI 10.1021/bc060301j
    • 18F]Fluoroethylazide for Positron Emission Tomography Bioconjugate Chem. 2007, 18, 989-993 (Pubitemid 47010823)
    • (2007) Bioconjugate Chemistry , vol.18 , Issue.3 , pp. 989-993
    • Glaser, M.1    Arstad, E.2


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