[18F]-(2S,4R)4-Fluoroglutamine and L-[5-11C]-glutamine: tumor imaging agents
Publications:
1.Qu, Wenchao, Zhihao Zha, Karl Ploessl, Brian P. Lieberman, Lin Zhu, David R. Wise, Craig B. Thompson, and Hank F. Kung. "Synthesis of optically pure 4-fluoro-glutamines as potential metabolic imaging agents for tumors." Journal of the American Chemical Society 133, no. 4 (2011): 1122-1133.(首篇文章发表:化学)https://pubs.acs.org/doi/full/10.1021/ja109203d
2.Lieberman, Brian P., Karl Ploessl, Limin Wang, Wenchao Qu, Zhihao Zha, David R. Wise, Lewis A. Chodosh, George Belka, Craig B. Thompson, and Hank F. Kung. "PET imaging of glutaminolysis in tumors by 18F-(2S, 4R) 4-fluoroglutamine." Journal of nuclear medicine 52, no. 12 (2011): 1947-1955.
3.Ploessl, Karl, Limin Wang, Brian P. Lieberman, Wenchao Qu, and Hank F. Kung. "Comparative evaluation of 18F-labeled glutamic acid and glutamine as tumor metabolic imaging agents." Journal of nuclear medicine 53, no. 10 (2012): 1616-1624.(谷氨酸和谷氨酰胺代谢比较)
4. Cooper, Arthur JL, Boris F. Krasnikov, John T. Pinto, Hank F. Kung, Jianyong Li, and Karl Ploessl. "Comparative enzymology of (2S, 4R) 4-fluoroglutamine and (2S, 4R) 4-fluoroglutamate." Comparative Biochemistry and Physiology Part B: Biochemistry and Molecular Biology 163, no. 1 (2012): 108-120.
5.Venneti, S., Dunphy, M. P., Zhang, H., Pitter, K. L., Zanzonico, P., Campos, C., Carlin, S. D., La Rocca, G., Lyashchenko, S., Ploessl, K., Rohle, D., Omuro, A. M., Cross, J. R., Brennan, C. W., Weber, W. A., Holland, E. C., Mellinghoff, I. K., Kung, H. F., Lewis, J. S., & Thompson, C. B. (2015). Glutamine-based PET imaging facilitates enhanced metabolic evaluation of gliomas in vivo. Science translational medicine, 7(274), 274ra17. https://doi.org/10.1126/scitranslmed.aaa1009(首篇临床文章发表)
6.Jeitner, Thomas M., Eva Kristoferson, Juan A. Azcona, John T. Pinto, Clint Stalnecker, Jon W. Erickson, Hank F. Kung, Jianyong Li, Karl Ploessl, and Arthur JL Cooper. "Fluorination at the 4 position alters the substrate behavior of l-glutamine and l-glutamate: Implications for positron emission tomography of neoplasias." Journal of fluorine chemistry 192 (2016): 58-67.
7.Zhu, Lin, Karl Ploessl, Rong Zhou, David Mankoff, and Hank F. Kung. "Metabolic imaging of glutamine in cancer." Journal of Nuclear Medicine 58, no. 4 (2017): 533-537.(首篇综述)https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5373500/
8. Zhou, Rong, Austin R. Pantel, Shihong Li, Brian P. Lieberman, Karl Ploessl, Hoon Choi, Eric Blankemeyer et al. "[18F](2S, 4R) 4-fluoroglutamine PET detects glutamine pool size changes in triple-negative breast cancer in response to glutaminase inhibition." Cancer research 77, no. 6 (2017): 1476-1484.(机理研究)
9.Mark PS. Dunphy, James J. Harding, Sriram Venneti, Hanwen Zhang, Eva M. Burnazi, Jacqueline Bromberg, Antonio M. Omuro …...Hank F. Kung, Jason S.Lewis "In vivo PET assay of tumor glutamine flux and metabolism: in-human trial of 18F-(2S, 4R)-4-fluoroglutamine." Radiology 287, no. 2 (2018): 667-675.
10.Liu, Fei, Xiaoxia Xu, Hua Zhu, Yan Zhang, Jianhua Yang, Lifang Zhang, Nan Li, Lin Zhu, Hank F. Kung, and Zhi Yang. "PET imaging of 18F-(2S, 4R) 4-fluoroglutamine accumulation in breast cancer: from xenografts to patients." Molecular Pharmaceutics 15, no. 8 (2018): 3448-3455.
11. Xu, Xiaoxia, Hua Zhu, Fei Liu, Yan Zhang, Jianhua Yang, Lifang Zhang, Lin Zhu, Nan Li, Hank F. Kung, and Zhi Yang. "Imaging brain metastasis patients with 18F-(2S, 4R)-4-fluoroglutamine." Clinical Nuclear Medicine 43, no. 11 (2018): e392-e399.
12. Zhang, Yan, Lifang Zhang, Jianhua Yang, Zehui Wu, Karl Ploessl, Zhihao Zha, Fei Liu et al. "Initial experience in synthesis of (2S, 4R)‐4‐[18F] fluoroglutamine for clinical application." Journal of Labelled Compounds and Radiopharmaceuticals 62, no. 5 (2019): 209-214.(自动化合成)
13. Zhu, Hua, Fei Liu, Yan Zhang, Jianhua Yang, Xiaoxia Xu, Xiaoyi Guo, Teli Liu et al. "(2S, 4R)-4-[18F] Fluoroglutamine as a PET Indicator for Bone Marrow Metabolism Dysfunctional: from Animal Experiments to Clinical Application." Molecular Imaging and Biology 21, no. 5 (2019): 945-953.
14. Xu, Xiaoxia, Hua Zhu, Fei Liu, Yan Zhang, Jianhua Yang, Lifang Zhang, Qing Xie et al. "Dynamic PET/CT imaging of 18F-(2S, 4R) 4-fluoroglutamine in healthy volunteers and oncological patients." European Journal of Nuclear Medicine and Molecular Imaging 47, no. 10 (2020): 2280-2292.
15. Xu, Xiaoxia, Hua Zhu, Hank F. Kung, Nan Li, and Zhi Yang. "Benign Adrenal Nodule Mimicking Lymphoma Differentially Diagnosed by 18F-FDG and 18F-FGln PET/CT." Clinical Nuclear Medicine 46, no. 6 (2021): 474-476.
16. Viswanath, Varsha, Rong Zhou, Hsiaoju Lee, Shihong Li, Abigail Cragin, Robert K. Doot, David A. Mankoff, and Austin R. Pantel. "Kinetic modeling of 18F-(2S, 4R) 4-fluoroglutamine in mouse models of breast cancer to estimate glutamine pool size as an indicator of tumor glutamine metabolism." Journal of Nuclear Medicine 62, no. 8 (2021): 1154-1162.(动力学模型)
17. Zha, Zhihao, Karl Ploessl, Brian P. Lieberman, Limin Wang, and Hank F. Kung. "Alanine and glycine conjugates of (2S, 4R)-4-[18F] fluoroglutamine for tumor imaging." Nuclear Medicine and Biology 60 (2018): 19-28.
18.Wu, Zehui, Zhihao Zha, Genxun Li, Brian P. Lieberman, Seok Rye Choi, Karl Ploessl, and Hank F. Kung. "[18F](2S, 4S)-4-(3-Fluoropropyl) glutamine as a tumor imaging agent." Molecular pharmaceutics 11, no. 11 (2014): 3852-3866.
19.Huang Y, Liu S, Wu R, Zhang L, Zhang Y, Hong H, Zhang A, Xiao H, Liu Y, Wu Z, Zhu L. Synthesis and preliminary evaluation of a novel glutamine derivative:(2S, 4S) 4-[18F] FEBGln. Bioorganic & Medicinal Chemistry Letters. 2019 May 1;29(9):1047-50.
20.Liu, S., Wu, R., Sun, Y., Ploessl, K., Zhang, Y., Liu, Y., Wu, Z., Zhu, L. and Kung, H.F., 2020. Design, synthesis and evaluation of a novel glutamine derivative (2S, 4R)-2-amino-4-cyano-4-[18F] fluorobutanoic acid. New Journal of Chemistry, 44(21), pp.9109-9117.
会议摘要:
1.Ploessl, Karl, Wenchao Qu, Brian Lieberman, Limin Wang, and Hank Kung. "Radiosynthesis of optically pure 4-[18F] fluoro-L-glutamate: Metabolic imaging agents for tumors." (2011): 1497
2.Vijayendran, Krishna, Brian Lieberman, Karl Ploessl, and Hank Kung. "Imaging c-MYC driven cancer metabolism with 18F-(2S, 4R) 4-fluoroglutamine." (2013): 394
3.Rong Zhou, Brian Lieberman, Shihong Li, Karl Ploessl, Hoon Choi, Eric Blankemeyer, Sharon Lee, Austin Pantel, Hank Kung, Robert Mach and David Mankoff. [18F](2S,4R)4-Fluoroglutamine PET Detects Changes in Glutamine Pool in Triple Negative Breast Cancer in Response to Glutaminase Inhibition.Journal of Nuclear Medicine May 2016, 57 (supplement 2) 1363
4.Hua Zhu, Fei Liu, Xiaoxia Xu, Teli Liu, Nan Li, Lin Zhu, Hank Kung and Zhi Yang. 18F-(2S,4R)4-Fluoroglutamine as a promise PET imaging tracer for myelosuppression detection.Journal of Nuclear Medicine May 2018, 59 (supplement 1) 121
5.Fei Liu, Hua Zhu, Yan Zhang, Jianhua Yang, Lifang Zhang, Xiaoxia Xu, Xiaoyi Guo, Lin Zhu, Hank Kung and Zhi Yang.Synthesis and Correlation Evaluation of 18F-(2S,4R)4-fluoroglutamine in c-Myc expression in Breast Cancer.Journal of Nuclear Medicine May 2018, 59 (supplement 1) 1292
6.Xiaoxia Xu, Hua Zhu, Fei Liu, Nan Li, Lin Zhu, Hank Kung and Zhi Yang. Preliminary clinical trasnationl study of 18F-(2S, 4R) 4-fluoroglutamine PET/CT imaging in 17 breast cancer patients.Journal of Nuclear Medicine May 2018, 59 (supplement 1) 1277
7.Hua Zhu, Xiaoxia Xu, Teli Liu, Xiaoyi Guo, Feng Wang, Nan Li, Lin Zhu, Hank Kung and Zhi Yang. Comparison between (2S,4R)4-[18F]fluoroglutamine and [18F]-FDG PET imaging of liver cancer from HepG-2 cell to patient.Journal of Nuclear Medicine May 2019, 60 (supplement 1) 1409
8.Xiaoxia Xu, Hua Zhu, Hank Kung and Zhi Yang.Solitary Brain and Neck Lesions Enhancing at MR Imaging: Evaluation with18F-(2S, 4R) 4-fluoroglutamine PET. Journal of Nuclear Medicine May 2019, 60 (supplement 1) 328
9.Xiaoxia Xu, Hua Zhu, Hank Kung and Zhi Yang.Dynamic PET/CT imaging of 18F-(2S, 4R)4-fluoroglutamine in healthy volunteers and oncological patients.Journal of Nuclear Medicine May 2019, 60 (supplement 1) 206
10.Xiaoxia Xu, Zhi Yang and Hank Kung. 18F-FGln PET/CT guided surgical biopsy and resection in patient with brain tumors. Journal of Nuclear Medicine May 2020, 61 (supplement 1) 410
Punlication:
1.Qu, Wenchao, Shunichi Oya, Brian P. Lieberman, Karl Ploessl, Limin Wang, David R. Wise, Chaitanya R. Divgi, Lewis P. Chodosh, Craig B. Thompson, and Hank F. Kung. "Preparation and characterization of L-[5-11C]-glutamine for metabolic imaging of tumors." Journal of Nuclear Medicine 53, no. 1 (2012): 98-105.
2.Gleede, Tassilo, Barbara Riehl, Colleen Shea, Lena Kersting, Aylin Sibel Cankaya, David Alexoff, Michael Schueller, Joanna S. Fowler, and Wenchao Qu. "Investigation of SN2 [11C] cyanation for base-sensitive substrates: an improved radiosynthesis of L-[5-11C]-glutamine." Amino Acids 47, no. 3 (2015): 525-533.
3.Padakanti, Prashanth K., Shihong Li, Alexander Schmitz, David Mankoff, Robert H. Mach, and Hsiaoju S. Lee. "Automated synthesis of [11C] L-glutamine on Synthra HCN plus synthesis module." EJNMMI Radiopharmacy and Chemistry 4, no. 1 (2019): 1-9.
4.Ploessl, Karl, Brian P. Lieberman, Seok Rye Choi, Lin Zhu, and Hank F. Kung. "L-[5-11C]-Glutamine and Metabolic Imaging in Cancer Cells." In Glutamine in Clinical Nutrition, pp. 113-124. Humana Press, New York, NY, 2015.
5.Qu, Wenchao, Zhihao Zha, Brian P. Lieberman, Anthony Mancuso, Mathew Stetz, Rahim Rizzi, Karl Ploessl, David Wise, Craig Thompson, and Hank F. Kung. "Facile synthesis [5-13C-4-2H2]-L-glutamine for hyperpolarized MRS imaging of cancer cell metabolism." Academic radiology 18, no. 8 (2011): 932-939.
6.Qu, Wenchao, Zhihao Zha, Anthony Mancuso, Matthew Stetz, Hans Kim, Stephen Pickup, Rahim Rizi, and Hank Kung. "Synthesis of carbon-13 and deuterium labeled L-glutamine as potential tumor detecting agent." (2010): 220-220.
[18F]-(2S,4R)4-Fluoroglutamine/11C-FLN近期文献选:
1.Grkovski, M., et al. "Pharmacokinetic assessment of 18F-(2S, 4R)-4-fluoroglutamine in patients with cancer." Journal of Nuclear Medicine 61.3 (2020): 357-366.
2.Miner, Maxwell WG, Heidi Liljenbäck, Jenni Virta, Semi Helin, Olli Eskola, Petri Elo, Jarmo Teuho et al. "Comparison of:(2S, 4R)-4-[18F] Fluoroglutamine,[11C] Methionine, and 2-Deoxy-2-[18F] Fluoro-D-Glucose and Two Small-Animal PET/CT Systems Imaging Rat Gliomas." Frontiers in oncology (2021): 3972.
3.Toscani, Denise, Silvia Valtorta, Martina Chiu, Andrea Sartori, Angela Coliva, Arianna Brevi, Giuseppe Taurino et al. "P-016: The role [18F]-(2S, 4R)-4-Fluoroglutamine as a new positron emission tomography tracer in Myeloma in vivo models." Clinical Lymphoma Myeloma and Leukemia 21 (2021): S47-S48.
4.Valtorta, Silvia, Denise Toscani, Martina Chiu, Andrea Sartori, Angela Coliva, Arianna Brevi, Giuseppe Taurino et al. "[18F](2S, 4R)-4-Fluoroglutamine as a New Positron Emission Tomography Tracer in Myeloma." Frontiers in oncology (2021): 4077.
5.Viswanath, Varsha, Rhea Chitalia, Austin R. Pantel, Joel S. Karp, and David A. Mankoff. "Analysis of four-dimensional data for total body pet imaging." PET clinics 16, no. 1 (2021): 55-64.
6.Ekici, S., J. A. Nye, S. G. Neill, J. W. Allen, H-K. Shu, and C. C. Fleischer. "Glutamine Imaging: A New Avenue for Glioma Management." American Journal of Neuroradiology 43, no. 1 (2022): 11-18.
7. Palani, Senthil, Maxwell WG Miner, Jenni Virta, Heidi Liljenbäck, Olli Eskola, Tiit Örd, Aarthi Ravindran et al. "Exploiting Glutamine Consumption in Atherosclerotic Lesions by Positron Emission Tomography Tracer (2S, 4R)-4-18F-Fluoroglutamine." Frontiers in immunology 13 (2022)821423
8.Halama, Anna, and Karsten Suhre. "Advancing Cancer Treatment by Targeting Glutamine Metabolism—A Roadmap." Cancers 14, no. 3 (2022): 553.
9.Cohen, Allison S., et al. "First-in-human PET imaging and estimated radiation dosimetry of L-[5-11C]-glutamine in patients with metastatic colorectal cancer." Journal of Nuclear Medicine 63.1 (2022): 36-43.
10.Rosenberg, Adam J., Michael L. Nickels, Michael L. Schulte, and H. Charles Manning. "Automated radiosynthesis of 5-[11C] l-glutamine, an important tracer for glutamine utilization." Nuclear medicine and biology 67 (2018): 10-14.
11.Renick, Paul J., Aditi Mulgaonkar, Cynthia M. Co, Cheng-Yang Wu, Ning Zhou, Arturo Velazquez, Jenelle Pennington et al. "Imaging of actively proliferating bacterial infections by targeting the bacterial metabolic footprint with d-[5-11C]-glutamine." ACS infectious diseases 7, no. 2 (2021): 347-361.
12.Jin, Haojie, Siying Wang, Esther A. Zaal, Cun Wang, Haiqiu Wu, Astrid Bosma, Fleur Jochems et al. "A powerful drug combination strategy targeting glutamine addiction for the treatment of human liver cancer." Elife 9 (2020): e56749.
13.Li, Ting, Christopher Copeland, and Anne Le. "Glutamine metabolism in cancer." In The Heterogeneity of Cancer Metabolism, pp. 17-38. Springer, Cham, 2021.
14.Meynial-Denis, Dominique, and Jean-Pierre Renou. " Glutamine as Therapeutic Target in Cancer." Glutamine (2017): 281.
15.Co, Cynthia M., Aditi Mulgaonkar, Ning Zhou, Shelby Harris, Orhan K. Öz, Liping Tang, and Xiankai Sun. "PET Imaging of Active Invasive Fungal Infections with d-[5-11C]-Glutamine." ACS Infectious Diseases (2022).