Jiun-Jie Shie

有機合成、化學生物學及藥物開發

謝俊結 (Jiun-Jie Shie)

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    shiejj
助研究員(104年迄今);中央研究院基因體研究中心博士後研究員(99至104年);美國史克利普斯研究所博士後研究員(98至99年);中央研究院基因體研究中心博士後研究員(94至98年);台灣大學化學所博士(91至94年);台灣大學化學所碩士(88至91年);淡江大學化學系理學士(84至88年) ;
研究領域

我們實驗室的研究領域主要是有機合成及化學生物學為主,其研究方向是在活細胞中,利用特定化學標定方法結合產生螢光訊號化學探針,可以高選擇性螢光標定重要的生物分子,進而利用細胞影像技術追蹤分子位置,從中了解其生物分子的重要功能性。另一方面,在有機合成研究方向,我們著重新穎合成方法學的開發,並利用其方法應用於具有生物活性的醣共軛分子、抗病毒及細菌抑制小分子的合成。

~ 設計與合成抗病毒及細菌抑制分子
~ 設計與合成產生螢光訊號化學探針及化學感應器
~ 發展新穎化學方法在細胞中高選擇性修飾及螢光標定特定生物分子
~ 利用細胞影像技術探討特定生物分子於細胞的功能性









代表作
  1. Shie, J.-J.; Liu, Y.-C.; Hsiao, J.-C.; Fang, J.-M.; Wong, C.-H. A cell-permeable and triazole-forming fluorescence probe for glycoconjugate imaging in live cells. Chem. Commun. 2017, 53, 1490.
  2. Shie, J.-J.; Liu, Y.-C.; Lee, Y.-M.; Lim, C.; Fang, J.-M.; Wong, C.-H. An azido-BODIPY probe for glycosylation: initiation of strong fluorescence upon triazole formation. J. Am. Chem. Soc. 2014, 136, 9953.
  3. Cheng, C.-K.; Tsai, C.-H.; Shie, J.-J.; Fang, J.-M. From neuraminidase inhibitors to conjugates: a step towards better anti-influenza drugs? Future Med. Chem. 2014, 6, 757. (Review)
  4. Shie, J.-J.; Fang, J.-M. Phosphonate congeners of oseltamivir and zanamivir as effective anti-influenza drugs: design, synthesis and biological activity. J. Chin. Chem. Soc. 2014, 61, 127. (Review)
  5. Shie, J.-J.; Fang, J.-M.; Lai, P.-T.; Wen, W.-H.; Wang, S.-Y.; Cheng, Y.-S. E.; Tsai, K.-C.; Yang, A.-S.; Wong, C.-H. A practical synthesis of zanamivir phosphonate congeners with potent anti-influenza activity. J. Am. Chem. Soc. 2011, 133, 17959.
  6. Shie, J.-J.; Chen, C.-A.; Lin, C.-C.; Ku, A. F.; Cheng, T.-J. R.; Fang, J.-M.; Wong, C.-H. Regioselective synthesis of di-C-glycosylflavones possessing anti-inflammation activities. Org. Biomol. Chem. 2010, 8, 4451.
  7. Shie, J.-J.; Fang, J.-M. The development of anti-influenza drugs: Rational structural-design neuraminidase inhibitors. Chemistry 2008, 66, 279. (Review in Chinese)
  8. Kuo, C.-J.; Shie, J.-J.; Fang, J.-M.; Yen, G.-R.; Hsu, J. T.-A.; Liu, H.-G.; Tseng, S.-N.; Chang, S.-C.; Lee, C.-Y.; Shih, S.-R.; Liang, P.-H. Design, synthesis, and evaluation of 3C protease inhibitors as anti-enterovirus 71 agents. Bioorg. Med. Chem. 2008, 16, 7388.
  9. Shie, J.-J.; Fang, J.-M.; Wong, C.-H. A concise and flexible synthesis of the potent anti-influenza agents tamiflu and tamiphosphor. Angew. Chem. 2008, 120, 5872‒5875; Angew. Chem. Int. Ed. 2008, 47, 5788.
  10. Shie, J.-J.; Fang, J.-M.; Wang, S.-Y.; Tsai, K.-C.; Cheng, Y.-S. E.; Yang, A.-S.; Hsiao, S.-C.; Su, C.-Y.; Wong, C.-H. Synthesis of tamiflu and its phosphonate congeners possessing potent anti-influenza activity. J. Am. Chem. Soc. 2007, 129, 11892.
  11. Shie, J.-J.; Fang, J.-M. Microwave-assisted one-pot tandem reactions for direct conversion of primary alcohols and aldehydes to triazines and tetrazoles in aqueous media. J. Org. Chem. 2007, 72, 3141.
  12. Shie, J.-J.; Fang, J.-M.; Kuo, T.-H.; Kuo, C.-J.; Liang, P.-H.; Huang, H.-J.; Wu, Y.-T.; Jan, J.-T.; Cheng, Y.-S. E.; Wong, C.-H. Inhibition of the severe acute respiratory syndrome 3CL protease by peptide- mimetic α,β-unsaturated esters. Bioorg. Med. Chem. 2005, 13, 5240.
  13. Shie, J.-J.; Fang, J.-M.; Kuo, C.-J.; Kuo, T.-H.; Liang, P.-H.; Huang, H.-J.; Yang, W.-B.; Lin, C.-H.; Chen, J.-L.; Wu, Y.-T.; Wong, C.-H. Discovery of potent anilide inhibitors against the severe acute respiratory syndrome 3CL protease. J. Med. Chem. 2005, 48, 4469.
  14. Shie, J.-J.; Workman, P. S.; Evans, W. J.; Fang, J.-M. Comparative study of TmI2, SmI2, and SmI2/HMPA in the cross-coupling reactions of 2-acetylthiophene and thiophene-2-carboxylate with carbonyl compounds. Tetrahedron Lett. 2004, 45, 2703.
  15. Shie, J.-J.; Fang, J.-M. Direct conversion of aldehydes to amides, tetrazoles, and triazines in aqueous media by one-pot tandem reactions. J. Org. Chem. 2003, 68, 1158.
  16. Yang, S.-M.; Shie, J.-J.; Fang, J.-M.; Nandy, S. K.; Chang, H.-Y.; Lu, S.-H.; Wang, G. Synthesis of polysubstituted benzothiophenes and sulfur containing polycyclic aromatic compounds via samarium diiodide promoted three-component coupling reactions of thiophene-2-carboxylate. J. Org. Chem. 2002, 67, 5208.
  17. Shie, J.-J.; Yang, S.-M.; Chen, C.-T.; Fang, J.-M. A novel photochromic system of 4,5-dialkenylthiophenes constructed by the samarium diiodide promoted coupling reactions of thiophene-2-carboxylate with aryl ketones. Org. Lett. 2002, 4, 1099.
    Selected Patents:
  1. Wong, C.-H.; Fang, J.-M.; Shie, J.-J. “Reactive labelling compounds and their uses thereof.” US Patent Application Publication (2015). Pub. No.: US 2015/0309041 A1.
  2. Wong, C.-H.; Fang, J.-M.; Shie, J.-J. “Benzocyclooctyne compounds and their uses thereof.” US Patent Application Publication (2015). Pub. No.: US 2015/0241439 A1.
  3. Wong, C.-H.; Fang, J.-M.; Cheng, Y.-S.; Shie, J.-J. “Zanamivir phosphonate congeners with anti-influenza activity and determining oseltamivir susceptibility of influenza viruses.” US Patent No. 9403855 (2016).
  4. Wong, C.-H.; Fang, J.-M.; Shie, J.-J.; Cheng, Y.-S. E.; Jan, J.-T. “Synthesis of oseltamivir containing phosphonate congeners with anti-influenza activity.” US Patent No. US 7888337 (2011).

Update: 2017-03-06

期刊論文
  1. Pei-Wen Lo, Jiun-Jie Shie, Chein-Hung Chen, Chung-Yi Wu, Tsui-Ling Hsu, Chi-Huey Wong* O-GlcNAcylation Regulates the Stability and Enzymatic Activity of the Histone Methyltransferase EZH2. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA 2018-07115, 7302-7307.
  2. Yu-Hin Ho, Sheng-Yang Ho, Cheng-Chih Hsu, Jiun-Jie Shie, Tsung-Shing Andrew Wang* Utilizing An Iron(iii)-Chelation Masking Strategy to Prepare Mono- and Bis-functionalized Aerobactin Analogues for Targeting Pathogenic Bacteria. CHEMICAL COMMUNICATIONS 2017-0853, 9265-9268.
  3. Vathan Kumar, Jin Soo Shin, Jiun-Jie Shie, Keun Bon Ku, Chonsaeng Kim, Yun Young Go, Kai-Fa Huang, Meehyein Kim*, Po-Huang Liang* Identification and Evaluation of Potent Middle East Respiratory Syndrome Coronavirus (MERS-CoV) 3CLPro Inhibitors. Antiviral Research 2017-03141, 101-106.
  4. Jiun-Jie Shie*, Ying-Chih Liu, Jye-Chian Hsiao, Jim-Min Fang, Chi-Huey Wong* A Cell-Permeable and Triazole-Forming Fluorescent Probe for Glycoconjugate Imaging in Live Cells . CHEMICAL COMMUNICATIONS 2017-0153, 1490-1493.
  5. Jiun-Jie Shie, Ying-Chih Liu, Yu-Ming Lee, Carmay Lim, Jim-Min Fang, Chi-Huey Wong* An Azido-BODIPY Probe for Glycosylation: Initiation of Strong Fluorescence upon Triazole Formation. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 2014-07136, 9953-9961.
  6. Chun-Lin Chen, Tzu-Chen Lin, Shi-Yun Wang, Jiun-Jie Shie, Keng-Chang Tsai, Yih-Shyun E. Cheng, Jia-Tsrong Jan, Chun-Jung Lin*, Jim-Min Fang*, Chi-Huey Wong* Tamiphosphor Monoesters as Effective Anti-influenza Agents. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY 2014-0681, 106-118.
  7. Chung-Kai Cheng, Chen-Hsuan Tsai, Jiun-Jie Shie, Jim-Min Fang* From Neuraminidase Inhibitors to Conjugates: A Step towards Better Anti-Influenza Drugs. Future Medicinal Chemistry 2014-056, 757-774.
  8. Yuan-Siao Chen, Hui-Ming Yu, Jiun-Jie Shie, Ting-Jen Rachel Cheng, Chung-Yi Wu*, Jim-Min Fang*, Chi-Huey Wong* Chemical Constituents of Plectranthus Amboinicus and the Synthetic Analogs Possessing Anti-Inflammatory Activity. BIOORGANIC & MEDICINAL CHEMISTRY 2014-0322, 1766-1772.
  9. Jiun-Jie Shie, Jim-Min Fang* Phosphonate Congeners of Oseltamivir and Zanamivir as Effective Anti-influenza Drugs: Design, Synthesis and Biological Activity. JOURNAL OF THE CHINESE CHEMICAL SOCIETY 2014-0161, 127-141.
  10. Ting-Jen R. Cheng, Steven Weinheimer, E. Bart Tarbet, Jia-Tsrong Jan, Yih-Shyun E. Cheng, Jiun-Jie Shie, Chun-Lin Chen, Chih-An Chen, Wei-Che Hsieh, Pei-Wei Huang, Wei-Hao Lin, Shi-Yun Wang, Jim-Min Fang*, Oliver Yoa-Pu Hu*, Chi-Huey Wong* Development of Oseltamivir Phosphonate Congeners as Anti-Influenza Agents. JOURNAL OF MEDICINAL CHEMISTRY 2012-1055, 8657-8670.
  11. Jiun-Jie Shie, Jim-Min Fang*, Po-Ting Lai, Wen-Hsien Wen, Shi-Yun Wang, Yih-Shyun E. Cheng, Keng-Chang Tsai, An-Suei Yang, Chi-Huey Wong* A Practical Synthesis of Zanamivir Phosphonate Congeners with Potent Anti-Influenza Activity. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 2011-11133, 17959-17965.
  12. Jiun-Jie Shie, Chih-An Chen, Chih-Chien Lin, Angela Fay Ku, Cheng, T.-J. R.; Ting-Jen R. Cheng, Jim-Min Fang*, Chi-Huey Wong* Regioselective Synthesis of Di-C-Glycosylflavones Possessing Anti-Inflammation Activities. ORGANIC & BIOMOLECULAR CHEMISTRY 2010-108, 4451-4462.
  13. Chia-Ching Cho, Jia-Nan Liu, Chung-Hsun Chien, Jiun-Jie Shie, Ting-Chu Chen, Jim-Min Fang* Direct Amidation of Aldoses and Decarboxylative Amidation of α-Keto Acids: An Efficient Conjugation Method for Carbohydrate Molecules. JOURNAL OF ORGANIC CHEMISTRY 2009-0274, 1549-1556.
  14. Ching-Yao Su, Shi-Yun Wang, Jiun-Jie Shie, King-Song Jeng, Nigel J. Temperton, Jim-Min Fang, Chi-Huey Wong, Yih-Shyun E. Cheng* In Vitro Evaluation of Neuraminidase Inhibitors Using the Neuraminidase-Dependent Release Assay of Hemagglutinin-Pseudotyped Viruses. ANTIVIRAL RESEARCH 2008-0979, 199-205.
  15. Chih-Jung Kuo, Jiun-Jie Shie, Jim-Min Fang*, Guei-Rung Yen, John T.-A. Hsu, Hun-Ge Liu, Sung-Nain Tseng, Shih-Cheng Chang, Ching-Yin Lee, Shin-Ru Shih, Po-Huang Liang* Design, Synthesis, and Evaluation of 3C Protease Inhibitors as Anti-Enterovirus 71 Agents. BIOORGANIC & MEDICINAL CHEMISTRY 2008-0816, 7388-7398.
  16. Jiun-Jie Shie, Jim-Min Fang*, Chi-Huey Wong A Concise and Flexible Synthesis of the Potent Anti-Influenza Agents Tamiflu and Tamiphosphor. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 2008-0647, 5788-5791.
  17. Jin-Ching Lee, Shin-Ru Shih, Ten-Yuan Chang, Huan-Yi Tseng, Ya-Feng Shih, Kuei-Jung Yen, Wei-Chun Chen, Jiun-Jie Shie, Jim-Min Fang, Po-Huang Liang, Yu-Sheng Chao, John T.-A. Hsu* A Mammalian Cell-Based Reverse Two-Hybrid System for Functional Analysis of 3C Viral Protease of Human Enterovirus 71. ANALYTICAL BIOCHEMISTRY 2008-04375, 115-123.
  18. 謝俊結, 方俊民* 流感藥物的設計與發展. 化學 2008第六十六卷第四期, 頁279-292.
  19. Cheng-Chung Lee, Chih-Jung Kuo, Min-Feng Hsu, Po-Huang Liang, Jim-Min Fang, Jiun-Jie Shie, Andrew H.-J. Wang* Structural Basis of Mercury- and Zinc-Conjugated Complexes as SARS-CoV 3C-Like Protease Inhibitors. FEBS LETTERS 2007-11581, 5454-5458.
  20. Jiun-Jie Shie, Jim-Min Fang*, Shi-Yun Wang, Keng-Chang Tsai, Yih-Shyun E. Cheng, An-Suei Yang, Shih-Chia Hsiao, Ching-Yao Su, Chi-Huey Wong Synthesis of Tamiflu and Its Phosphonate Congeners Possessing Potent Anti-Influenza Activity. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 2007-10129, 11892-11893.
  21. Jiun-Jie Shie, Jim-Min Fang* Microwave-Assisted One-Pot Tandem Reactions for Direct Conversion of Primary Alcohols and Aldehydes to Triazines and Tetrazoles in Aqueous Media. JOURNAL OF ORGANIC CHEMISTRY 2007-0472, 3141-3144.
  22. Chung-Yi Wu, Ke-Yung King, Chih-Jung Kuo, Jim-Min Fang, Ying-Ta Wu, Ming-Yi Ho, Chung-Lin Liao, Jiun-Jie Shie, Po-Huang Liang, Chi-Huey Wong* Stable Benzotriazole Esters Mechanism-Based Inactivators of the Severe Acute Respiratory Syndrome 3CL Protease. CHEMISTRY & BIOLOGY 2006-0313, 261-268.
  23. Jiun-Jie Shie, Jim-Min Fang*, Tun-Hsun Kuo, Chih-Jung Kuo, Po-Huang Liang*, Hung-Jyun Huang, Ying-Ta Wu, Jia-Tsrong Jan, Yih-Shyun E. Cheng, Chi-Huey Wong Inhibition of the Severe Acute Respiratory Syndrome 3CL Protease by Peptidomimetic α,β-Unsaturated Esters. BIOORGANIC & MEDICINAL CHEMISTRY 2005-0913, 5240-5252.
  24. Jiun-Jie Shie, Jim-Min Fang*, Chih-Jung Kuo, Tun-Hsun Kuo, Po-Huang Liang*, Hung-Jyun Huang, Wen-Bin Yang, Chun-Hung Lin, Jiun-Ling Chen, Yin-Ta Wu, Chi-Huey Wong Discovery of Potent Anilide Inhibitors Against the Severe Acute Respiratory Syndrome 3CL Protease. JOURNAL OF MEDICINAL CHEMISTRY 2005-0648, 4469-4473.
  25. Jiun-Jie Shie, Penny S Workman, William J Evans, Jim-Min Fang* Comparative Study of TmI2, SmI2, and SmI2/HMPA in the Cross-Coupling Reactions of 2-Acetylthiophene and Thiophene-2-carboxylate with Carbonyl Compounds. TETRAHEDRON LETTERS 2004-0345, 2703-2707.
  26. Ming‐Yi Chen, Jue‐Liang Hsu, Jiun‐Jie Shie, Jim‐Min Fang* Direct Oxidative Amidation of Aldoses by Iodine in Ammonia Water. JOURNAL OF THE CHINESE CHEMICAL SOCIETY 2003-0250, 129-133.
  27. Jiun-Jie Shie, Jim-Min Fang* Direct Conversion of Aldehydes to Amides, Tetrazoles, and Triazines in Aqueous Media by One-Pot Tandem Reactions . JOURNAL OF ORGANIC CHEMISTRY 2003-0268,1158-1160.
  28. Shyh-Ming Yang, Jiun-Jie Shie, Jim-Min Fang*, Sandip Kumar Nandy, Hung-Yu Chang, Syn-Hung Lu, Gladys Wang Synthesis of Polysubstituted Benzothiophenes and Sulfur-Containing Polycyclic Aromatic Compounds via Samarium Diiodide Promoted Three-Component Coupling Reactions of Thiophene-2-carboxylate. JOURNAL OF ORGANIC CHEMISTRY 2002-0767, 5208-5215.
  29. Jiun-Jie Shie, Shyh-Ming Yang, Chao-Tsen Chen, Jim-Min Fang* A Novel Photochromic System of 4,5-Dialkenylthiophenes Constructed by the Samarium Diiodide Promoted Coupling Reactions of Thiophene-2-carboxylate with Aryl Ketones. ORGANIC LETTERS 2002-044, 1099-1102.
  30. Adam Shih-Yuan Lee*, Hsiu-Chih Yeh, Jiun-Jie Shie A Novel, Highly Efficient and Selective Desilylating Method for Trialkylsilyl Ethers. TETRAHEDRON LETTERS 1998-0739, 5249-5252.