Citation: Zhou Yiqing, Xiao Youli. Target Identification of Bioactive Natural Products[J]. Acta Chimica Sinica, ;2018, 76(3): 177-189. doi: 10.6023/A17110484 shu

Target Identification of Bioactive Natural Products

Zhou Yiqing ^a ,
Xiao Youli ^a,b,,

a.
CAS Key Laboratory of Synthetic Biology, CAS Center for Excellence in Molecular Plant Sciences, Institute of Plant Physiology and Ecology, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, Shanghai 200032
b.
University of Chinese Academy of Sciences, Beijing 100039

Corresponding author: Xiao Youli, ylxiao@sibs.ac.cn
Received Date: 6 November 2017
Available Online: 25 March 2017
Fund Project: Project supported by the National Natural Science Foundation of China (Nos. 21572243, 21502206) and Chinese Academy of Sciences (No. XDPB0402)the National Natural Science Foundation of China 21502206Chinese Academy of Sciences XDPB0402the National Natural Science Foundation of China 21572243

Figures(8)

Natural products are rich sources of drugs for the treatment of human diseases, while identification of the protein targets and mode of actions is one of the most significant and challenging steps in drug discovery across bioactive natural products. This review describes recent progresses in the methodology of target identification of natural products, highlights examples of target identification utilizing chemical proteomics and biophysical strategies, and discusses the advantages, limitations, applications, and challenges of each strategy.
- natural products,
- target identification,
- chemical proteomics,
- biophysics,
- phenotype screening
1. [1]
  Koehn, F. E.; Carter, G. T. Nat. Rev. Drug Discov. 2005, 4, 206. doi: 10.1038/nrd1657
2. [2]
  Calson, E. E. ACS Chem. Biol. 2010, 5, 639. doi: 10.1021/cb100105c
3. [3]
  Gao, Y.; Hu, J.; Ju, Y. Acta Chim. Sinica 2016, 74, 312(in Chinese).
4. [4]
  Rodrigues, T.; Reker, D.; Schneider, P.; Schneider, G. Nat. Chem. 2016, 8, 531. doi: 10.1038/nchem.2479
5. [5]
  Xu, Y.; Cheng, J. Chinese Sci. Bull. 2017, 62, 908(in Chinese).
6. [6]
  Schenone, M.; Dancik, V.; Wagner, B. K.; Clemons, P. A. Nat. Chem. Biol. 2013, 9, 232. doi: 10.1038/nchembio.1199
7. [7]
  Titov, D. V.; Liu, J. O. Bioorgan. Med. Chem. 2012, 20, 1902. doi: 10.1016/j.bmc.2011.11.070
8. [8]
  Rix, U.; Superti-Furga, G. Nat. Chem. Biol. 2009, 5, 616. doi: 10.1038/nchembio.216
9. [9]
  Geoghegan, K. F.; Johnson, D. S. Annu. Rep. Med. Chem. 2010, 45, 345. doi: 10.1016/S0065-7743(10)45021-6
10. [10]
  Kawatani, M.; Osada, H. MedChemComm 2014, 5, 277. doi: 10.1039/c3md00276d
11. [11]
  Wang, C.; Chen, N. Acta Chim. Sinica 2015, 73, 657(in Chinese).
12. [12]
  Harding, M. W.; Galat, A.; Uehling, D. E.; Schreiber, S. L. Nature 1989, 341, 758. doi: 10.1038/341758a0
13. [13]
  Taunton, J.; Hassig, C. A.; Schreiber, S. L. Science 1996, 272, 408. doi: 10.1126/science.272.5260.408
14. [14]
  Sin, N.; Meng, L.; Wang, M. Q.; Wen, J. J.; Bornmann, W. G.; Crews, C. M. Proc. Natl. Acad. Sci. U. S. A. 1997, 94, 6099. doi: 10.1073/pnas.94.12.6099
15. [15]
  Griffith, E. C.; Su, Z.; Turk, B. E.; Chen, S.; Chang, Y. H.; Wu, Z.; Biemann, K.; Liu, J. O. Chem. Biol. 1997, 4, 461. doi: 10.1016/S1074-5521(97)90198-8
16. [16]
  Griffith, E. C.; Su, Z.; Niwayama, S.; Ramsay, C. A.; Chang, Y.; Liu, J. O. Proc. Natl. Acad. Sci. U. S. A. 1998, 95, 15183. doi: 10.1073/pnas.95.26.15183
17. [17]
  Kudo, N.; Matsumori, N.; Taoka, H.; Fujiwara, D.; Scheriner, E. P.; Wolff, B.; Yoshida, M.; Horinouchi, S. Proc. Natl. Acad. Sci. U. S. A. 1999, 96, 9112. doi: 10.1073/pnas.96.16.9112
18. [18]
  Low, W. K.; Dang, Y.; Schneider-Poetsch, T.; Shi, Z.; Choi, N. S.; Rzasa, R. M.; Shea, H. A.; Li, S.; Park, K.; Ma, G.; Romo, D.; Liu, J. O. Method. Enzymol. 2007, 431, 303. doi: 10.1016/S0076-6879(07)31014-8
19. [19]
  Yamaoka, M.; Sato, K.; Kobayashi, M.; Nishio, N.; Ohkubo, M.; Fujii, T.; Nakajima, H. J. Antibiot. 2005, 58, 654. doi: 10.1038/ja.2005.90
20. [20]
  Bargagna-Mohan, P.; Hamza, A.; Kim, Y. E.; Ho, Y. K. A.; Mor-Vaknin, N.; Wendschlag, N.; Liu, J.; Evans, R. M.; Mar-kovitz, D. M.; Zhan, C.; Kim, K. B.; Mohan, R. Chem. Biol. 2007, 14, 623. doi: 10.1016/j.chembiol.2007.04.010
21. [21]
  Ki, S. W.; Ishigami, K.; Kitahara, T.; Kasahara, K.; Yoshida, M.; Horinouchi, S. J. Biol. Chem. 2000, 275, 39231. doi: 10.1074/jbc.M006192200
22. [22]
  Dong, T.; Li, C.; Wang, X.; Dian, L.; Zhang, X.; Li, L.; Chen, S.; Cao, R.; Li, L.; Huang, N.; He, S.; Lei, X. Nat. Commun. 2015, 6, 6522. doi: 10.1038/ncomms7522
23. [23]
  Margarucci, L.; Monti, M. C.; Cassiano, C.; Mozzicafreddo, M.; Angeletti, M.; Riccio, R.; Tosco, A.; Casapullo, A. Chem. Commun. 2013, 49, 5844. doi: 10.1039/c3cc41858h
24. [24]
  Cassiano, C.; Margarucci, L.; Exposito, R.; Riccio, R.; Tosco, A.; Casapullo, A.; Monti, M. C. Chem. Commun. 2014, 50, 6043. doi: 10.1039/C4CC00989D
25. [25]
  Klaić, L.; Morimoto, R. I.; Silverman, R. B. ACS Chem. Biol. 2012, 7, 928. doi: 10.1021/cb200539u
26. [26]
  Li, J.; Casteels, T.; Frogne, T.; Ingvorsen, C.; Honore, C.; Courtney, M.; Huber, K. V. M.; Schminer, N.; Kimmel, R. A.; Ramanov, R. A.; Sturtzel, C.; Lardeau, C.; Klughammer, J.; Farlik, M.; Sdelci, S.; Vieira, A.; Avolio, F.; Briand, F.; Baburin, I.; Majek, P.; Pauler, F. M.; Penz, T.; Stukalov, A.; Gridling, M.; Parapatics, K.; Barbieux, C.; Berishvili, E.; Spittler, A.; Colinge, J.; Bennett, K.; Hering, S.; Sulpice, T.; Bock, C.; Distel, M.; Harkany, T.; Meyer, D.; Superti-Furga, G.; Collombat, R.; Hechsher-Sorensen, J.; Kubicek, S. Cell 2017, 168, 86. doi: 10.1016/j.cell.2016.11.010
27. [27]
  Kong, L. M.; Deng, X.; Zuo, Z. L.; Sun, H. D.; Zhao, Q. S.; Li, Y. Oncotarget 2014, 5, 11354.
28. [28]
  Liu, C.; Yin, Q.; Zhou, H.; Wu, Y.; Pu, J.; Xia, L.; Liu, W.; Huang, X.; Jiang, T.; Wu, M.; He, L.; Zhao, Y.; Wang, X.; Xiao, W.; Chen, H.; Zhao, Q.; Zhou, A.; Wang, L.; Sun, H.; Chen, G. Nat. Chem. Biol. 2012, 8, 486. doi: 10.1038/nchembio.935
29. [29]
  Zhao, Q.; Ding, Y.; Deng, Z.; Lee, O. Y.; Gao, P.; Chen, P.; Rose, R. J.; Zhao, H.; Zhang, Z.; Tao, X.; Heck, A. J. R.; Kao, R.; Yang, D. Chem. Sci. 2015, 6, 4124. doi: 10.1039/C5SC00633C
30. [30]
  Li, D.; Li, C.; Li, L.; Chen, S.; Wang, L.; Li, Q.; Wang, X.; Lei, X.; Shen, Z. Cell Chem. Biol. 2016, 23, 257. doi: 10.1016/j.chembiol.2015.08.018
31. [31]
  Yi, C. M.; Yu, J.; Kim, H.; Lee, N. R.; Kim, S. W.; Lee, N. J.; Lee, J.; Seong, J.; Kim, N. J.; Inn, K. S. Chem. Commun. 2017, 53, 7045. doi: 10.1039/C7CC02789C
32. [32]
  Capolupo, A.; Esposito, R.; Zampella, A.; Festa, C.; Roccio, R.; Casapullo, A.; Tosco, A., Monti, M. C. J. Nat. Prod. 2017, 80, 909. doi: 10.1021/acs.jnatprod.6b00793
33. [33]
  Kanoh, N.; Kumashiro, S.; Simizu, S.; Kondoh, Y.; Hatakeyama, S.; Tashiro, H.; Osada, H. Angew. Chem. Int. Ed. 2003, 115, 5742. doi: 10.1002/(ISSN)1521-3757
34. [34]
  Kanoh, N.; Honda, K.; Simizu, S.; Muroi, M.; Osada, H. Angew. Chem. Int. Ed. 2005, 44, 3559. doi: 10.1002/(ISSN)1521-3773
35. [35]
  Hirohama, M.; Kumar, A.; Fukuda, I.; Matsuoka, S.; Igarashi, Y.; Saitoh, H.; Takagi, M.; Shinya, K.; Honda, K.; Kondoh, Y.; Saito, T.; Nakao, Y.; Osada, H.; Zhang, K. Y. J.; Yoshida, M.; Ito, A. ACS Chem. Biol. 2013, 8, 2635. doi: 10.1021/cb400630z
36. [36]
  Kolb, H. C.; Finn, M. G.; Sharpless, K. B. Angew. Chem. Int. Ed. 2001, 40, 2004. doi: 10.1002/(ISSN)1521-3773
37. [37]
  Kalesh, K. A.; Clulow, J. A.; Tate, E. W. Chem. Commun. 2015, 51, 5497. doi: 10.1039/C4CC09527H
38. [38]
  Ciepla, P.; Konitsiotis, A. D.; Serwa, R. A.; Masumoto, N.; Leong, W. P.; Dallman, M. J.; Magee, A. I.; Tate, E. W. Chem. Sci. 2014, 5, 4249. doi: 10.1039/C4SC01600A
39. [39]
  Kreuzer, J.; Bach, N. C.; Forler, D.; Sieber, S. A. Chem. Sci. 2015, 6, 237. doi: 10.1039/C4SC02339K
40. [40]
  Batternberg, O. A.; Yang, Y.; Verhelst, S. H. L.; Sieber, S. A. Mol. BioSyst. 2013, 9, 343. doi: 10.1039/c2mb25446h
41. [41]
  Wang, J.; Zhang, J.; Zhang, C.; Wong, Y. K.; Lim, T. K.; Hua, Z.; Liu, B.; Tannenbaum, S. R.; Shen, H.-M.; Lin, Q. Sci. Rep. 2016, 6, 22146. doi: 10.1038/srep22146
42. [42]
  Wang, J.; Tan, X. F.; Nguyen, V. S.; Yang, P.; Zhou, J.; Gao, M.; Li, Z.; Lim, T. K.; He, Y.; Ong, C. S.; Lay, Y.; Zhang, J.; Zhu, G.; Lai, S.-L.; Ghosh, D.; Mok, Y. K.; Shen, H.-M.; Lin, Q. Mol. Cell. Proteomics 2014, 13, M113. 029793.
43. [43]
  Wang, J.; Zhang, C.; Chia, W.; Loh, C.; Li, Z.; Lee, Y.; He, Y.; Yuan, L.; Lim, T.; Liu, M.; Liew, C.; Lee, Y.; Zhang, J.; Lu, N.; Lim, C.; Hua, Z.; Liu, B.; Shen, H.-M.; Tan, S.; Lin, Q. Nat. Commun. 2015, 6, 10111. doi: 10.1038/ncomms10111
44. [44]
  Ismail, H. M.; Barton, V.; Phanchana, M.; Charoensutthivarakul, S.; Wong, M. H. L.; Hemingway, J.; Biagini, G. A.; O'Neill, P. M.; Ward, S. A. Proc. Natl. Acad. Sci. U. S. A. 2016, 113, 2080. doi: 10.1073/pnas.1600459113
45. [45]
  Zhou, Y.; Li, W.; Xiao, Y. ACS Chem. Biol. 2016, 11, 882. doi: 10.1021/acschembio.5b01043
46. [46]
  Zhou, Y.; Li, W.; Zhang, X.; Zhang, H.; Xiao, Y. Chem. Commun. 2016, 52, 14035. doi: 10.1039/C6CC07581A
47. [47]
  Li, J.; Cisar, J. S.; Zhou, C.-Y.; Vera, B.; Williams, H.; Rodrigurz, A. D.; Cravatt, B. F.; Romo, D. Nat. Chem. 2013, 5, 510. doi: 10.1038/nchem.1653
48. [48]
  Nishino, M.; Choy, J. W.; Gushwa, N. N.; Oses-Prieto, J. A.; Koupparis, K.; Burlingame, A. L.; Renslo, A. R.; McKerrow, J. H.; Taunton, J. eLife 2013, 2, e00712.
49. [49]
  Zheng, B.; Zhu, S.; Wu, X. ACS Chem. Biol. 2015, 10, 115. doi: 10.1021/cb500758s
50. [50]
  Yang, J.; Tallman, K. A.; Porter, N. A.; Liebler, D. C. Anal. Chem. 2015, 87, 2535. doi: 10.1021/ac504685y
51. [51]
  Wright, M. H.; Tao, Y.; Drechsel, J.; Krysiak, J.; Chamni, S.; Weigert-Munoz, A.; Harvey, N. L.; Romo, D.; Sieber, S. A. Chem. Commun. 2017, DOI:10. 1039/C7CC04990K. doi: 10.1039/C7CC04990K
52. [52]
  Yang, M.; Chen, P. Acta Chim. Sinica 2015, 73, 783. doi: 10.3866/PKU.WHXB201502062
53. [53]
  Smith, E.; Collins, I. Future Med. Chem. 2015, 7, 159. doi: 10.4155/fmc.14.152
54. [54]
  Park, J.; Koh, M.; Koo, J. Y.; Lee, S.; Park, S. B. ACS Chem. Biol. 2015, 11, 44.
55. [55]
  Kleiner, P.; Heydenreuter, W.; Stahl, M.; Korotkov, V. S.; Sieber, S. A. Angew. Chem. Int. Ed. 2017, 56, 1396. doi: 10.1002/anie.201605993
56. [56]
  Lamos, S. M.; Krusemark, C. J.; McGee, C. J.; Scalf, M.; Smith, L. M.; Belshaw, P. J. Angew. Chem. Int. Ed. 2006, 45, 4329. doi: 10.1002/(ISSN)1521-3773
57. [57]
  Eirich, J.; Orth, R; Sieber, S. A. J. Am. Chem. Soc. 2011, 133, 12144. doi: 10.1021/ja2039979
58. [58]
  Shi, H.; Cheng, X.; Sze, S. K.; Yao, S. Q. Chem. Commun. 2011, 47, 11306. doi: 10.1039/c1cc14824a
59. [59]
  Hulce, J. J.; Cognetta, A. B.; Niphakis, M.; Tull, S. E.; Cravatt, B. F. Nat. Methods 2012, 10, 259
60. [60]
  Zhuang, S.; Li, Q.; Cai, L.; Wang, C.; Lei, X. ACS. Cent. Sci. 2017, 3, 501. doi: 10.1021/acscentsci.7b00134
61. [61]
  Konziase, B. Anal. Biochem. 2015, 482, 25. doi: 10.1016/j.ab.2015.04.020
62. [62]
  Guo, H.; Xu, J.; Hao, P.; Ding, K.; Li, Z. Chem. Commun. 2017, 53, 9620. doi: 10.1039/C7CC04190J
63. [63]
  Lehmann, J.; Richers, J.; Pothig, A.; Sieber, S. A. Chem. Commun. 2017, 53, 107. doi: 10.1039/C6CC08365J
64. [64]
  Wang, D.; Cao, Y.; Zheng, L.; Lv, D.; Chen, L.; Xing, X.; Zhu, Z.; Li, X.; Chai, Y. Chem. Commun. 2017, 53, 5020. doi: 10.1039/C7CC02227A
65. [65]
  Zhou, Y.; Di, Z.; Li, X.; Shan, Y.; Li, W.; Zhang, H.; Xiao, Y. Chem. Commun. 2017, 53, 8671. doi: 10.1039/C7CC04345G
66. [66]
  Wright, M. H.; Fetzer, C.; Sieber, S. A. J. Am. Chem. Soc. 2017, 139, 6152. doi: 10.1021/jacs.7b01072
67. [67]
  Tamura, T.; Tsukiji, S.; Hamachi, I. J. Am. Chem. Soc. 2012, 134, 2216. doi: 10.1021/ja209641t
68. [68]
  Hughes, C. C.; Yang, Y.; Liu, W.; Dorrestein, P. C.; La Clair, J. J.; Fenical, W. J. Am. Chem. Soc. 2009, 131, 12094. doi: 10.1021/ja903149u
69. [69]
  Li, G.; Liu, Y.; Liu, Y.; Chen, L.; Wu, S.; Liu, Y.; Li, X. Angew. Chem. Int. Ed. 2013, 52, 9544. doi: 10.1002/anie.v52.36
70. [70]
  Park, J.; Oh, S.; Park, S. B. Angew. Chem. Int. Ed. 2012, 51, 5447. doi: 10.1002/anie.201200609
71. [71]
  Leriche, G.; Chisholm, L.; Wagner, A. Bioorg. Med. Chem. 2012, 20, 571. doi: 10.1016/j.bmc.2011.07.048
72. [72]
  Li, W.; Zhou, Y.; Tang, G.; Xiao, Y. Bioconjugate Chem. 2016, 27, 2828. doi: 10.1021/acs.bioconjchem.6b00556
73. [73]
  Barglow, K. T.; Cravatt, B. F. Nat. Methods 2007, 4, 822. doi: 10.1038/nmeth1092
74. [74]
  Abegg, D.; Frei, R.; Cerato, L.; Prasad Hari, D.; Wang, C.; Waser, J.; Adibekian, A. Angew. Chem. Int. Ed. 2015, 54, 10852. doi: 10.1002/anie.201505641
75. [75]
  Wang, C.; Weerapana, E.; Blewett, M. M.; Cravatt, B. F. Nat. Methods 2014, 11, 79. doi: 10.1038/nmeth.2759
76. [76]
  Zhou, Y.; Li, W.; Wang, M.; Zhang, X.; Zhang, H.; Tong, X.; Xiao, Y. Mol. BioSyst. 2017, 13, 83. doi: 10.1039/C6MB00691D
77. [77]
  Grossman, E. A.; Ward, C. C.; Spradlin, J. N.; Bateman, L. A.; Huffman, T. R.; Miyamoto, D. K.; Kleinman, J. I.; Nomura, D. K. Cell Chem. Biol. 2017, 24, 1368. doi: 10.1016/j.chembiol.2017.08.013
78. [78]
  Tian, C.; Sun, R.; Liu, K.; Fu, L.; Liu, X.; Zhou, W.; Yang, Y.; Yang, J. Cell Chem. Biol. 2017, 24, 1416. doi: 10.1016/j.chembiol.2017.08.022
79. [79]
  Ong, S. E.; Blagoev, B.; Kratchmarova, I.; Kristensen, D. B.; Steen, H.; Pandey, A.; Mann, M. Mol. Cell. Proteomics 2002, 1, 376. doi: 10.1074/mcp.M200025-MCP200
80. [80]
  Wiese, S.; Reidegeld, K. A.; Meyer, H. E.; Warscheid, B. Proteomics 2007, 7, 340. doi: 10.1002/(ISSN)1615-9861
81. [81]
  Thompson, A.; Schäfer, J.; Kuhn, K.; Kienle, S.; Schwarz, J.; Schmidt, G.; Neumann, T.; Hamon, C. Anal. Chem. 2003, 75, 1895. doi: 10.1021/ac0262560
82. [82]
  Wang, J.; Gao, L.; Lee, Y. M.; Kalesh, K. A.; Ong, Y. S.; Lim, J.; Jee, J.-E.; Sun, H.; Lee, S. S.; Hua, Z.-C.; Lin, Q. Pharmacol. Therapeut. 2016, 162, 10. doi: 10.1016/j.pharmthera.2016.01.010
83. [83]
  Smith, G. P.; Petrenko, V. A. Chem. Rev. 1997, 97, 391. doi: 10.1021/cr960065d
84. [84]
  Jin, Y.; Yu, J.; Yu, Y. G. Chem. Biol. 2002, 9, 157. doi: 10.1016/S1074-5521(02)00096-0
85. [85]
  Takakusagi, Y.; Takakusagi, K.; Kuramochi, K.; Kobayashi, S.; Sugawara, F.; Sakaguchi, K. Bioorg. Med. Chem. 2007, 15, 7590. doi: 10.1016/j.bmc.2007.09.002
86. [86]
  Zhu, H.; Snyder, M. Curr. Opin. Chem. Biol. 2003, 7, 55. doi: 10.1016/S1367-5931(02)00005-4
87. [87]
  Lomenick, B.; Hao, R.; Jonai, N.; Chin, R. M.; Aghajan, M.; Warburton, S.; Wang, J.; Wu, R. P.; Gomez, F.; Loo, J. A.; Wohlschlegel, J. A.; Vondriska, T. M.; Pelletier, J.; Herschman, H. R.; Clardy, J.; Clarke, C. F.; Huang, J. Proc. Natl. Acad. Sci. U. S. A. 2009, 106, 21984. doi: 10.1073/pnas.0910040106
88. [88]
  Chin, R. M.; Fu, X.; Pai, M. Y.; Vergnes, L.; Hwang, H.; Deng, G.; Diep, S.; Lomenick, B.; Meli, V. S.; Monsalve, G. C; Hu, E.; Whelan, S. A.; Wang, J. X.; Jung, G.; Solis, G. M.; Fazlollahi, F.; Kaweeteerawat, C.; Quach, A.; Nili, M.; Krall, A. S.; Godwin, H. A.; Chang, H. R.; Faull, K. F.; Guo, F.; Jiang, M.; Trauger, S. A.; Saghatelian, A.; Brass, D.; Christofk, H. R.; Clarke, C. F.; Teitell, M. A.; Petrascheck, M.; Reue, K.; Jung, M. E.; Frand, A. R.; Huang, J. Nature 2014, 510, 397. doi: 10.1038/nature13264
89. [89]
  Fleta-Soriano, E.; Martinez, J. P.; Hinkelmann, B.; Gerth, K.; Washausen, P.; Diez, J.; Frank, R.; Sasse, F.; Meyerhans, A. Microb. Cell Fact. 2014, 13, 17. doi: 10.1186/1475-2859-13-17
90. [90]
  Hu, Y. -S. Ph. D. Dissertation, Second Military Medical University, Shanghai, 2013(in Chinese).
91. [91]
  Dal Piaz, F.; Vera Saltos, M. B.; Franceschelli, S.; Forte, G.; Marzocco, S.; Tuccinardi, T.; Poli, G.; Nejad Ebrahimi, S.; Hamburger, M.; De Tommasi, N.; Braca, A. J. Nat. Prod. 2016, 79, 2681. doi: 10.1021/acs.jnatprod.6b00627
92. [92]
  Molina, D. M.; Jafari, R.; Ignatushchenko, M.; Seki, T.; Larsson, E. A.; Dan, C.; Sreekumar, L.; Cao, Y.; Nordlund, P. Science 2013, 341, 84. doi: 10.1126/science.1233606
93. [93]
  Martinez, M. D.; Nordlund, P. Annu. Rev. Phamacol. 2016, 56, 141. doi: 10.1146/annurev-pharmtox-010715-103715
94. [94]
  Savitski, M. M.; Reinhard, F. B.; Franken, H.; Werner, T.; Savitski, M. F.; Eberhard, D.; Molina, D. M.; Jafari, R.; Dovega, R. B.; Klaeger, S.; Kuster, B. Science 2014, 346, 1255784. doi: 10.1126/science.1255784
95. [95]
  Reinhard, F. B.; Eberhard, D.; Werner, T.; Franken, H.; Childs, D.; Doce, C.; Savitski, M. F.; Huber, W.; Bantscheff, M.; Savitski, M. M.; Drewes, G. Nat. Methods 2015, 12, 1129. doi: 10.1038/nmeth.3652
96. [96]
  Huber, K. V.; Olek, K. M.; Müller, A. C.; Tan, C. S. H.; Bennett, K. L.; Colinge, J.; Superti-Furga, G. Nat. Methods 2015, 12, 1055. doi: 10.1038/nmeth.3590
97. [97]
  Becher, I.; Werner, T.; Doce, C.; Zaal, E. A.; Tögel, I.; Khan, C. A.; Rueger, A.; Muelbaier, M.; Salzer, E.; Berkers, C. R.; Fitzpatrick, P. F.; Bantscheff, M.; Savitski, M. M. Nat. Chem. Biol. 2016, 12, 908. doi: 10.1038/nchembio.2185
98. [98]
  Franken, H.; Mathieson, T.; Childs, D.; Sweetman, G. M.; Werner, T.; Tögel, I.; Doce, C.; Gade, S.; Bantscheff, M.; Drewes, G.; Reinhard, F. B. Nat. Protoc. 2015, 10, 1567. doi: 10.1038/nprot.2015.101
99. [99]
  Park, H.; Ha, J.; Koo, J. Y.; Park, J.; Park, S. B. Chem. Sci. 2017, 8, 1127. doi: 10.1039/C6SC03238A
100. [100]
  West, G. M.; Tucker, C. L.; Xu, T.; Park, S. K.; Han, X.; Yates, J. R.; Fitzgerald M. C. Proc. Natl. Acad. Sci. U. S. A. 2010, 107, 9078. doi: 10.1073/pnas.1000148107
101. [101]
  Chan, J. N.; Vuckovic, D.; Sleno, L.; Olsen, J. B.; Pogoutse, O.; Havugimana, P. C.; Hewel, J. A.; Bajaj, N.; Wang, Y.; Musteata, M. F.; Nislw, C.; Emili, A. Mol. Cell. Proteomics 2012, 11, M111. 016642. doi: 10.1074/mcp.M111.016642
102. [102]
  Parsons, A. B.; Lopez, A.; Givoni, I. E.; Williams, D. E.; Gray, C. A.; Porter, J.; Chua, G.; Sopko, R.; Brost, R. L.; Ho, C. H.; Wang, J.; Ketela, T.; Brenner, C.; Brill, J. A.; Femandez, G. E.; Lorenz, T. C.; Payne, G. S.; Ishihara, S.; Ohya, Y.; Andrews, B.; Hughes, T. R.; Frey, B. J.; Graham, T. R.; Andersen, R. J.; Boone, C. Cell 2006, 126, 611. doi: 10.1016/j.cell.2006.06.040
103. [103]
  Ho, C. H.; Magtanong, L.; Barker, S. L.; Gresham, D.; Nishimura, S.; Natarajan, P.; Koh, J. L.; Porter, J.; Gray, C. A.; Andersen, R. J.; Giaever, G. Nat. Biotech. 2009, 27, 369. doi: 10.1038/nbt.1534
104. [104]
  Luesch, H.; Wu, T. Y.; Ren, P.; Gray, N. S.; Schultz, P. G.; Supek, F. Chem. Biol. 2005, 12, 55. doi: 10.1016/j.chembiol.2004.10.015
105. [105]
  Smith, A. M.; Ammar, R.; Nislow, C.; Giaever, G. Pharmacol. Therapeut. 2010, 127, 156. doi: 10.1016/j.pharmthera.2010.04.012
106. [106]
  Lum, P. Y.; Armour, C. D.; Stepaniants, S. B.; Cavet, G.; Wolf, M. K.; Butler, J. S.; Hinshaw, J. C.; Garnier, P.; Prestwich, G. D.; Leonardson, A.; Garrett-Engele, P.; Leonardson, A. Cell 2004, 116, 121. doi: 10.1016/S0092-8674(03)01035-3
107. [107]
  Sopko, R.; Huang, D.; Preston, N.; Chua, G.; Papp, B.; Kafadar, K.; Snyder, M.; Oliver, S. G.; Cyert, M.; Hughes, T. R.; Boone, C.; Andrews, B. Mol. Cell 2006, 21, 319. doi: 10.1016/j.molcel.2005.12.011
108. [108]
  Chen, X.; Ung, C. Y.; Chen, Y. Nat. Prod. Rep. 2003, 20, 432. doi: 10.1039/b303745b
109. [109]
  Chen, X.; Ji, Z. L.; Chen, Y. Z. Nucleic Acids Res. 2002, 30, 412. doi: 10.1093/nar/30.1.412
110. [110]
  Gao, Z.; Li, H.; Zhang, H.; Liu, X.; Kang, L.; Luo, X.; Zhu, W.; Chen, K.; Wang, X.; Jiang, H. BMC Bioinformatics 2008, 9, 104. doi: 10.1186/1471-2105-9-104
111. [111]
  Chen, L.; Oughtred, R.; Berman, H. M.; Westbrook, J. Bioinformatics 2004, 20, 2860. doi: 10.1093/bioinformatics/bth300
112. [112]
  Ji, Z. L.; Han, L. Y.; Yap, C. W.; Sun, L. Z.; Chen, X.; Chen, Y. Z. Drug Safety 2003, 26, 685. doi: 10.2165/00002018-200326100-00002
113. [113]
  Wishart, D. S.; Knox, C.; Guo, A. C.; Cheng, D.; Shrivastava, S.; Tzur, D.; Gautam, B.; Hassanali, M. Nucleic Acids Res. 2007, 36, D901.
114. [114]
  Zhang, J. X.; Huang, W. J.; Zeng, J. H.; Huang, W. H.; Wang, Y.; Zhao, R.; Han, B. C.; Liu, Q. F.; Chen, Y. Z.; Ji, Z. L. Bioinformatics 2007, 23, 1710. doi: 10.1093/bioinformatics/btm139
115. [115]
  Chen, Y. Z.; Ung, C. Y. Am. J. Chin. Med. 2002, 30, 139. doi: 10.1142/S0192415X02000156
116. [116]
  Li, H.; Gao, Z.; Kang, L.; Zhang, H.; Yang, K.; Yu, K.; Luo, X.; Zhu, W.; Chen, K.; Shen, J.; Wang, X.; Jiang, H. Nucleic Acids Res. 2006, 34, W219. doi: 10.1093/nar/gkl114
117. [117]
  Liu, X.; Ouyang, S.; Yu, B.; Liu, Y.; Huang, K.; Gong, J.; Zheng, S.; Li, Z.; Li, H.; Jiang, H. Nucleic Acids Res. 2010, 38, W609. doi: 10.1093/nar/gkq300
118. [118]
  Kinnings, S. L.; Jackson, R. M. J. Chem. Inf. Model. 2011, 28, 624.
119. [119]
  Wang, J. C.; Chu, P. Y.; Chen, C. M.; Lin, J. H. Nucleic Acids Res. 2012, 40, W393. doi: 10.1093/nar/gks496
120. [120]
  Friesner, R. A.; Banks, J. L.; Murphy, R. B.; Halgren, T. A.; Klicic, J. J.; Mainz, D. T.; Repasky, M. P.; Knoll, E. H.; Shelley, M.; Perry, J. K.; Shaw, D. E. J. Med. Chem. 2004, 47, 1739. doi: 10.1021/jm0306430
121. [121]
  Park, K.; Cho, A. E. J. Ginseng. Res. 2017, 41, 534. doi: 10.1016/j.jgr.2016.10.005
122. [122]
  Smith, A. M.; Ammar, R.; Nislow, C.; Giaever, G. Pharmacol. Therapeut. 2010, 127, 156. doi: 10.1016/j.pharmthera.2010.04.012
123. [123]
  Rees, M. G.; Seashore-Ludlow, B.; Cheah, J. H.; Adams, D. J.; Price, E. V.; Gill, S.; Javaid, S.; Coletti, M. E.; Jones, V. L.; Bodycombe, N. E.; Soule, C. K.; Alexander, B.; Li, A.; Montgomery, P.; Kotz, J. D.; Hon, C. S.; Munoz, B.; Liefeld, T.; Dancik, V.; Haber, D. A.; Clish, C. B.; Bittker, J. A.; Palmer, M.; Wagner, B. K.; Clemons, P. A.; Shamji, A. F.; Schreiber, S. L. Nat. Chem. Biol. 2016, 12, 109. doi: 10.1038/nchembio.1986
124. [124]
  Yue, Q.; Feng, L.; Cao, B.; Liu, M.; Zhang, D.; Wu, W.; Jiang, B.; Yang, M.; Liu, X.; Guo, D. Mol. Cell. Proteomics 2016, 15, 26. doi: 10.1074/mcp.M115.053272
125. [125]
  Prieto, J. H.; Koncarevic, S.; Park, S. K.; Yates, J.; Becker, K. PLoS One 2008, 3, e4098. doi: 10.1371/journal.pone.0004098
126. [126]
  Kong, Q.; Tong, Q.; Lou, D.; Ding, J.; Zheng, B.; Chen, R.; Zhu, X.; Chen, X.; Dong, K.; Lu, S. Mol. BioSyst. 2015, 11, 1400. doi: 10.1039/C5MB00074B
127. [127]
  Hansen, J.; Palmfeldt, J.; Vang, S.; Corydon, T. J.; Gregersen, N.; Bross, P. PLoS One 2011, 6, e26634. doi: 10.1371/journal.pone.0026634
128. [128]
  Xu, Y.; Wang, Y.; Yan, L.; Liang, R. M.; Dai, B. D.; Tang, R. J.; Gao, P. H., Jiang, Y. Y. J. Proteome Res. 2009, 8, 5296. doi: 10.1021/pr9005074
129. [129]
  D'Aguanno, S.; D'Agnano, I.; De Canio, M.; Rossi, C.; Bernardini, S.; Federici, G.; Urbani, A. Mol. BioSyst. 2012, 8, 1068. doi: 10.1039/c2mb05498a
130. [130]
  Towbin, H.; Bair, K. W.; DeCaprio, J. A.; Eck, M. J.; Kim, S.; Kinder, F. R.; Morollo, A.; Mueller, D. R.; Schindler, P.; Song, H. K.; Van Oostrum, J. J. Biol. Chem. 2003, 278, 52964. doi: 10.1074/jbc.M309039200
131. [131]
  Futamura, Y.; Kawatani, M.; Kazami, S.; Tanaka, K.; Muroi, M.; Shimizu, T.; Tomita, K.; Watanabe, N.; Osada, H. Chem. Biol. 2012, 19, 1620. doi: 10.1016/j.chembiol.2012.10.014
132. [132]
  Futamura, Y.; Yamamoto, K; Osada, H. Biosci. Biotechnol. Biochem. 2017, 81, 28. doi: 10.1080/09168451.2016.1248365
133. [133]
  Shoemaker, R. H. Nat. Rev. Cancer 2006, 6, 813. doi: 10.1038/nrc1951
134. [134]
  Bai, R.; Paull, K. D.; Herald, C. L.; Malspeis, L.; Pettit, G. R.; Hamel, E. J. Biol. Chem. 1991, 266, 15882.
135. [135]
  Kurita, K. L.; Glassey, E.; Linington, R. G. Proc. Natl. Acad. Sci. U. S. A. 2015, 112, 11999. doi: 10.1073/pnas.1507743112
136. [136]
  Lu, Y.; Zhang, Y.; Li, L.; Feng, X.; Ding, S.; Zheng, W.; Li, J.; Shen, P. Chem. Biol. 2014, 21, 246. doi: 10.1016/j.chembiol.2013.12.009
137. [137]
  Leuenroth, S. J.; Okuhara, D.; Shotwell, J. D.; Markowitz, G. S.; Yu, Z.; Somlo, S.; Crews, C. M. Proc. Natl. Acad. Sci. U. S. A. 2007, 104, 4389. doi: 10.1073/pnas.0700499104
138. [138]
  Corson, T. W.; Cavga, H.; Aberle, N.; Crews, C. M. ChemBioChem 2001, 12, 1767.
139. [139]
  Vispé, S.; DeVries, L.; Créancier, L.; Besse, J.; Bréand, S.; Hobson, D. J.; Svejstrup, J. Q.; Annereau, J. P.; Cussac, D.; Dumontet, C.; Guilbaud, N. Mol. Cancer Therapeut. 2009, 8, 2780. doi: 10.1158/1535-7163.MCT-09-0549
140. [140]
  Leuenroth, S. J.; Crews, C. M. Chem. Biol. 2005, 12, 1259. doi: 10.1016/j.chembiol.2005.09.009
141. [141]
  McCallum, C.; Kwon, S.; Leavitt, P.; Shen, D. M.; Liu, W.; Gurnett, A. Immunobiology 2007, 212, 549. doi: 10.1016/j.imbio.2007.02.002
142. [142]
  Titov, D. V.; Gilman, B.; He, Q.-L.; Bhat, S.; Low, W. K.; Dang, Y.; Smeaton, M.; Demain, A. L.; Miller, P. S.; Kugel, J. F.; Goodrich, J. A.; Liu, J. O. Nat. Chem. Biol. 2011, 7, 182. doi: 10.1038/nchembio.522
143. [143]
  He, Q. L.; Titov, D. V.; Li, J.; Tan, M.; Ye, Z.; Zhao, Y.; Romo, D.; Liu, J. O. Angew. Chem. Int. Ed. 2015, 54, 1859. doi: 10.1002/anie.201408817
144. [144]
  McClary, B.; Zinshteyn, B.; Meyer, M.; Jouanneau, M.; Pellegrino, S.; Yusupova, G.; Schuller, A.; Reyes, J. C. P.; Lu, J.; Guo, Z.; Ayinde, S.; Luo, C.; Dang, Y.; Romo, D.; Yusupov, M.; Green, R.; Liu, J. O. Cell Chem. Biol. 2017, 24, 605. doi: 10.1016/j.chembiol.2017.04.006
1. [1]
  Tao Yang , Kaijiao Duan , Siyu Li , Jing Wei , Qingdi Yang , Qian Wang . A Comprehensive and Innovative Chemical Experimental Teaching: Extraction and Identification of Tea Polyphenols from Pu'er Tea and the Application in Hand Cream Making. University Chemistry, 2024, 39(8): 270-275. doi: 10.3866/PKU.DXHX202312040
2. [2]
  Xinyi Hong , Tailing Xue , Zhou Xu , Enrong Xie , Mingkai Wu , Qingqing Wang , Lina Wu . Non-Site-Specific Fluorescent Labeling of Proteins as a Chemical Biology Experiment. University Chemistry, 2024, 39(4): 351-360. doi: 10.3866/PKU.DXHX202310010
3. [3]
  Lijuan Wang , Yuping Ning , Jian Li , Sha Luo , Xiongfei Luo , Ruiwen Wang . Enhancing the Advanced Nature of Natural Product Chemistry Laboratory Courses with New Research Findings: A Case Study of the Application of Berberine Hydrochloride in Photodynamic Antimicrobial Films. University Chemistry, 2024, 39(11): 241-250. doi: 10.12461/PKU.DXHX202403017
4. [4]
  Zhibei Qu , Changxin Wang , Lei Li , Jiaze Li , Jun Zhang . Organoid-on-a-Chip for Drug Screening and the Inherent Biochemistry Principles. University Chemistry, 2024, 39(7): 278-286. doi: 10.3866/PKU.DXHX202311039
5. [5]
  Yang Liu , Peng Chen , Lei Liu . Chemistry “101 Plan”: Design and Construction of Chemical Biology Textbook. University Chemistry, 2024, 39(10): 45-51. doi: 10.12461/PKU.DXHX202407085
6. [6]
  Tianyu Feng , Guifang Jia , Peng Zou , Jun Huang , Zhanxia Lü , Zhen Gao , Chu Wang . Construction of the Chemistry Biology Experiment Course in the Chemistry “101 Program”. University Chemistry, 2024, 39(10): 69-77. doi: 10.12461/PKU.DXHX202409002
7. [7]
  Jia Huo , Jia Li , Yongjun Li , Yuzhi Wang . Ideological and Political Design of Physical Chemistry Teaching: Chemical Potential of Any Component in an Ideal-Dilute Solution. University Chemistry, 2024, 39(2): 14-20. doi: 10.3866/PKU.DXHX202307075
8. [8]
  Wanqun Hu , Pingping Zhu , Yuan Zheng , Wanqun Zhang , Wei Shao , Hong Wu , Qiang Zhou , Kaiping Yang , Xiang Sheng . Design and Practice of Ideological and Political Case Study in Instrumental Analysis Experiment Course: the Extraction and Structural Identification of Artemisinin. University Chemistry, 2024, 39(2): 203-207. doi: 10.3866/PKU.DXHX202310062
9. [9]
  Shui Hu , Houjin Li , Zhenming Zang , Lianyun Li , Rong Lai . Integration of Science and Education Promotes the Construction of Undergraduate-to-Master’s Integration Experimental Courses: A Case Study on the Extraction, Separation and Identification of Artemisinin from Artemisia annua. University Chemistry, 2024, 39(4): 314-321. doi: 10.3866/PKU.DXHX202310063
10. [10]
  Jianfeng Yan , Yating Xiao , Xin Zuo , Caixia Lin , Yaofeng Yuan . Comprehensive Chemistry Experimental Design of Ferrocenylphenyl Derivatives. University Chemistry, 2024, 39(4): 329-337. doi: 10.3866/PKU.DXHX202310005
11. [11]
  Bing Sun . Practice of Ideological and Political Education in Physical Chemistry Courses for Non-Chemistry Majors. University Chemistry, 2024, 39(8): 28-35. doi: 10.3866/PKU.DXHX202311080
12. [12]
  Weitai Wu , Laiying Zhang , Yuan Chun , Liang Qiao , Bin Ren . Course Design of Chemical Measurement Experiments in Chemistry “101 Plan”. University Chemistry, 2024, 39(10): 64-68. doi: 10.12461/PKU.DXHX202409031
13. [13]
  Laiying Zhang , Weitai Wu , Yiru Wang , Shunliu Deng , Zhaobin Chen , Jiajia Chen , Bin Ren . Practices for Improving the Course of Chemical Measurement Experiments in the Chemistry “101 Plan”. University Chemistry, 2024, 39(10): 107-112. doi: 10.12461/PKU.DXHX202409032
14. [14]
  Zian Lin , Yingxue Jin . Matrix-Assisted Laser Desorption/Ionization Mass Spectrometry (MALDI-MS) for Disease Marker Screening and Identification: A Comprehensive Experiment Teaching Reform in Instrumental Analysis. University Chemistry, 2024, 39(11): 327-334. doi: 10.12461/PKU.DXHX202403066
15. [15]
  Tongqi Ye , Qi Wang , Yuewen Ye , Yanqing Wang , Hongyang Zhou , Xianghua Kong . Reflection on the Reform of Physical Chemistry Teaching under the Background of “Intelligent Chemical Engineering”. University Chemistry, 2024, 39(3): 167-173. doi: 10.3866/PKU.DXHX202308116
16. [16]
  Hongmei Zhao , Ziqiang Lu , Song Li , Xingyu Li , Chengting Zi , Xingli Fan , Xiangdong Qin . Exploration and Practice of Physical Chemistry Teaching under the Guidance of Course Ideological and Political Education. University Chemistry, 2024, 39(3): 210-217. doi: 10.3866/PKU.DXHX202309006
17. [17]
  Youjun Fan , Dandan Cai , Wei Chen , Jianhua Qiu . Exploration and Practice of Ideological and Political Education Reform in Physical Chemistry Experiment. University Chemistry, 2024, 39(4): 119-124. doi: 10.3866/PKU.DXHX202310123
18. [18]
  Jianmin Hao , Ruifeng Wu , Ying Wang , Yijia Bai , Xuechuan Gao , Yuying Du . Reform and Practice of Physical Chemistry Course Based on Enhanced Process Assessment and Evaluation. University Chemistry, 2024, 39(8): 78-83. doi: 10.3866/PKU.DXHX202311103
19. [19]
  Xu Liu , Chengfang Liu , Jie Huang , Xiangchun Li , Wenyong Lai . Research on the Application of Diversified Teaching Models in the Teaching of Physical Chemistry. University Chemistry, 2024, 39(8): 112-118. doi: 10.3866/PKU.DXHX202402021
20. [20]
  Ruming Yuan , Laiying Zhang , Xiaoming Xu , Pingping Wu , Gang Fu . Application of Mathematica in Visualizing Physical Chemistry Formulas. University Chemistry, 2024, 39(8): 375-382. doi: 10.3866/PKU.DXHX202401030

Get Citation

PDF

XML

Metrics

PDF Downloads(631)
Abstract views(13602)
HTML views(4947)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142