Simple method for the introduction of iodo-label on (3-trifluoromethyl) phenyldiazirine for photoaffinity labeling

Tetrahedron Letters

Volumn 47, Issue 20, 2006, Pages 3391-3394

  Hashimoto, Makoto ^a   Kato, Yuhi ^a   Hatanaka, Yasumaru ^b  

^a OBIHIRO UNIVERSITY OF AGRICULTURE AND VETERINARY MEDICINE   (Japan)

^b UNIVERSITY OF TOYAMA   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

(3 TRIFLUOROMETHYL)PHENYLDIAZIRINE; AZIRINE DERIVATIVE; LIGAND; UNCLASSIFIED DRUG;

ARTICLE; BINDING AFFINITY; IODINATION; PHOTOAFFINITY LABELING;

EID: 33646021301     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.03.068     Document Type: Article

References (32)

1. Hatanaka Y., Nakayama H., and Kanaoka Y. Rev. Heteroatom Chem. 14 (1996) 213
2. Hatanaka Y., and Sadakane Y. Curr. Top. Med. Chem. (2002) 271
3. Tomohiro T., Hashimoto M., and Hatanaka Y. Chem. Records 5 (2005) 385
4. Gillingham A.K., Koumanov F., Hashimoto M., and Holman G.D. Detection and analysis of glucose transporters using photolabelling techniques. In: Baldwin S.A. (Ed). Membrane Transport: A Practical Approach (2000), Oxford University Press, Oxford 193
5. Hashimoto M., Nabeta K., and Hatanaka Y. Heterocycles 59 (2003) 395
6. Hashimoto M., and Hatanaka Y. Chem. Pharm. Bull. 52 (2004) 1385
7. Hashimoto M., Komano T., Nabeta K., and Hatanaka Y. Chem. Pharm. Bull. 53 (2005) 140
8. Brunner J., and Semenza G. Biochemistry 20 (1981) 7174
9. Ambroise Y., Miskowski C., Djega-Mariadassou G., and Rousseau B. J. Org.Chem. 65 (2000) 7183
10. Ambroise Y., Pillon F., Miskowski C., Valleix A., and Rousseau B. Eur. J. Org. Chem. 65 (2001) 3961
11. Hashimoto M., Yang J., Hatanaka Y., Sadakane Y., Nakagomi K., and Holman G.D. Chem. Pharm. Bull. 50 (2002) 1004
12. Hashimoto M., Nabeta K., and Murakami K. Bioorg. Med. Chem. Lett. 13 (2003) 1531
13. Dolder M., Michel H., and Sigrist H. J. Protein Chem. 9 (1990) 407
14. Li G., and Bittman R. Tetrahedron Lett. 41 (2000) 6737
15. Tyagi N.K., and Kinne R.K.H. Anal. Biochem. 323 (2003) 74
16. Weber T., and Brunner J. J. Am. Chem. Soc. 117 (1995) 3084
17. Panasiewicz M., Mieczkowski J., Domek H., and Pacuszka T. Anal. Biochem. 340 (2005) 373
18. Hatanaka Y., Hashimoto M., Kurihara H., Nakayama H., and Kanaoka Y. J. Org. Chem. 59 (1994) 383
19. Merkushev E.B., Simakhina N.D., and Koveshnikova G.M. Synthesis (1980) 486
20. D'Auria M., and Mauriello G. Tetrahedron Lett. 36 (1995) 4883
21. Togo H., Nogami G., and Yokoyama M. Synlett (1998) 534
22. Benhida R., Blanchard P., and Fourrey J.-L. Tetrahedron Lett. 39 (1998) 6849
23. Panunzi B., Rotiroti L., and Tingoli M. Tetrahedron Lett. 44 (2003) 8753
24. 4, filtrated, and concentrated. The residue was subjected to silica column chromatography to afford the iodinated compounds.
25. Hashimoto M., Kanaoka Y., and Hatanaka Y. Heterocycles 46 (1997) 119
26. Kempin U., Kanaoka Y., and Hatanaka Y. Heterocycles 49 (1998) 465
27. Hashimoto M., Hatanaka Y., and Nabeta K. Bioorg. Med. Chem. Lett. 12 (2002) 89
28. Hatanaka Y., Hashimoto M., and Kanaoka Y. J. Am. Chem. Soc. 120 (1998) 453
29. Hashimoto M., Yang J., and Holman G.D. ChemBioChem 2 (2001) 52
30. Hashimoto M., Okamoto S., Nabeta K., and Hatanaka Y. Bioorg. Med. Chem. Lett. 14 (2004) 2447
31. Hashimoto M., and Hatanaka Y. Heterocycles 66 (2005) 531
32. Hashimoto M., and Hatanaka Y. Anal. Biochem. 348 (2006) 154