Synthesis, Table of Contents PAPER © Georg Thieme Verlag Stuttgart · New York New Photoactivatable Analogues of Glutathione Disulfide Dan Bernardi, Amadou Dicko, Gilbert Kirsch*Laboratoire d’Ingénierie Moléculaire et Biochimie Pharmacologique, Université Paul Verlaine-Metz, 1 Boulevard Arago, 57078 METZ Cedex 3, FranceFax: +33(38)7315801; e-Mail: kirsch@sciences.univ-metz.fr; Recommend Article Abstract Buy Article All articles of this category Abstract New photoactivatable analogues of glutathione disulfide (GSSG) bearing new benzophenone-like photophores were synthesized by using an improved coupling reaction. Key words glutathione disulfide - photoaffinity labeling - benzophenone - heterocycles Full Text References References 1a Lyon RP. Hill JJ. Atkins WM. Biochemistry 2003, 42: 10418 1b Lim MLR. Lum M. Hansen TM. Roucou X. Nagley P. J. Biomed. Sci. 2002, 9: 488 1c Hanigan MH. Chemico-Biol. Interact. 1998, 111-112: 333 1d Keppler D. Leier I. Jedlitischky G. König J. Chemico-Biol. Interact. 1998, 111-112: 153 1e Kauvar LS. Sanderson PE. Henner WD. Chemico-Biol. Interact. 1998, 111-112: 225 2a Quian Y. Grant CE. Westlake CJ. Zhang D. Lander PA. Shepard RL. Dantzig AH. Cole SPC. Deeley RG. J. Biol. Chem. 2002, 277: 35225 2b Furuta K. Tomokiyo K. Kuo MT. Ishikawa T. Suzuki M. Tetrahedron 1999, 55: 7529 2c Furuta K. Hosoya T. Tomokiyo K. Okuda S. Kuniyasu A. Nakayama H. Ishikawa T. Suzuki M. Bioorg. Med. Chem. Lett. 1999, 9: 2661 3 Hall AG. Eur. J. Clin. Invest. 1999, 29: 238 4 Filomeni G. Rotilio G. Ciriolo MR. FASEB J. 2003, 17: 64 5 D’Silva C. Seddon AP. Douglas KT. J. Chem. Soc., Perkin Trans. 1 1981, 3029 6 Douglas KT. Seddon AP. D’Silva C. Bunni M. Biochem. Soc. Trans. 1982, 10: 124 7 Brault L. Migianu E. Néguesque A. Battaglia E. Bagrel D. Kirsch G. Eur. J. Med. Chem. 2005, in press 8 Dorman G. Prestwich GD. Biochemistry 1994, 33: 5661 9a Bosca F. Miranda MA. J. Photochem. Photobiol., B: Biology 1998, 43: 1 9b Lahoz A. Hernandez D. Miranda MA. Perz-Prieto J. Morera IM. Castell JV. Chem. Res. Toxicol. 2001, 14: 1486 9c Moser J. Hye A. Lovell WW. Earl LK. Castell JV. Miranda MA. Toxicol. in Vitro 2001, 15: 333 9d Arnold DR. Birtwell RJ. J. Am. Chem. Soc. 1973, 95: 4599 10 Holland GF. inventors; US Patent, 4282246. ; Chem. Abstr. 1981, 95, 203733a 11 Green TW. Wuts PGM. Protective Groups in Organic Synthesis 2nd ed.: Wiley; New York: 1991. 12 Gartner CA. Wen B. Wan J. Becker RS. Jones G. Gygi SP. Nelson SD. Biochemistry 2005, 44: 1846 13 Cadamuro S. Degani I. Dughera S. Fochi R. Gatti A. Piscopo L. J. Chem. Soc., Perkin Trans. 1 1993, 273 14 Zu J. Wang X. Chen Y. Jiang X. Chen X. Li Z. J. Org. Chem. 2004, 69: 6221 15 Anderson GW. Zimmerman JE. Callahan FM. J. Am. Chem. Soc. 1964, 86: 1839
