Chemoenzymic synthesis of potentially caged glycoshingolipids (GSLs): Potentially caged lyso-G(M3) and its analogue

Chemistry and Physics of Lipids

Volumn 92, Issue 2, 1998, Pages 91-97

  Tuchinsky, Alexandra ^a   Zehavi, Uri ^a  

^a HEBREW UNIVERSITY OF JERUSALEM   (Israel)

Author keywords

Caged glycosphingolipids; Caged lyso glycosphingolipids; Cellular modulator; G(M3); G(M3) analogue; Galb 1,4 GlcNAc 2,3 (N) sialyltransferase; Lyso G(M3); Lyso G(M3) analogue; Second messenger; Sialyltransferase

Indexed keywords

GLYCOSPHINGOLIPID; SIALYLTRANSFERASE;

ARTICLE; PHOTOLYSIS; PRIORITY JOURNAL; SYNTHESIS;

ANIMALS; CARBOHYDRATE SEQUENCE; G(M3) GANGLIOSIDE; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR SEQUENCE DATA; MOLECULAR STRUCTURE; PHOTOLYSIS;

EID: 0031814176     PISSN: 00093084     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0009-3084(98)00008-5     Document Type: Article

References (31)

1. Ayar A., Zehavi U., Trentham D.R., Scott R.H. J. Physiol. 496:1996;113P-114P.
2. Bremer E.G., Hakomori S., Bowen-Pope D.F., Raines E., Ross R. J. Biol. Chem. 259:1984;6818-6825.
3. Bremer E.G., Shlessinger J., Hakomori S. J. Biol. Chem. 261:1986;2434-2440.
4. Corrie, J.E.T., Trentham, D.R., 1993. In: Morrison, H. (Ed.), Bioorganic Photochemistry, vol 2: Biochemical Applications of Photochemical Switches, Wiley, New York, pp. 243-305.
5. Hakomori S., Igarashi Y. J. Biochem. 118:1995;1091-1103.
6. Hanai N., Nores G.A., MacLeod C., Torres-Mendez C.-R., Hakomori S. J. Biol. Chem. 263:1988;10915-10921.
7. Hattory M., Horiuchi R., Hosaka K., Hayashi H., Kojima I. J. Biol. Chem. 270:1995;7858-7863.
8. Igarashi Y., Kitamura K., Toyokuni T., Dean B., Frederson B.A., Ogawa T., Hakomori S. J. Biol. Chem. 265:1990;5385-5389.
9. Ito Y., Paulson J.C. J. Am. Chem. Soc. 115:1993;1603-1605.
10. Kaplan J.H., Forbush B., Hoffmann J.F. Biochemistry. 17:1978;1929-1935.
11. Kiso M., Hasegawa A. Methods Enzymol. 242:1994;173-183.
12. Liu K.K.C., Danishefsky S.J. J. Am. Chem. Soc. 115:1993;4933-4934.
13. Martin T.J., Brescello R., Toepfer A., Schmidt R.R. Glycoconjugate J. 10:1993;16-25.
14. Murase T., Ishida H., Kiso M., Hasegawa A. Carbohydr. Res. 188:1989;71-80.
15. Numata M., Sugimoto M., Shibayama S., Ogawa T. Carbhydr. Res. 174:1988;73-85.
16. Palcic M.M., Heerze L.D., Pierce M., Hindsgaul O. Glycoconjugate J. 5:1988;49-63.
17. Rebbaa A., Hurh J., Yamamoto H., Kersey D.S., Bremer E.G. Glycobiology. 6:1996;399-406.
18. Reithel F.J., Young R.G. J. Am. Chem. Soc. 74:1952;4210-4211.
19. Sabesen S., Paulson J.C. J. Am. Chem. Soc. 108:1986;2068-2080.
20. Sarmentos G., Sandhoff K. Eur. J. Biochem. 146:1985;59-64.
21. Shapiro, D., 1974. 24th Int. Cong. Pure Applies Chemistry 2, 153-166; (1976) Chem. Abs. 85, 177-800.
22. Shapiro, D., 1974. 24th Int. Cong. Pure Applies Chemistry 2, 153-166; (1976) Chem. Abs. 85, 177-800.
23. Sugimoto M., Ogawa T. Glycoconjugate J. 2:1985;5-9.
24. Tomoo T., Kondo T., Abe H., Tsukamoto S., Isobe M., Goto T. Carbohydr. Res. 284:1996;207-222.
25. Tuchinsky A., Zehavi U. React. Funct. Polym. 31:1996;11-16.
26. Unverzagt C., Kunz H., Paulson J.C. J. Am. Chem. Soc. 112:1990;9308-9309.
27. Wang L.H., Tu Y.P., Yang X.Y., Tsui Z.C., Yang F.Y. FEBS Lett. 388:1996;128-130.
28. Zehavi U., Sadeh S., Herchman M. Carbohydr. Res. 124:1983;23-34.
29. Zehavi U., Herchman M., Hakomori S., Köpper S. Glycoconjugate J. 7:1990;219-228.
30. Zehavi U. Adv. Carbohydr. Chem. Biochem. 46:1988;179-204.
31. Zehavi, U., 1997. Chem. Phys. Lipids. 90, 55-61.