PL EN


Preferencje help
Widoczny [Schowaj] Abstrakt
Liczba wyników
1998 | 45 | 4 |

Tytuł artykułu

Dolichyl sulphate and H-phosphonate: Enzymatic reactions with activated sugars

Warianty tytułu

Języki publikacji

EN

Abstrakty

EN
Two phosphate-modified analogues of dolichyl phosphate were evaluated as substrates or inhibitors of the reactions catalyzed by mammalian microsomal enzymes. Dolichyl H-phosphonate could serve as an efficient acceptor for mannosyl and glucosyl transfer. The reaction products were chromatographically different from those formed from dolichyl phosphate. Lower activity of the H-phosphonate was observed for the reaction of N-acetylglucosaminyl phosphate transfer from UDP-GlcNAc. Dolichyl sulphate was shown not to serve as a substrate for the transfer of mannosyl (from GDP-Man), glucosyl (from UDP-Glc) or N-acetylglucosaminyl phosphate (from UDP-GlcNAc) residues in the presence of rat liver microsomes. Weak inhibitory properties of this analogue were demonstrated.

Wydawca

-

Rocznik

Tom

45

Numer

4

Opis fizyczny

p.1021-1030,fig.

Twórcy

autor
  • Russial Academy of Sciences, Leninsky Prospect 47, Moscow V-334, Russia
autor
autor
autor

Bibliografia

  • 1. Mankowski, T., Sasak, W. & Chojnacki, T. (1975) Hydrogenated polyprenol phosphate — exogenous lipid acceptors of glucose from UDP glucose in rat liver microsomes. Bio- chem. Biophys. Res. Commun. 65, 1292-1297.
  • 2. Mankowski, T., Sasak, W., Janczura, E. & Chojnacki, T. (1977) Specificity of polyprenyl phosphates in the in vitro formation of lipid- linked sugars. Arch. Biochem. Biophys. 181, 393-401.
  • 3. Jankowski, W., Palamarczyk, G., Krajewska, I. & Vogtman, T. (1989) Specificity of cellular processes and enzymes towards polyiso- prenoids of different structure. Chem. Phys. Lipids 51, 249-259.
  • 4. Shibaev, V.N. & Danilov, L.L. (1997) Synthe­sis of intermediates in the dolichol pathway of protein glycosylation; in Glycopeptid.es and Re­lated Compounds (Large, D.G. & Warren, C.D., eds.) pp. 427-504, Marcel Dekker, N.Y.
  • 5. Bergman, A., Mankowski, T., Chojnacki, T., de Luca, L.M., Peterson, E. & Dallner, G. (1978) Glycosyl transfer from nucleotide sugar to Cg5* and C55-polyprenyl and retinyl phos­phates by microsomal subfractions and Golgi membranes of rat liver. Biochem. J. 172, 123-127.
  • 6. Szkopinska, A., Swiezewska, E. & Chojnacki, T. (1992) On the specificity of dolichol kinase and DolPMan synthase towards isoprenoid al­cohols of different chain length in rat liver mi­crosomal membrane. Int. J. Biochem. 24, 1151-1157.
  • 7. McLachlan, K.R. & Krag, S.S. (1992) Sub­strate specificity of A^acetylglucosamine 1- phosphate transferase activity in Chinese hamster ovary cells. Glycobiology2,313-319.
  • 8. Low, P., Peterson, E., Mizuno, M., Takigawa, T., Chojnacki, T. & Dallner, G. (1985) Reac­tion of optically active S- and R-forms of doli­chyl phosphates with activated sugars. Bio­chem. Biophys. Res. Commun. 130, 460-466.
  • 9. Chojnacki, T., Palamarczyk, G., Jankowski, W., Krajewska-Rychlik, I., Szkopinska, A. & Vogtman, T. (1984) The enzymic formation of dolichyl phosphate mannose from C-3 enanti­omeric dolichyl phosphate. Biochem. Biophys. Acta 793, 187-192.
  • 10. Palamarczyk, G., Vogtman, T., Chojnacki, T., Bause, E., Mizuno, M. & Takigawa, T. (1987) Enantiomeric forms of phospho 2,3-dihydro- polyprenols in mannosyl transfer. Chem. Scripta 27, 135-136.
  • 11. Palamarczyk, G., Lehle, L., Mankowski, T., Chojnacki, T. & Tanner. W. (1980) Specificity of solubilized yeast glycosyl transferases for polyprenyl derivatives. Eur. J. Biochem. 105, 517-523.
  • 12. Low, P., Peterson, E., Mizuno, M., Takigawa, T., Chojnacki, T. & Dallner, G. (1986) Effectiv- ity of dolichyl phosphates with different chain lengths as acceptors of nucleotide activated sugars. BioscL Rep. 6, 677-683.
  • 13. Jaenicke, L., van Leyen, K. & Siegmund, H.-U. (1991) Dolichyl phosphate-dependent glycosyl- transferases utilize truncated cofactors. Biol. Chem. Hoppe-Seyler 372, 1021-1026.
  • 14. Berendes, R. & Jaenicke, L. (1992) Short chain dolichols of defined chain length as co- factors in reactions of the microsomal dolichyl-phosphate cycle and transglycosyla- tions. Biol Chem. HoppeSeyler 373, 35-42.
  • 15. Wilson, I.B.H., Taylor, J.P., Webberley, M.C., Turner, N.J. & Flitsch, S.L. (1993) A novel mono-branched lipid phosphate acts as s sub­strate for dolichyl phosphate mannose syn­thetase. Biochem. J. 295, 195-201.
  • 16. Kalinchuk, N.A., Danilov, L.L., Druzhinina, T.N., Shibaev, V.N. & Kochetkov, N.K. (1985) Specificity of enzymes of O-antigen biosynthe­sis in Salmonella anatum towards polyprenyl derivatives of different chain-length and satu­ration. Bioorg. Khim. 11, 219-226.
  • 17. Danilov, L.L., Druzhinina, T.N., Kalinchuk, N.A., Maltsev, S.D. & Shibaev, V.N. (1989) Polyprenyl phosphates: Synthesis and struc- ture-activity relationship for biosynthetic sys­tem of Salmonella anatum O-specific polysac­charide. Chem. Phys. Lipids 51, 191-203.
  • 18. Danilov, L.L., Maltsev, S.D. & Shibaev, V.N. (1991) Synthesis of 2,3-dihydropolyprenyl H- phosphonates and thiophosphates. Bioorg. Khim. 17, 1292-1293.
  • 19. Danilov, L.L., Maltsev, S.D., Sizova, O.V. & Shibaev, V.N. (1998) Synthesis of dolichyl phosphate analogues with modificated anionic group — dolichyl-if-phosphonate and dolichyl sulphate. Report on third conference "Forest chemistry and organic synthesis", Siktivkar, p. 111.
  • 20. Dallner, G. (1974) Isolation of rough and smooth microsomes — general. Methods Enzy- mol. 31, 191-201.
  • 21. Danilov, L.L. & Chojnacki, T. (1981) A simple procedure for preparing dolichyl monophos­phate by die use of POCI3. FEBS LeU. 131, 310-312.
  • 22. éwiezewska, E., Sasak, W., Mankowski, T., Jankowski, W., Vogtman, T., Krajewska, I, Hertel, J., Skoczylas, E. & Chojnacki, T. (1994) The search for plant polyprenols. Acta Biochim. Polon. 41, 221-260.
  • 23. Behrens, N.H. & Leloir, L.F. (1970) Dolichol monophosphate glucose: An intermediate in glucose transfer in liver. Proc. Natl Acad. Sci. U.S.A. 66, 153-159.
  • 24. Warren, C.D. & Jeanloz, R.W. (1978) Chemi­cal synthesis of dolichyl phosphate and doli­chyl glycosyl phosphates and pyrophosphates or "Dolichol intermediates". Methods Enzy- mol 50, 122-137.
  • 25. Kean, E.L. (1992) Studies on the activation by dolichol-P-mannose of the biosynthesis of GlcNAc-P-P-dolichol and the topography of the GlcNAc-transferases concerned with the syn­thesis of (GlcNAc)2-P-P-dolichol: A review. Biochem. Cell Biol 70, 413-421.
  • 26. Kafarski, P. & Mastalerz, P. (1984) Amir.o- phosphonates: Natural occurrence, biochemis­try and biological activity. Beitr. Wirhstof- forsch. 21, 1-110.

Typ dokumentu

Bibliografia

Identyfikatory

Identyfikator YADDA

bwmeta1.element.agro-article-aa0b71b9-eb88-4c1d-ab08-1fc1096b1b23
JavaScript jest wyłączony w Twojej przeglądarce internetowej. Włącz go, a następnie odśwież stronę, aby móc w pełni z niej korzystać.