N-Glycoloylneuraminic acid

Synthesis of N-glycoloylneuraminic acid was achieved by Faillard and Blohm.198 By the general procedure of Gault1 7 and Kuhn and Baschang,194 2-deoxy-2-glycoloylamido-D-glucose was condensed with the potassium salt of di-tert-butyl oxalacetate. The tert-butyloxy lactone obtained was converted into N-glycoloylneuraminic lactone. 

Budd, T., Dolman, C. D., Lawson, A. M., Chai, W., Saxton, J., and Hemming, F. W., 1992, Comparison of the N-glycoloylneuraminic acid and N-acetylneuraminic acid content of platelets and their precursors using high-performance anion exchange chromatography, Glycoconjugate J. 9 274-278. 

Buscher, H.-R, Casals-Stenzel, J., Mestres-Ventura, R, and Schauer, R., 1977, Biosynthesis of N-glycoloylneuraminic acid in porcine submandibular glands. Subcellular site of hydroxylation of N-acetylneuraminic acid in the course of glycoprotein biosynthesis, Eur. J. Biochem. 77 297-310. 

Carubelli, R., and Griffin, M. J., 1968, On the presence of N-glycoloylneuraminic acid in HeLa cells, Biochim. Biophys. Acta 170 446-448. 

Lepers, A., Shaw, L., Cacan, R., Schauer, R., Montreuil, J., and Verbert, A., 1989, Transport of CMP-N-glycoloylneuraminic acid into mouse liver Golgi vesicles, FEBS Lett. 250 245-250. 

Nohle, U., Beau, J. M., and Schauer, R., 1982, Uptake metabolism and excretion of orally and intravenously administered double-labeled N-glycoloylneuraminic acid and single-labeled 2-deoxy-2,3-dehydro-N-acetylneuraminic acid in mouse and rat, Eur. J. Biochem. 126 543-548. 

Schauer, R., Reuter, G., Miihlpfordt, H., Andrade, A.F.B., and Pereira, M.E.A., 1983, The occurrence of N-acetyl and N-glycoloylneuraminic acid in Trypanosoma cruzi, Hoppe-Seylers Z. Physiol. Chem. 364 1053-1057. 

Shaw, L., and Schauer, R., 1988, The biosynthesis of N-glycoloylneuraminic acid occurs by the hydroxylation of the CMP-glycoside of N-acetylneuraminic acid, Biol. Chem. Hoppe-Seyler 369 477-486. 

Schauer, R., 1970a, The biosynthesis of N-glycoloylneuraminic acid by an ascorbate-or NADPH-dependent, N-acetyl hydroxylating N-acetylneuraminate 02-oxido-reductase in homogenates of porcine submaxillary gland, Hoppe-Seyl. Z. 351 783-791. 

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