N-glycolylneuraminic acid

IonPac KC-811 column separated the labile compounds N-acetylneuraminic acid and N-glycolylneuraminic acid released by mild acid hydrolysis of bovine vitronectin.245 Sialic acid is extremely labile to conditions of handling and must be released by mild acid hydrolysis.246 Derivatization with phe-nylisothiocyanate and separation by reversed phase chromatography was found useful in analysis of hexosamines from gastric mucosa.247 A review on separation of sugars and other carbohydrates which covers many important aspects is available.248... 

Ogawa, H. K., Takeuchi, Y., Uchibori, H., Matsumoto, I., and Seno, N., Determination of N-acetylneuraminic acid and N-glycolylneuraminic acid in glycoproteins by high-performance liquid chromatography without derivatization, /. Chromatogr., 612, 145, 1993. 

H N.m.r. Chemical Shifts (p.p.m. from 4,4-Dimethyl-4-silapentane-l-sulfonate at 295 K) of the H-3 Axial and H-3 Equatorial Protons of Oligosaccharides Containing TV-Acetylneuraminic Acid and N-Glycolylneuraminic Acid... 

The N-acetylneuraminic acid derivative 44 is widely distributed. It was isolated from a strain182 of Escherichia coli, and has been obtained from cytidine 5 -triphosphate and N-acetylneuraminic acid by the action of enzyme preparations from Neisseria meningitidis183 and from animal tissues.184-186 The latter enzyme can also make use of N-glycolylneuraminic acid as a substrate, to give the respective cytidine 5 -phosphate derivative. 

R. Roy and R. A. Pon, Efficient synthesis of a(2->8)-linked W-acetyl and N-glycolylneuraminic acid disaccharides from colominic acid, Glycoconjugate J. 7 3 (1990). 

Later, from the eggs of S. intermedins, two sialoglycolipids were isolated that had the same type of structure as the sialoglycolipid from the gonads, but they contained only N-glycolylneuraminic acid, and, in one of them, this acid was sulfated.289,290... 

G. P. Smirnova, N. K. Kochetkov, and V. L. Sadovskaya, Gangliosides of the starfish Aphelasterias japonica, evidence for a new linkage between two N-glycolylneuraminic acid residues through the hydroxy group of the glycolic acid residue, Biochim. Biophys. Acta, 920 (1987) 47-55. 

Martin MJ, Rayner JC, Gagneux P, Barnwell JW, Varki A. Evolution of human-chimpanzee differences in malaria susceptibility relationship to human genetic loss of N-glycolylneuraminic acid. Proc Natl Acad Sci USA 2005 102(36) 12819-24. 

R. Agusti, M. E. Giorgi, and R. M. de Lederkremer, The trans-sialidase from Trypanosoma cruzi efficiently transfers alpha-(2—>3)-linked N-glycolylneuraminic acid to terminal beta-galactosyl units,... 

N-acetylneuraminic acid N-glycolylneuraminic acid palmitoyl-CoA sphingosine 1-phosphate sphinganine 1-phosphate sphingolipid-activator protein serine... 

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