Sialo-oligosaccharides

A. Hasegawa, Synthesis of sialo-oligosaccharides and their ceramide derivatives as tools for elucidation of biologic functions of gangliosides, Synthetic Oligosaccharides—Indispensable Probes for the Life Sciences. ACS Symp. Ser. 560 (P. Kovdc, ed.), ACS, Washington DC, 1994, p. 184. 

Compound 22 is a mono-antennary, lower-branch, sialo oligosaccharide, isolated in admixture with 21 from the urine of a patient with sialidosis. The 500-MHz, H-n.m.r. spectrum of the mixture is given in Fig. 20 the set of lower-intensity signals belongs to 22. The n.m.r. parameters for 22 are summarized in Table IX. For the interpretation of the n.m.r. spectrum, comparison with the spectra of 18 and 21 is appropriate. 

Compound 30 is a triantennary, sialo oligosaccharide terminated with NeuAc a-(2- 6)-linked to Gal in the three branches. It has been... 

Compound 41 is a triantennary, sialo oligosaccharide possessing a-(2— 6)-l inked NeuAc groups in the terminal position of both /3-(l— 2)-linked N-acetyllactosamine branches, and an a-(2— 3)-linked NeuAc as the terminating group of the /8-(l— 4)-linked part. Compound 41 was available as the main component (92%) of a mixture of two oligo-... 

Fig, 9. Frequently used NeuSAc donors in the organic synthesis of sialo-oligosaccharides. 

The oldest approach of synthesizing sialo-oligosaccharides is the one starting from... 

In terms of preparative chemistry, the use of CMP- 3-Neu5Ac as a glycosyl donor and (cloned) a-2,3/6-sialyltransferases as biocatalysts have achieved a permanent position in the planning of synthetic routes for sialo-oligosaccharide chains see e.g. refs. [314,342, 345,351,472,473,535-544]. Especially in the field of the preparation of sialyl Le frag-... 

Y. Suzuki, M. Suzuki, M. Matsunaga, and M. Matsumoto, Gangliosides as paramyxovirus receptor. Structural requirement of sialo-oligosaccharides in receptors for hemagglutinating virus of Japan (Sendai virus) and Newcastle disease virus,/. Biochem. (Tokyo), 97 (1985) 1189-1199. 

Neuraminidase Deficiency. A simple defect in lysosomal neuraminidase has only recently come to light (Lowden and O Brien, 1979 Kuriyama etal, 1979). Patients with this storage disease put out sialo-oligosaccharides in their urine. Fibroblasts from the patient of Kuriyama et al, (1979) showed an extreme deficiency in neuraminidase activity towards a2,3-sialyl lactose, a2,6-sialyl lactose and fetuin. Hence more than one enzyme might be involved. 

Using this new sialyl phosphate donor 45, more than 50 different sialosides have been synthesized by combining several strategies (Fig. 7) that allow stereoselective, one-pot multicomponent synthesis of a-sialo oligosaccharides. These sialosides were further used in the preparation of a glycan array for the quantitative and... 

Gal31- 4Glcgl-K er (Wiegandt, 1973), is in its terminal monosaccharide residues identical to sialo-oligosaccharide moieties found frequently with glycoproteins, in particular in those of the human plasma (Kato Naiki, 1976). 

In order to study the binding of sialo-oligosaccharides to cholera toxin or its B-subunit, equilibrium displacement dialysis was used (Sattler et al., 1976). 

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