Sulfated oligosaccharide chains

H-n.m.r. - spectral and Mass-Spectrometric Analysis of Sulfated Oligosaccharide Chains of Glycoproteins... 

Xia J, Alderfer JL, cf. Piskorz, Matta KL, Total synthesis of sialylated and sulfated oligosaccharide chains from respiratory mucins, Chemistry, 6(18) 3442-51, 2000. 

Although data on other sulfated oligosaccharides are not so extensive, it has been shown, for example, that sulfation at 0-3 of galactose in O-linked chains of meconium (76) and N-linked chains of porcine thyroglobulin (107) increases the chemical shift of H-l of Gal by 0.116 ppm ( 0.001 ppm). 

Koreoside A (20) isolated from Cucumaria koraiensis is one of the two examples of non-holostane glycosides with three sulfate groups in the oligosaccharide chain, Fig. (20). 

Figure 9.14 Proteoglycan aggregate found in cartilage. C and N are C and N termini of the core protein. Long wavy lines represent chondroitin sulfate, whereas the short lines represent keratan sulfate. All are linkied to the core protein via the O-serine linkage, except for a few oligosaccharide chains near the N terminus of the core protein. LP is link protein, and HA is hyaluronic acid. (Reproduced by permission from Hascall V. Introduction. Functions of the Proteoglycans, Ciba Foundation Symposium 124. New York Wiley Sons, 1986, p. 2.)...

Five non-sulfated triterpene glycosides, synallactosides Ai (52a), A2 (52b), Bi (52c), B2 (52d) and C (52e), Fig. (21) were isolated from the deep-water North Pacific sea cucumber Synallactes nozawai [73]. Synallactoside Ai is the 25,26-dehydro derivative of thelenotoside A, isolated from Thelenota ananas as a mixture with thelenotoside A [74]. Compounds 52b-52e are new compounds with interesting features in the carbohydrate chains of synallactosides A2, Bi, and B2. Synallactoside A2 (52b) is the first glycoside isolated from sea cucumbers with two terminal 3-(9-methylxylose residues in the oligosaccharide chain. On the other hand, the carbohydrate chains of synallactosides Bi (52c) and B2 (52d) have unprecedent structures among holothurins. 

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