Lactosamine, synthesis

Thus, synthesis of lactosamine 72 was reported using the new linker system and an... 

Galactosidase Bacillus circulans [MMIMJfMeSOd/bufier (one-phase) Synthesis of N-acetyl-lactosamine 38... 

C.-H. Wong, S. L. Haynie, and G. M. Whitesides, Enzyme catalyzed synthesis of IV-acetyl-lactosamine with in situ regeneration of uridine 5 diphosphate glucose and uridine 5 -diphos-phate galactose, J. Org. Chem. 47 5416 (1982). 

The azidonitration route to 2-amino-2-deoxy sugars from D-glycal should be compared with the alternative route exploiting the addition of nitrosyl chloride (Section 7.2.1.1). Both methods have been tested on the synthesis of intermediates of D-lactosamine, and the azidonitration method was considered more efficient95. 

Following the enzymatic synthesis of CMP-Neu5Ac, isolated a2-6-sialyl-transferases could be used to introduce sialic acid to the N-acetyl lactosamine derivates a-f in position 6. This afforded a series of trisaccharide derivates Neu5Aca2-6 Gal l-4GlcNAc l-R. The unblocked trisaccharide a [55], the methyl glycoside b [56], the -Asn derivative c [57], the pentapeptide derivative d [58], the allyl e [59], and the pent-4-enyl glycoside f [48] can be prepared in convincing yields (Fig. 6). 

Nilsson, M, Norberg, T, Synthesis of carbohydrate derivatives corresponding to a tumor-associated glycolipid a trimeric Lewis nonasaccharide and a trimeric A-acetyl lactosamine hexasaccharide, J. Carbohydr. Chem., 8, 613-627, 1989. 

Matsuzaki, Y, Ito, Y, Nakahara, Y, Ogawa, T, Synthesis of branched poly-A-acetyl-lactosamine type pentaantennary pentacosasaccharide glycan part of a glycosyl ceramide from rabbit erythrocyte membrane. Tetrahedron Lett., 34, 1061-1064, 1993. 

Sallas, F, Nishimura, S-I, Chemo-enzymatic synthesis of glycopolymers and sequential glycopeptides hearing lactosamine and sialyl Lewis unit pendant chains, J. Chem. Soc. Perkin Trans. 1, 2091-2103, 2000. 

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