Oligomannoside

FIG. 49. Oligomannoside-ending azides used in cUck-chemistry toward HIV-1 gpl20 mimetics recognized by human antibody 2G12 and DC-SIGN.325... 

Fig. 61. Crystal structure of the FIIV-l neutralizing human antibody 2G12 bound to the oligomannoside MaiiyGlcNAc i present on the silent face of the gpl20 envelope glycoprotein (PDB 10P5).

C. D. Heidecke and T. K. Lindhorst, Iterative synthesis of spacered glycodendrons as oligomannoside mimetics and evaluation of their antiadhesive properties, Chem. Eur. J., 13 (2007) 9056-9067. 

In the first family, the pentasaccharide is substituted uniquely by mannose residues, and it was proposed14 that these glycans be called the oligomannosidic type. The glycans95-104 in Figs. 4 to 10 belong to this family. 

Fig. 3.—General Structural Schemes of N-Glycosylically Linked Glycans. (A, Oligomannosidic type B, iV-acetyl-lactosaminie type.)...

N. Sharon Oligomannoside units of membrane glycoproteins as receptors for bacteria... 

Sandstrom, C., el al., Atomic mapping of the interactions between the antiviral agent cyanovirin-N and oligomannosides by saturation-transfer difference NMR. Biochemistry, 2004,43, 13926-13931. 

Lowary et al. synthesized oligomannoside derivatives to find out the optimal length required by (l 6)-mannosyl transferase for LAM biosynthesis [267, 268] and the specificity of a(l - 4)-mannosy I transferase involved in mycobacterial methylmannose polysaccharide biosynthesis [269], Oligoarabinofuranosides containing C3-modified Ara/residues were also synthesized as the inhibitor of arabinofuranosyltransferases from mycobacteria [270],... 

Schachter and coworkers45 published some 360-MHz, H-n.m.r. data for a series of glycopeptides having N-glycosylically linked carbohydrate chains of the N-acetyllactosamine type, and one having a chain of the oligomannoside type spectra were recorded at a variety of probe temperatures (20, 25, 30, 70, and 85°). The compounds... 

Compound 61 is a glyco-asparagine of the oligomannoside type containing four Man residues that has been isolated58 59 from the urine of a patient with Gaucher s disease, a glucocerebrosidase deficiency.94... 

H Chemical Shifts of Structural-reporter Groups of Constituent Monosaccharides for Small Glyco-asparagines of the Oligomannoside Type (Compounds 3 and 61-63)... 

Fig. 45. — Structural-reporter-group Regions of the Resolution-enhanced, 500-MHz, H-N.m.r. Spectrum of Compound 62. [The bold numbers and letters in the spectrum refer to the corresponding residues in the structure. The relative-intensity scale of the N-acetyl-proton region differs from that of the other parts of the spectrum, as indicated. The HOD resonance has been omitted from the spectrum its position is indicated by an arrow. In addition to 62, the sample contained small proportions of structurally related, oligomannoside-type glyco-asparagines, for example, compound 3 some characteristic, reporter-group signals of the latter compound are marked by asterisks.]...

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