Sialic acid analogues

Kim CU, Lew W, Wilhams MA, Liu H, Zhang L, Swaminathan S, Bischofberger N, Chen MS, Mendel DB, Tai CY, Laver WG, Stevens RC (1997) Influenza neuraminidase inhibitors possessing a novel hydrophobic interaction in the enzyme active site design, synthesis, and structural analysis of carbocyclic sialic acid analogues with potent anti-influenza activity. J Am Chem Soc 119 681-690... 

Figure 6.10 Broad donor substrate tolerance of sialic acid aldolase in synthesis of fluorinated sialic acid analogues...

Lins, R. J. Flitsch, S. L. Turner, N. J. Irving, E. Brown, S. A. Enzymatic generation and in situ screening of a dynamic combinatorial library of sialic acid analogues. Angew. Chem. Int. Ed. 2002, 41, 3405-3407. 

Because of the availability of NeuAc aldolase and its unique stereochemical features, many biologically interesting molecules have been prepared. This method has been exploited, for example, in the synthesis of d- and L-sialic acid analogues (Scheme 5.31),54 in the synthesis of the polyhydroxylated alkaloid 3-(hydroxymethyl)-6-epi-castanospermine (Scheme 5.32),55 and in the synthesis of the melanoma antigen 9-0-acetyl GD3 from GD3 (Scheme 5.33).56... 

Oetke C, Brossmer R, Mantey LR, Hinderlich S, Isecke R, Reutter W, et al. Versatile biosynthetic engineering of sialic acid in living cells using synthetic sialic acid analogues. J. Biol. Chem. 2002 277 6688-6695. 

Kong DCM, von Itzstein M (1994) Chemoenzymatic synthesis of a novel sialic acid analogue using membrane-enclosed enzyme catalysis. XVlIth International Carbohydrate Symposium (Ottawa) p 246 Fitz W, Wong C-H (1994) J Org Chem 59 8279... 

D. C. M. Kong and M. von Itzstein, The first synthesis of a C-7 nitrogen-containing sialic acid analogue, 5-acetamido-7-azido-3,5,7-trideoxy-D-giycero-D-ga/acro-2-nonulopyranosonic acid (7-azido-7-deoxy-Neu5Ac), Tetrahedron Lett. 36 957 (1995). 

Basing on the knowledge of the most important steps of the whole interaction between virus and host cell, the purpose of researches was to find a sialic acid analogue to ... 

Carbckyclic sialic acid analogues sk-membered rings... 

Sialic Acid Analogues—Bypassing Metabolic Pathway Bottlenecks. 2158... 

ManNAc vs. Sialic Acid Analogues—Practical Considerations... 

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