Neu5Ac analogs

Table(2). Neu5Ac analogs prepared using Neu5Ac aldolase.

Chan T-H, Xin Y-C, von Itzstein M (1997) Synthesis of phosphonic add analogs of siaUc acids (Neu5Ac and KDN) as potential sialidase inhibitors. J Org Chem 62 3500-3504 Chand P, Kotian PL, Dehghani A, El-Kattan Y, Lin T-H, Hutchison TL, Babu YS, Bantia S, Elliott AJ, Montgomery JA (2001) Systematic structure-based design and stereoselective synthesis of novel multisubstituted cyclopentane derivatives with potent antiinfluenza activity. J Med Chem 44 4379 392... 

Colorimetric Determination of Sialic Acids and the C7 and C8 Analogs of Neu5Ac. Millimolar Absorption Coefficients in the... 

Scheme 1.—Formation from Neu,5Ac Glycoside (3) of the C7 Aldehyde (4) and theC8 Aldehyde (5), as well as the C7 Analog (6) (5-Acetamido-3,5-dideoxy-L-firri/>mr>-heptulo-sonie Acid) and the Ca Analog (7) (5-Acetamido-3,5-dideoxy-n-g / cfr>-octnlosonic Acid) by Periodate-Borohydride Treatment of Glycosidically Bound Neu5Ac.

The availability of, and analytical data for, these standards arc prerequisites for quantitative and qualitative analysis of the yield of modified sialic acids from periodate-borohydride-treated cells, and, correspondingly, for evaluation of the influence of such modifications on the biological behavior of cells. In such an experiment, related to a study of the life expectancy of rabbit erythrocytes, the simultaneous analysis of Neu5Ac, Neu5Gc, and their C7 and C8 analogs from rab-... 

Thin-layer Chromatography (Rf values) of Natural,. V,0-Acylated Sialic Acids and of the C, and C8 Analogs of Neu5Ac and Neu5Gc in System A" and in Gas-Liquid Chromatography (fiT Values, Relative to Neu5Ac = 1.00) in Systems B and C ... 

Mass Units of Characteristic Fragment-ions A-G Used for the Identification of Natural, N,O-Acylated Sialic Acids, and of the C7 and C8 Analogs of Neu5Ac and Neu5Gc as their Methyl Esters, Trimethylsilyl Ethers, by Mass Spectrometry"... 

Some sialyltransferases recognize modified CMP-Neu5Ac such as those in which the hydroxyl group at C-9 is replaced with an amido, fluoro, azido, acetamido, or benzamido group [60-63]. Acceptor analogs in which the aceta-mido function is replaced by an azide, phthalimide, carbamate, or pivaloyl functionality are also accepted by the enzyme [64]. 

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