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Efficient Chemical Synthesis of CMP-Neu5Ac and CMP-(Neu5Ac.alpha.2.fwdarw.8Neu5Ac)

✍ Scribed by Kajihara, Yasuhiro; Ebata, Takashi; Koseki, Koshi; Kodama, Hisashi; Matsushita, Hajime; Hashimoto, Hironobu

Book ID
120552174
Publisher
American Chemical Society
Year
1995
Tongue
English
Weight
452 KB
Volume
60
Category
Article
ISSN
0022-3263

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Unique Self-Anhydride Formation in the D
Unique Self-Anhydride Formation in the Degradation of Cytidine-5′-monophosphosialic Acid (CMP-Neu5Ac) and Cytidine-5′-diphosphosialic Acid (CDP-Neu5Ac) and its Application in CMP-sialic Acid Analogue Synthesis
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## Abstract Sialyloligosaccharides are synthesised by various glycosyltransferases and sugar nucleotides. All of these nucleotides are diphosphate compounds except for cytidine‐5′‐monophosphosialic acid (CMP‐Neu5Ac). To obtain an insight into why cytidine‐5′‐diphosphosialic acid (CDP‐Neu5Ac) has no

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Treatment of sialyl phosphites with TMSOTf as catalyst affords a-and ~-sialyl phosphonates. This phospshite/phosphonate-exchange reaction was employed for the synthesis of sialylphosphonate dialkyl esters 5aa-5Ca and 5a13-Sg[3. Monodemethylation of 5ca and 5c13, linkage to 5'-O-unprotected cytidine