Stereoselective Synthesis of Phosphoramidate α(2-6)Sialyltransferase Transition-State Analogue Inhibitors.
✍ Scribed by Danielle Skropeta; Ralf Schwoerer; Richard R. Schmidt
- Publisher
- John Wiley and Sons
- Year
- 2004
- Weight
- 166 KB
- Volume
- 35
- Category
- Article
- ISSN
- 0931-7597
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📜 SIMILAR VOLUMES
Enzymatic sialyl transfer with CMP-Neu5Ac as donor can be inhibited by CDP. Therefore phosphonates 1 a,b, 2 and 3 were synthesized as substrate analogues. With a(2 ± 6)-sialyltransferase from rat liver (EC 2.4.99.1) only moderate inhibition was found for these compounds. In order to obtain transitio
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