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Pitfalls in the synthesis and biological evaluation of sialyl-LewisX mimetics as potential selectin antagonists

✍ Scribed by Gerhard Kretzschmar; Alexander Toepfer; Christoph Hüls; Manfred Krause


Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
539 KB
Volume
53
Category
Article
ISSN
0040-4020

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✦ Synopsis


The lower molecular weight analog 12 of sialyl Lewis x was prepared and effected equal binding affinity to E-and P-selectin compared to the parent tetrasaccharide. If 12 was prepared using acidic ion exchange resins, false positive test were produced, especially binding to P-selectin seemed to be considerably enhanced. Traces of polyanions released from the resins which are difficult to detect by routine analysis were identified to be highly potent selectin inhibitors, probably by their action on a non-carbohydrate binding site.


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