| Autor: |
Berkowitz DB; Department of Chemistry, University of Nebraska, Lincoln, Nebraska 68588-0304, USA. dbb@unlserve.unl.edu, Maiti G, Charette BD, Dreis CD, MacDonald RG |
| Jazyk: |
angličtina |
| Zdroj: |
Organic letters [Org Lett] 2004 Dec 23; Vol. 6 (26), pp. 4921-4. |
| DOI: |
10.1021/ol0479444 |
| Abstrakt: |
[reaction: see text] Mannose 6-phosphate mimics locked into the alpha-configuration and bearing hydrolase-resistant phosphate surrogates were synthesized and evaluated for binding affinity to the mannose 6-phosphate/insulin-like growth factor II receptor (M6P/IGF2R). Affinity increases as the phosphate surrogate is varied in the order malonyl ether < malonate < phosphonate. An alkene cross-metathesis approach to sought-after bivalent M6P-bearing ligands is also described. These compounds were designed to map onto biantennary sectors of high-mannose-type oligosaccharides carried by glycoprotein M6P/IGF2R ligands. |
| Databáze: |
MEDLINE |
| Externí odkaz: |
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