Synthesis of Fucopeptides as Sialyl Lewisx Mimetics (pages 88–90)
Prof. Dr. Shih-Hsiung Wu, Dr. Makoto Shimazaki, Dipl.-Chem. Chun-Cheng Lin, Dr. Lei Qiao, Dr. Wilna J. Moree, Gabriele Weitz-Schmidt and Prof. Dr. Chi-Huey Wong
Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.199600881
The same biological activity as the antigen determinant sialyl Lewisx was shown by the fucopeptide 1 in a binding assay with E-selectin. In the design of this mimetic the type and spatial arrangement of the functional groups essential for the interaction between sialyl Lewisx and E-selectin were considered. Fucopeptide 1, which may have potential as an antiinflammatory agent, was synthesized from L-fucose. L-threonine, (2S,3R)-2-amino-3,4-dihydroxy-butyric acid, and glutarate.