Synthesis of sialyl Lewis X mimetics using the Ugi four-component reaction.
Application of the Ugi four-component condensation to rapidly synthesize a library of glycopeptide mimics of the tetrasaccharide SLe(x) as inhibitors of E- and P-selectin, and to study the effect of varied functionality in mimics on the inhibition is described.
Tsai
C Y
CY
Department of Chemistry, Scripps Research Institute, La Jolla, CA 92037, USA.
Park
W K
WK
Weitz-Schmidt
G
G
Ernst
B
B
Wong
C H
CH
D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D015195:Drug Design; D019040:E-Selectin / Q000378:metabolism*; D006020:Glycopeptides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D007202:Indicators and Reagents; D007700:Kinetics; D008969:Molecular Sequence Data; D009842:Oligopeptides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D009844:Oligosaccharides / Q000737:chemistry*; D019007:P-Selectin / Q000378:metabolism*; D019151:Peptide Library; D000080506:Sialyl Lewis X Antigen; D013329:Structure-Activity Relationship
D019040:E-Selectin; D006020:Glycopeptides; D007202:Indicators and Reagents; D009842:Oligopeptides; D009844:Oligosaccharides; D019007:P-Selectin; D019151:Peptide Library; D000080506:Sialyl Lewis X Antigen