Synthesis of sialyl Lewis X mimetics using the Ugi four-component reaction

C Y Tsai; W K Park; G Weitz-Schmidt; B Ernst; C H Wong

doi:10.1016/s0960-894x(98)00422-3

Synthesis of sialyl Lewis X mimetics using the Ugi four-component reaction

Bioorg Med Chem Lett. 1998 Sep 8;8(17):2333-8. doi: 10.1016/s0960-894x(98)00422-3.

Authors

C Y Tsai¹, W K Park, G Weitz-Schmidt, B Ernst, C H Wong

Affiliation

¹ Department of Chemistry, Scripps Research Institute, La Jolla, CA 92037, USA.

PMID: 9873537
DOI: 10.1016/s0960-894x(98)00422-3

Abstract

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.

Publication types

Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

Carbohydrate Conformation
Carbohydrate Sequence
Drug Design
E-Selectin / metabolism*
Glycopeptides / chemical synthesis*
Glycopeptides / chemistry
Glycopeptides / pharmacology
Indicators and Reagents
Kinetics
Molecular Sequence Data
Oligopeptides / chemical synthesis*
Oligopeptides / chemistry
Oligopeptides / pharmacology
Oligosaccharides / chemistry*
P-Selectin / metabolism*
Peptide Library*
Sialyl Lewis X Antigen
Structure-Activity Relationship

Substances

E-Selectin
Glycopeptides
Indicators and Reagents
Oligopeptides
Oligosaccharides
P-Selectin
Peptide Library
Sialyl Lewis X Antigen