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Chemoenzymatic Synthesis and Fluorescent Visualization of Cell‐Surface Selectin‐Bound Sialyl Lewis X Derivatives
Author(s) -
Wittmann Valentin,
Datta Arun K.,
Koeller Kathryn M.,
Wong ChiHuey
Publication year - 2000
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/(sici)1521-3765(20000103)6:1<162::aid-chem162>3.0.co;2-9
Subject(s) - sialyl lewis x , selectin , chemistry , fluorescence , conjugate , linker , cell , cell culture , biochemistry , microbiology and biotechnology , biology , adhesion , organic chemistry , operating system , mathematical analysis , physics , mathematics , quantum mechanics , computer science , genetics
Sialyl Lewis × (sLe x ) derivatives conjugated to readily visualized molecular labels are useful chemical probes to study selectin‐carbohydrate interactions. Localization of the selectins on the surface of leukocytes and activated endothelial cells can be detected through fluorescence of bound selectin ligands. Herein we present a short chemoenzymatic synthesis of a fluorescently labeled bivalent sLe x conjugate. The use of an amino‐substituted monovalent sLe x to obtain fluorescent‐ and biotin‐labeled sLe x derivatives is also described. The cell‐staining utility of the fluorescent sLe x conjugates is demonstrated for a HUVEC cell line expressing E‐selectin and for CHO‐K1 cells expressing either L‐ or E‐selectin.