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Chemoenzymatic synthesis and fluorescent visualization of cell-surface selectin-bound sialyl Lewis X derivatives

Academic Article
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Overview

related to degree

  • Koeller, Kathryn, Ph.D. in Chemistry, Scripps Research 1996 - 2000

authors

  • Wittmann, V.
  • Datta, A. K.
  • Koeller, Kathryn
  • Wong, Chi-Huey

publication date

  • January 2000

journal

  • Chemistry-a European Journal  Journal

abstract

  • Sialyl Lewis x (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.

subject areas

  • Alanine
  • Animals
  • Biotin
  • CHO Cells
  • Carbohydrate Sequence
  • Cell Line
  • Cell Membrane
  • Cricetinae
  • E-Selectin
  • Endothelium, Vascular
  • Fluorescence
  • Fluorescent Dyes
  • Galactosyltransferases
  • Humans
  • L-Selectin
  • Molecular Sequence Data
  • Oligosaccharides
  • Selectins
  • Staining and Labeling
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Research

keywords

  • chemoenzymatic synthesis
  • oligosaccharides
  • regioselective glycosylation
  • selectin
  • sialyl Lewis x
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Identity

International Standard Serial Number (ISSN)

  • 0947-6539

Digital Object Identifier (DOI)

  • 10.1002/(sici)1521-3765(20000103)6:1<162::aid-chem162>3.0.co;2-9

PubMed ID

  • 10747401
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Additional Document Info

start page

  • 162

end page

  • 171

volume

  • 6

issue

  • 1

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