Click multivalent neoglycoconjugates as synthetic activators in cell adhesion and stimulation of monocyte/machrophage cell lines
- 13 June 2007
- journal article
- Published by Royal Society of Chemistry (RSC) in Organic & Biomolecular Chemistry
- Vol. 5 (14) , 2291-2301
- https://doi.org/10.1039/b706331h
Abstract
The efficient synthesis of fluorescent and non-fluorescent multivalent neoglycoconjugates is described by means of the Cu(I) catalyzed azide–alkyne 1,3-dipolar cycloaddition (“click-chemistry”). A well-defined glycopolymer, glycocyclodextrin or glycocluster architecture displaying galactose or lactose epitopes has been chosen. Cellular assays using U-937 and RAW 264.7 monocyte/macrophage cells showed that these glycocompounds have the capability to act as synthetic activators mimicking the lipopolysaccharide (LPS) effects. Thus, the click compounds promote cell adhesion and stimulation of monocytes, measured as an increase in the amount of TNFα, facilitating their differentiation to macrophages.Keywords
This publication has 35 references indexed in Scilit:
- Exploring and Exploiting the Therapeutic Potential of GlycoconjugatesChemistry – A European Journal, 2006
- CuI‐Catalyzed Alkyne–Azide “Click” Cycloadditions from a Mechanistic and Synthetic PerspectiveEuropean Journal of Organic Chemistry, 2005
- Synthetic Glycoprotein Mimics Inhibit L-Selectin-Mediated Rolling and Promote L-Selectin SheddingChemistry & Biology, 2004
- A Stepwise Huisgen Cycloaddition Process: Copper(I)-Catalyzed Regioselective “Ligation” of Azides and Terminal AlkynesAngewandte Chemie International Edition in English, 2002
- A new mathematical model for relative quantification in real-time RT-PCRNucleic Acids Research, 2001
- Synthesis and Photophysical Properties of Fluorescent Derivatives of MethylmercuryOrganometallics, 1996
- A Novel Approach to the Synthesis of Some Chemically-Modified CyclodextrinsThe Journal of Organic Chemistry, 1995
- Endothelial Expression of a Mononuclear Leukocyte Adhesion Molecule During AtherogenesisScience, 1991
- The Mac-2 antigen is a galactose-specific lectin that binds IgE.The Journal of Experimental Medicine, 1989
- A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye bindingAnalytical Biochemistry, 1976