Knowing that human blood monocyte-derived dendritic cells express cell-surface mannose-specific lectins, we prepared various mannoses containing glycoconjugates with the aim of developing highly specific synthetic carriers of oligonucleotides and genes. Conjugates were prepared from oligosaccharides obtained by hydrazinolysis of Saccharomyces cerevisiae invertase glycopeptides. The reducing saccharides were converted into glycosynthons, i.e., into glyco-amino acids. Fluorescein derivatives were obtained by coupling the free carboxyl group of oligosaccharyl-pyroglutamate to the α-amino group of ∊-fluoresceinyl-thiocarbamyl lysine methyl ester. It has been shown by others that glycosylated linear oligolysines containing up to six α-D-mannopyranosylphenylthiocarbamyl units have a high affinity for the human mannose receptor. In order to obtain fully biodegradable clusters and to improve both the specificity and the selectivity, disaccharides transformed into glycosynthons were coupled to pentalysine carriers (Lys5-Ala-Cys-NH2). Glycosylated pentalysyl cysteine conjugates were made fluorescent upon substitution of the cysteine thiol group with fluorescein iodoacetamide. As shown by flow cytofluorimetry, both the dimannoside clusters and yeast oligomannosides were very efficiently taken up by DC, conversely lactoside clusters were not.
Skip Nav Destination
Article navigation
Research Article|
December 01 2001
Uptake of Dimannoside Clusters and Oligomannosides by Human Dendritic Cells
Laurent Bédouet;
Laurent Bédouet
1Vectorologie et Traffic Intracellulaire, Glycobiologie, Centre de Biophysique Moléculaire, CNRS and Université d'Orléans, F-45071, Orléans Cedex 2, France
2Laboratoire des Polysaccharides Microbiens et Végétaux, Département de Génie Biologique, Institut Universitaire de Technologie, Université de Picardie Jules Verne, F-80025 Amiens, France
Search for other works by this author on:
Marie-Thérèse Bousser;
Marie-Thérèse Bousser
1Vectorologie et Traffic Intracellulaire, Glycobiologie, Centre de Biophysique Moléculaire, CNRS and Université d'Orléans, F-45071, Orléans Cedex 2, France
Search for other works by this author on:
Natacha Frison;
Natacha Frison
2Laboratoire des Polysaccharides Microbiens et Végétaux, Département de Génie Biologique, Institut Universitaire de Technologie, Université de Picardie Jules Verne, F-80025 Amiens, France
Search for other works by this author on:
Claire Boccaccio;
Claire Boccaccio
3Immuno-Designed Molecules (IDM) Institut de Recherches Biomédicales des Cordeliers, F-75006 Paris, France
Search for other works by this author on:
Jean-Pierre Abastado;
Jean-Pierre Abastado
3Immuno-Designed Molecules (IDM) Institut de Recherches Biomédicales des Cordeliers, F-75006 Paris, France
Search for other works by this author on:
Philippe Marceau;
Philippe Marceau
1Vectorologie et Traffic Intracellulaire, Glycobiologie, Centre de Biophysique Moléculaire, CNRS and Université d'Orléans, F-45071, Orléans Cedex 2, France
Search for other works by this author on:
Roger Mayer;
Roger Mayer
1Vectorologie et Traffic Intracellulaire, Glycobiologie, Centre de Biophysique Moléculaire, CNRS and Université d'Orléans, F-45071, Orléans Cedex 2, France
Search for other works by this author on:
Michel Monsigny;
Michel Monsigny
1Vectorologie et Traffic Intracellulaire, Glycobiologie, Centre de Biophysique Moléculaire, CNRS and Université d'Orléans, F-45071, Orléans Cedex 2, France
Search for other works by this author on:
Annie-Claude Roche
Annie-Claude Roche
1Vectorologie et Traffic Intracellulaire, Glycobiologie, Centre de Biophysique Moléculaire, CNRS and Université d'Orléans, F-45071, Orléans Cedex 2, France
Search for other works by this author on:
Publisher: Portland Press Ltd
Online ISSN: 1573-4935
Print ISSN: 0144-8463
© 2001 Plenum Publishing Corporation
2001
Biosci Rep (2001) 21 (6): 839–855.
Citation
Laurent Bédouet, Marie-Thérèse Bousser, Natacha Frison, Claire Boccaccio, Jean-Pierre Abastado, Philippe Marceau, Roger Mayer, Michel Monsigny, Annie-Claude Roche; Uptake of Dimannoside Clusters and Oligomannosides by Human Dendritic Cells. Biosci Rep 1 December 2001; 21 (6): 839–855. doi: https://doi.org/10.1023/A:1015592926051
Download citation file:
Sign in
Don't already have an account? Register
Sign in to your personal account
You could not be signed in. Please check your email address / username and password and try again.
Could not validate captcha. Please try again.
Biochemical Society Member Sign in
Sign InSign in via your Institution
Sign in via your InstitutionGet Access To This Article
Open Access for all
We offer compliant routes for all authors from 2025. With library support, there will be no author nor reader charges in 5 journals. Check here |
![]() |