Conjugation of oligosaccharides by reductive amination to amine modified chondroitin oligomer and γ-cyclodextrin
Identifieur interne : 002C63 ( Main/Exploration ); précédent : 002C62; suivant : 002C64Conjugation of oligosaccharides by reductive amination to amine modified chondroitin oligomer and γ-cyclodextrin
Auteurs : Krista Weikkolainen [Finlande] ; Olli Aitio [Finlande] ; Maria Blomqvist [Finlande] ; Jari Natunen [Finlande] ; Jari Helin [Finlande]Source :
- Glycoconjugate Journal [ 0282-0080 ] ; 2007-04-01.
English descriptors
Abstract
Abstract: Carbohydrates present on cell surfaces participate in numerous biological recognition phenomena including cell–cell interactions, cancer metastasis and pathogen invasion. Therefore, synthetic carbohydrates have a potential to act as pharmaceutical substances for treatment of various pathological phenomena by inhibiting specifically the interaction between cell surface carbohydrates and their protein receptors (lectins). However, the inherently low affinity of carbohydrate-protein interactions has often been an obstacle for successful generation of carbohydrate based pharmaceuticals. Multivalent glycoconjugates, i.e. structures carrying several copies of the active carbohydrate sequence in a carrier molecule, have been constructed to overcome this problem. Here we present two novel types of multivalent carbohydrate conjugates based on chondroitin oligomer and cyclodextrin carriers. These carriers were modified to express primary amino groups, and oligosaccharides were then bound to carrier molecules by reductive amination. Multivalent conjugates were produced using the human milk type oligosaccharides LNDFH I (Lewis-b hexasaccharide), LNnT, and GlcNAcβ1-3Galβ1-4GlcNAcβ1-3Galβ1-4Glc.
Url:
DOI: 10.1007/s10719-006-9024-x
Affiliations:
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Therefore, synthetic carbohydrates have a potential to act as pharmaceutical substances for treatment of various pathological phenomena by inhibiting specifically the interaction between cell surface carbohydrates and their protein receptors (lectins). However, the inherently low affinity of carbohydrate-protein interactions has often been an obstacle for successful generation of carbohydrate based pharmaceuticals. Multivalent glycoconjugates, i.e. structures carrying several copies of the active carbohydrate sequence in a carrier molecule, have been constructed to overcome this problem. Here we present two novel types of multivalent carbohydrate conjugates based on chondroitin oligomer and cyclodextrin carriers. These carriers were modified to express primary amino groups, and oligosaccharides were then bound to carrier molecules by reductive amination. Multivalent conjugates were produced using the human milk type oligosaccharides LNDFH I (Lewis-b hexasaccharide), LNnT, and GlcNAcβ1-3Galβ1-4GlcNAcβ1-3Galβ1-4Glc.</div></front></TEI><affiliations><list><country><li>Finlande</li></country><region><li>Uusimaa</li></region><settlement><li>Helsinki</li></settlement><orgName><li>Université d'Helsinki</li></orgName></list><tree><country name="Finlande"><region name="Uusimaa"><name sortKey="Weikkolainen, Krista" sort="Weikkolainen, Krista" uniqKey="Weikkolainen K" first="Krista" last="Weikkolainen">Krista Weikkolainen</name></region><name sortKey="Aitio, Olli" sort="Aitio, Olli" uniqKey="Aitio O" first="Olli" last="Aitio">Olli Aitio</name><name sortKey="Blomqvist, Maria" sort="Blomqvist, Maria" uniqKey="Blomqvist M" first="Maria" last="Blomqvist">Maria Blomqvist</name><name sortKey="Helin, Jari" sort="Helin, Jari" uniqKey="Helin J" first="Jari" last="Helin">Jari Helin</name><name sortKey="Helin, Jari" sort="Helin, Jari" uniqKey="Helin J" first="Jari" last="Helin">Jari Helin</name><name sortKey="Natunen, Jari" sort="Natunen, Jari" uniqKey="Natunen J" first="Jari" last="Natunen">Jari Natunen</name></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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