Conjugates of polyhedral boron compounds with carbohydrates 8. Synthesis and properties of nido-ortho-carborane glycoconjugates containing one to three β-lactosylamine residues View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2011-11

AUTHORS

L. M. Likhosherstov, O. S. Novikova, A. O. Chizhov, I. B. Sivaev, V. I. Bregadze

ABSTRACT

β-Lactosylamine derivatives containing one to three disaccharide residues with the bromine atom at the terminal position of aglycon were synthesized. Conjugation of these derivatives with 1-mercapto-1,2-dicarba-closo-dodecaborane was carried out in DMSO, which was accompanied by deboronation to form nido-ortho-carborane (7,8-dicarba-nido-undecaborate) glycoconjugates in up to 70% yield. The hydrolytic stability of glycoconjugates and the binding efficiency of their triethylammonium salts to castor-bean galectin (Ricinus communis aggluinin, RCA120) were estimated. Glycoconjugates are decomposed in an aqueous solution by ∼15% at 37 °C in three days. The glycoconjugate salt with one β-lactosylamine residue binds to galectin analogously to lactose; after indroduction of the second β-lactosylamine residue into glycoconjugate, the binding efficiency increases ∼6-fold due to the cluster effect. More... »

PAGES

2359-2364

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/s11172-011-0362-x

DOI

http://dx.doi.org/10.1007/s11172-011-0362-x

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1032771741


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