Abstract: The galectin-binding efficiency (Ricinus communis agglutinin, RCA) and the degree of deboronation at 37 °C of glycoconjugates of ortho-carboranylacetic acid containing from one to three β-lactosylamine or β-D-galactopyranosylamine residues were estimated; the glycoconjugates are potential agents for boron neutron capture therapy of cancer. Over a period of 24 h, up to ∼15% of glycoconjugates underwent deboronation to give glycoconjugates of nido-ortho-carborane. With Lac-β-NH(COCH2NH)2COCH2-o-CCHB10H10 as an example, it was demonstrated that the deboronation occurs at both 60 and 5 °C. Glycoconjugates with an O-linked β-galactose as a fragment of lactosylamine bind to galectin RCA120 much more efficiently (up to ∼40 times) than do the corresponding glycoconjugates with a N-linked β-galactose residue. The glycoconjugates containing one β-lactosylamine residue bind to galectin RCA approximately two times less efficiently than does lactose; however, introduction of the second and third β-lactosylamine residues into the glycoconjugate increases the binding efficiency by a factor of five to seven due to the cluster effect.

Cite: Likhosherstov L.M. , Novikova O.S. , Kononov L.O. , Chizhov A.O. , Sivaev I.B. , Bregadze V.I.
Conjugates of polyhedral boron compounds with carbohydrates 7. Hydrolytic stability of closo-ortho-carborane glycoconjugates containing from one to three β-lactosylamine and β-d-galactopyranosylamine residues; estimation of their galectin-binding efficiency with galectin RCA120
Russian Chemical Bulletin. 2010. V.59. N12. P.2297-2301. DOI: 10.1007/s11172-010-0391-x WOS Scopus OpenAlex

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Web of science:	WOS:000292211600015
Scopus:	2-s2.0-79958044109
OpenAlex:	W2053274287

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OpenAlex	4
Scopus	3
Web of science	4

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