Synthesis and lectin-binding activity of luminescent silica particles peripherally functionalized with lactose

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Abstract

A novel O-protected lactose (Galβ1→4Glcβ1-) derivative bearing trimethoxysilyl group at the aglycon was developed as a silane coupling agent. Reaction of the coupling agent with tris(2,2′-bipyridine)ruthenium (II) dichloride (Rubpy) doped silica particle gave a Rubpy-doped silica particle peripherally functionalized with O-protected lactose derivative. De-O-protection of the particle with aqueous ammonia provided lactose-coating Rubpy-doped silica particles, combining luminophor encapsulated in silica matrix and carbohydrate having lectin-recognition ability. Specific adhesion of fluorescein isothiocyanate-labeled peanut agglutinin (FITC-PNA) to the lactose-coating Rubpy-doped silica particles was confirmed by fluorescence microscopic analysis. © 2008 Elsevier Ltd. All rights reserved.

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Hatano, K., Yamazaki, T., Yoshino, K., Ohyama, N., Koyama, T., Matsuoka, K., & Terunuma, D. (2008). Synthesis and lectin-binding activity of luminescent silica particles peripherally functionalized with lactose. Tetrahedron Letters, 49(39), 5593–5596. https://doi.org/10.1016/j.tetlet.2008.07.034

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