I want to bind Hydroxyl group containing drugs like Vanillic acid and Gallic acid in to the internal pores of amine (3-Aminopropyl)triethoxysilane) modified mesoporous silica nanoparticles. Can any one suggest the best approach for immobilization.
If your compounds are derivatives of vanillic and gallic acid with protected carboxylic group than activation of amine with CDI may work (in theory should give carbamate). Check "Bioconjugate Techniques" by Hermanson or "Bioconjugation techniques for microfluidic biosensors" article - they coupled amine of DNA and surface OH. Other amine-alcohol coupling like Mitsunobu or transition-metal catalized reactions also exist but never heard about its wide use for surface modification.
If carboxylic group is unprotected than it will probably react faster in any reaction and you will just make classical coupling with amide formation. In case of sulfuric acid it will more readily condensate, e.g. rufigallol will form for gallic acid but it depends on the nature of other molecules and temperature of the reaction.
Dear Oleksandr Zagorodko,
Thank you very much for the valuable information.
Dear Kuthati, where you attached the oh group with aminated-si??
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