Substrate specific nanoreactors based on pyrimidine-containing amphiphiles of various structures for cleavage of phosphonates

ABSTRACT

The series of novel pyrimidine-containing amphiphiles were examined as catalysts for cleavage of phosphonates having various hydrophobicities. Kinetic data showed marked substrate specificity of three different types (i) inhibition for both substrates, (ii) catalysis for more hydrophobic phosphonate and inhibition for less hydrophobic phosphonate, and (iii) catalysis for both substrates. The highest acceleration (more than 11 times in comparison with the reaction in the absence of amphiphile) has been reached in the case of dicationic amphiphile with three hydrophobic tails.

GRAPHICAL ABSTRACT

KEYWORDS:

• Kinetics
• phosphonate
• supramolecular catalyst
• substrate specificity
• pyrimidine

Funding

This work was financially supported by the Russian Science Foundation (Project No. 14-50-00014).