Using imidazolium silanthiolates to simulate the interactions in the active site of cysteine proteases

In this NJC paper, Anna  Dolega and co-workers (Gdansk University of Technology, Poland) have prepared three imidazolium silanethiolates relevant to the active site of cysteine protease.

By using solid state characterization techniques and modeling, the authors were able to present the first example of proton transfer along the chain of NH+…S hydrogen bonds.  A cooperative effect in the chain consisting of silanethiolate and imidazole residues linked by NH+…S hydrogen bond was proposed to be due to the polarization of electron density connected with the increase in the Mulliken partial charge on the sulfur atom.

One-dimensional chains

Imidazolium silanethiolates relevant to the active site of cysteine proteases. A cooperative effect in a chain of NH+ S hydrogen bonds Katarzyna Baranowska, Natalia Piwowarska, Aleksander Herman and Anna Dołęga New J. Chem., 2012, Advance Article DOI: 10.1039/C2NJ40114B

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