Singly hydrated clusters of lithiated arginine, sodiated arginine, and lithiated arginine methyl ester are investigated using infrared action spectroscopy and computational chemistry. Whereas unsolvated lithiated arginine is nonzwitterionic, these results provide compelling evidence that attachment of a single water molecule to this ion makes the zwitterionic form of arginine, in which the side...

The keto-enol type tautomerism in anti-thyroid drugs and their selenium analogues are described. The commonly used anti-thyroid drug methimazole exists predominantly in its thione form, whereas its selenium analogue exists in a zwitterionic form. To understand the effect of thione/thiol and selone/selenol tautomerism on the inhibition of peroxidase-catalysed reactions, we have synthesized some ...

The reaction pathways following electronic excitation of 10-methyl phenothiazine (MPS) in the presence of oxygen have been investigated as a contribution to establish the mechanisms involved in the phototoxic reactions related to phenothiazine drugs. In the context of previously published results, the pathways of oxidation via the radical cation and/or by reactive oxygen species, such as single...

In this work, a theoretical model describing the interaction between a positively or negatively charged nanoparticle and neutral zwitterionic lipid bilayers is presented. It is shown that in the close vicinity of the positively charged nanoparticle, the zwitterionic lipid head groups are less extended in the direction perpendicular to the membrane surface, while in the vicinity of the negativel...

The use of proper computational methods and models has allowed answering the controversial question of whether zwitterionic species exist in the mechanism of peptide bond synthesis in aqueous solution. In fact, the different conformations of zwitterionic species open the door to different mechanistic paths.

Gram-negative bacteria cause the majority of highly drug-resistant bacterial infections. To cross outer membrane complex cell envelope, antibiotics permeate through porins, trimeric channel proteins that enable exchange small polar molecules. Mutations in porins contribute to development phenotypes. In this work, we show a single point mutation porin PorB from Neisseria meningitidis, causative ...

Readily available poly(sulfur ylides) are described as a new class of zwitterionic polymers that show distinct solution and thermal behavior.

Zwitterionic surfaces are increasingly explored as antifouling coatings due to their propensity resist protein, bacterial, and cell adhesion typically applied polymeric systems. Here, the self-assembly of strongly interacting small molecule amphiphiles is reported produce nanoribbons for applications. Synthesized spontaneously form micrometers-long with nanometer-scale cross-sections intrinsica...