Interaction of S-methyl methanethiosulfonate with DPPC bilayer

The present study is a first step towards the investigation of S-methyl methanethiosulfonate (MMTS) interaction with membrane model systems like liposomes. In this paper, the interaction of MMTS with dipalmitoylphosphatidylcholine (DPPC) bilayers was studied by FTIR and SERS spectroscopy. Lysolipid effect on vesicle stability was studied. The results show that MMTS interacts to different extents with the phosphate and carbonyl groups of membranes in the gel and the liquid crystalline states.To gain a deeper insight into MMTS properties that may be potentially helpful in the design of new drugs with therapeutic effects, we performed theoretical studies that may be the basis for the design of their mode of action.

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► The study of physicochemical properties and sites of reaction of DPPC and MMTS.
► The interaction of MMTS with DPPC bilayers was studied by FTIR and SERS spectroscopy.
► Stability of DPPC vesicles was studied by the addition of the lysoPC.
► The DPPC shows several possible sites for the electrophilic attack.
► There are hyperconjugative interactions between the SO2 oxygen atom and the C–H.