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Interaction of cysteine and its derivatives with monolayers of dipalmitoylphosphatidylcholine

Year: 2019

Journal: Colloid Surf. B-Biointerfaces, Volume 184, DEC 1

Authors: Arias, J. M.; Diaz, S. B.; Ben Altabef, A.; Dupuy, F. G.

Organizations: CONICETConsejo Nacional de Investigaciones Cientificas y Tecnicas (CONICET) [PIP 002]; SCAIT (Universidad Nacional de Tucuman, Tucuman, R. Argentina) [PIUNT D542]; [ANPCyT-PICT2013-0697]

Keywords: Cysteine derivative; Langmuir monolayer; Phospholipid; Surface potential; Surface elasticity

Molecular interactions between L-cysteine (Cys) and its ester derivatives (Cys(x)); L-cysteine ethyl ester (CE), L-cysteine methyl ester (CM) and N-acetyl L-cysteine (NAC) with 1,2-dipalmitoyl-sn-glycero-3-phosphocholine (DPPC) monolayers were investigated using Langmuir film balance technique. The effect of charge on monolayers made of cysteine and three ester derivatives with DPPC was investigated by working with un-buffered and buffered subphases. Also, the effects of cysteine derivatives interaction with DPPC monolayers were studied measuring the change in the surface tension upon aminoacid injection in the subphase whilst keeping lipid molecular density and lateral packing controlled. Cysteine and its ester derivatives showed interfacial activity reducing the air/water surface tension (pi(i)) by 4 mN m(-1). However, ester derivatives were able to insert into preformed DPPC monolayers at much higher surface pressures (Delta pi), indicating a preferential interaction of Cys(x) with DPPC. The results indicate that, although the different derivatives of cysteine presented low surface activity, they were able to favourably interact with DPPC monolayers. Also, compression isotherms experiments in binary mixtures indicate that the more surface active compounds stabilized the gel phase of DPPC. The charge on cysteine and its derivatives did not increase the observed effects.