Interaction of Phenylalanine with DPPC Model Membranes: More Than a Hydrophobic Interaction

Rosa, Antonio Sebastián; Cutró, Andrea Carmen; Frías, María de los Ángeles; Disalvo, E.A.

doi:10.1021/acs.jpcb.5b08490

Cited by 43 publications

(70 citation statements)

References 22 publications

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“…This was further confirmed using Z‐stacking of images of treated neuroblastoma cells to detect localization of metabolite assemblies, indicating intracellular intrinsic fluorescence upon treatment with Trp, Tyr, and Phe (Figure n–p) and extracellular, membrane‐attached intrinsic fluorescence of Ade assemblies (Figure m). These findings are consistent with recent studies presenting experimental and computational analysis of the interaction of metabolite assemblies with model membranes . Although all four types of metabolite assemblies showed a clear signal, treatment with Trp assemblies showed the highest intrinsic fluorescence signal both in neuroblastoma and kidney cells (Figure c,d).…”

Section: Figurementioning

confidence: 96%

Intrinsic Fluorescence of Metabolite Amyloids Allows Label‐Free Monitoring of Their Formation and Dynamics in Live Cells

et al. 2018

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The formation of apoptosis‐inducing amyloidal structures by metabolites has significantly extended the “amyloid hypothesis” to include non‐proteinaceous, single metabolite building blocks. However, detection of metabolite assemblies is restricted compared to their larger protein‐based counterparts owing to the hindrance of external labelling and limited immunohistochemical detection tools. Herein, we present the detection of the formation, dynamics, and cellular distribution of metabolite amyloid‐like structures and provide mechanistic insights into the generation of supramolecular chromophores. Moreover, the intrinsic fluorescence properties allow the detection of metabolite assemblies in living cells without the use of external dyes. Altogether, this intrinsic fluorescence of metabolite assemblies further verifies their amyloidal nature, while providing an important tool for further investigation of their pathological role in inborn error of metabolism disorders.

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Section: Figurementioning

confidence: 96%

Intrinsic Fluorescence of Metabolite Amyloids Allows Label‐Free Monitoring of Their Formation and Dynamics in Live Cells

et al. 2018

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“…These findings are consistent with recent studies presenting experimental and computational analysis of the interaction of metabolite assemblies with model membranes. [21,22] Although all four types of metabolite assemblies showed ac lear signal, treatment with Trpa ssemblies showed the highest intrinsic fluorescence signal both in neuroblastoma and kidney cells (Figure 2c,d). Thus,o wing to the possibility of avoiding external labeling,w ew ere able to monitor the course of apoptotic triggering by Tr passemblies throughout time in live cells (Figure 2q,r, Video S1).…”

mentioning

confidence: 99%

Intrinsic Fluorescence of Metabolite Amyloids Allows Label‐Free Monitoring of Their Formation and Dynamics in Live Cells

et al. 2018

View full text Add to dashboard Cite

The formation of apoptosis-inducing amyloidal structures by metabolites has significantly extended the "amyloid hypothesis" to include non-proteinaceous, single metabolite building blocks. However, detection of metabolite assemblies is restricted compared to their larger protein-based counterparts owing to the hindrance of external labelling and limited immunohistochemical detection tools. Herein, we present the detection of the formation, dynamics, and cellular distribution of metabolite amyloid-like structures and provide mechanistic insights into the generation of supramolecular chromophores. Moreover, the intrinsic fluorescence properties allow the detection of metabolite assemblies in living cells without the use of external dyes. Altogether, this intrinsic fluorescence of metabolite assemblies further verifies their amyloidal nature, while providing an important tool for further investigation of their pathological role in inborn error of metabolism disorders.

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“…The presence of defects in the membrane packing determines the binding and stabilization of peptides containing Arg and Phe motifs [67][68][69] The disruption of the water network around the phenyl group and the membrane defect has been invoked to explain the negative free energy of the formation a PC-Phe (phosphocholine-phenylalanine) complex in the presence of water. An important observation was that a dipole potential decrease was produced in this interaction which was explained by the orientation of the carboxylate opposing to the CO of the lipids [66,70]. As described in Figure 9, carbonyl groups are one of the hydration centers in which interfacial water is distributed.…”

Section: Topological Effects Of Osmotic Shrinkage Defects In Packingmentioning

confidence: 97%

“…When DPPC LUVs were subjected to hypertonic stress, defects caused by dehydration have more affinity for lytic compounds and amino acids such as phenylalanine [63][64][65][66]. The presence of defects in the membrane packing determines the binding and stabilization of peptides containing Arg and Phe motifs [67][68][69] The disruption of the water network around the phenyl group and the membrane defect has been invoked to explain the negative free energy of the formation a PC-Phe (phosphocholine-phenylalanine) complex in the presence of water.…”

Section: Topological Effects Of Osmotic Shrinkage Defects In Packingmentioning

confidence: 99%

The Role of Water in the Responsive Properties in Lipid Interphase of Biomimetic Systems

Disalvo¹,

Frías²

2019

Liposomes - Advances and Perspectives

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The lack of details in the hydration properties of lipid bilayers hinders the design of biomimetic systems that, as liposomes and vesicles, may be used for biotechnological and medical purposes. In this chapter, studies indicate water as a membrane dynamic component determining the affinity and response of lipid membranes to amino acids, peptides and others stimuli. Based on thermodynamic analysis in lipid monolayers and its comparison with swelling shrinkage processes in liposomes and vesicles, it is concluded that: (1) the interphase of a lipid bilayer in a bidimensional solution of hydrated polar groups imbibed in labile water can be exchanged with the media by osmosis and or expansion-compression. (2) Excess water beyond the hydration shell (confined water) has solvent properties for additives in the bulk water phase and confers free energy that is in excess for binding of amino acids and peptides.(3) Dissolution in the water membrane phase changes the water activity (a w ) and affects the surface pressure. (4) Defects may be formed by the compression of bilayers in which carbonyl groups organized water differently. These studies indicate that a deeper understanding of the role of lipid bilayers in cellular biology and support the development of future lipid-based biotechnology that should necessarily include the role of water as a membrane dynamic component.

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Interaction of Phenylalanine with DPPC Model Membranes: More Than a Hydrophobic Interaction

Cited by 43 publications

References 22 publications

Intrinsic Fluorescence of Metabolite Amyloids Allows Label‐Free Monitoring of Their Formation and Dynamics in Live Cells

Intrinsic Fluorescence of Metabolite Amyloids Allows Label‐Free Monitoring of Their Formation and Dynamics in Live Cells

Intrinsic Fluorescence of Metabolite Amyloids Allows Label‐Free Monitoring of Their Formation and Dynamics in Live Cells

The Role of Water in the Responsive Properties in Lipid Interphase of Biomimetic Systems

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