Influence of the Molecular Weight and the Presence of Calcium Ions on the Molecular Interaction of Hyaluronan and DPPC

Zander, Thomas; Garamus, Vasil M.; Dédinaité, Andra; Claesson, Per M.; Bełdowski, Piotr; Gorny, Krzysztof R.; Dendzik, Z.; Wieland, D. C. Florian; Willumeit‐Römer, Regine

doi:10.3390/molecules25173907

Cited by 9 publications

(8 citation statements)

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“…The finding that HA interacts with the wax PP and mono-glyceride, PG, is relevant in that waxes and glycerides do not have a hydrophilic charged head group as PL do, so the lipid hydrocarbons chains can be involved in the interaction with HA as a head group is not necessary for HA–lipid interactions. However, head group interactions may be involved with HA–lipid interaction [ 19 ] and the current study shows PL bind much tighter with a lower maximum PL/HA ratio compared with wax/HA suggesting head group involvement. pSM initially decreased the intensity of the HA resonances much more than DPPC indicating that the hydrocarbon sphingosine back bone of pSM and the acyl linked hydrocarbon chains of DPPC influenced the interaction characteristics as the head group choline moieties are the same for both lipids.…”

Section: Discussionmentioning

confidence: 72%

“…The current study indicates that HA in eye drops could interact hydrophobically with both the bulk lipid layer of the TFLL consisting of wax and cholesteryl esters and the monolayer of phospholipids at the aqueous interface of the TFLL. PL head group, the molecular weight of HA and calcium interactions are likely to be involved in PL–HA interactions [ 19 – 21 ]. The finding that HA interacts with the wax PP and mono-glyceride, PG, is relevant in that waxes and glycerides do not have a hydrophilic charged head group as PL do, so the lipid hydrocarbons chains can be involved in the interaction with HA as a head group is not necessary for HA–lipid interactions.…”

Section: Discussionmentioning

confidence: 99%

“…DPA without a choline head group but with the same acyl chains as DPPC both had a maximum binding ratio of 1:1, however, DPA initially decreased the intensity of the HA resonances much more than DPPC, indicating that head group binding could also be important. Despite the possible involvement of hydrocarbon chain–HA interactions, the interaction of PC with HA only minimally affects the enthalpy of the hydrocarbon phase transition [ 19 ], and both head group and hydrocarbon chain moieties influence HA–lipid interactions.…”

Section: Discussionmentioning

confidence: 99%

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Hyaluronic acid–lipid binding

et al. 2021

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Background Phospholipid (PL)–hyaluronic acid (HA) interactions are relevant to aging-associated vitreous humor liquefaction, therapies for dry eye disease, skin-care products and synovial joint lubrication. Phosphatidyl choline–HA interactions have been well characterized. However, other major lipids found in tears, vitreous humor and synovial joints have not. The purpose of this study was to bridge this gap of knowledge. Methods HA (1600 kDa) at 5 mg/mL, was mixed with various lipids ranging in concentration from 0.1 to 10 mg/mL in D2O. HA–PL binding was measured from the decrease in HA proton resonance intensity with binding using a nuclear magnetic resonance spectrometer. Results Cholesterol weakly bound to HA, followed by monoglyceride and palmitoyl palmitate < phosphatidyl choline, phosphatidic acid and sphingomyelin. The maximum amount of PL bound was 14 ± 1 µmoles inferring a 1 to 1 molar ratio of bound PL to HA dimer. Monoglyceride and palmitoyl palmitate required two to three times more lipid to achieve 100% bound HA compared to PL. Conclusions Physiological levels of HA, phosphatidyl choline and sphingomyelin would result in only 4% of the hydrophobic hydrogens of HA to be bound. HA–PL binding interactions could be important for therapeutic use of HA in eye drops in future studies to treat dry eye and to trap PL entering the VH to keep them from forming light scattering micelles. HA–lipid binding may also be relevant to the therapeutic effects of topical skin-care products. Both head group and hydrocarbon chain moieties influence HA–lipid interactions.

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Section: Discussionmentioning

confidence: 72%

Section: Discussionmentioning

confidence: 99%

Section: Discussionmentioning

confidence: 99%

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Hyaluronic acid–lipid binding

et al. 2021

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“…When considering three different types of lipids, with each type accounting for 30% or more of the lipid content of synovial fluid, hyaluronan was found to hydrogen bond with each type for the same duration, in contrast to chondroitin sulfate, which, when 6-sulfated, could form hydrogen bonds of longer duration with one of the three lipid types [ 192 ]. When the phospholipid component takes the form of a bilayer, interaction between a hyaluronan polymer chain is stabilized by the presence of Ca 2+ cations that, unlike Na + , form persistent ion bridges between hyaluronan carboxylate and lipid phosphate functional groups [ 193 , 194 ]. Furthermore, water-mediated interactions between lipid headgroups and hyaluronan, supported by redistribution of ions, are especially important in stabilizing the association of increasingly larger hyaluronan polymers with the bilayer [ 195 ].…”

Section: Atomic-resolution Molecular Dynamics Simulations Of Hyaluron...mentioning

confidence: 99%

Atomic-Resolution Experimental Structural Biology and Molecular Dynamics Simulations of Hyaluronan and Its Complexes

Guvench

2022

Molecules

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This review summarizes the atomic-resolution structural biology of hyaluronan and its complexes available in the Protein Data Bank, as well as published studies of atomic-resolution explicit-solvent molecular dynamics simulations on these and other hyaluronan and hyaluronan-containing systems. Advances in accurate molecular mechanics force fields, simulation methods and software, and computer hardware have supported a recent flourish in such simulations, such that the simulation publications now outnumber the structural biology publications by an order of magnitude. In addition to supplementing the experimental structural biology with computed dynamic and thermodynamic information, the molecular dynamics studies provide a wealth of atomic-resolution information on hyaluronan-containing systems for which there is no atomic-resolution structural biology either available or possible. Examples of these summarized in this review include hyaluronan pairing with other hyaluronan molecules and glycosaminoglycans, with ions, with proteins and peptides, with lipids, and with drugs and drug-like molecules. Despite limitations imposed by present-day computing resources on system size and simulation timescale, atomic-resolution explicit-solvent molecular dynamics simulations have been able to contribute significant insight into hyaluronan’s flexibility and capacity for intra- and intermolecular non-covalent interactions.

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“…It is composed mainly of hyaluronic acid (HA), lubricin, phospholipids, and various proteins. SF plays an essential role in synovial joint lubrication [ 16 , 17 , 18 ]. Changes in synovial fluid volume and composition reflect changes within the joints [ 19 , 20 ].…”

Section: Introductionmentioning

confidence: 99%

Characterization of Synovial Fluid Components: Albumin-Chondroitin Sulfate Interactions Seen through Molecular Dynamics

et al. 2022

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The friction coefficient of articular cartilage (AC) is very low. A method of producing tailor-made materials with even similar lubrication properties is still a challenge. The physicochemical reasons for such excellent lubrication properties of AC are still not fully explained; however, a crucial factor seems to be synergy between synovial fluid (SF) components. As a stepping stone to being able to produce innovative materials characterized by a very low friction coefficient, we studied the interactions between two important components of SF: human serum albumin (HSA) and chondroitin sulfate (CS). The molecular dynamics method, preceded by docking, is used in the study. Interactions of HSA with two types of CS (IV and VI), with the addition of three types of ions often found in physiological solutions: Ca2+, Na+, and Mg2+, are compared. It was found that there were differences in the energy of binding values and interaction maps between CS-4 and CS-6 complexes. HSA:CS-4 complexes were bound stronger than in the case of HSA:CS-6 because more interactions were formed across all types of interactions except one—the only difference was for ionic bridges, which were more often found in HSA:CS-6 complexes. RMSD and RMSF indicated that complexes HSA:CS-4 behave much more stably than HSA:CS-6. The type of ions added to the solution was also very important and changed the interaction map. However, the biggest difference was caused by the addition of Ca2+ ions which were prone to form ionic bridges.

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Influence of the Molecular Weight and the Presence of Calcium Ions on the Molecular Interaction of Hyaluronan and DPPC

Cited by 9 publications

References 59 publications

Hyaluronic acid–lipid binding

Hyaluronic acid–lipid binding

Atomic-Resolution Experimental Structural Biology and Molecular Dynamics Simulations of Hyaluronan and Its Complexes

Characterization of Synovial Fluid Components: Albumin-Chondroitin Sulfate Interactions Seen through Molecular Dynamics

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