The design and synthesis of simple molecular tethers for binding biomembranes to a gold surface

Boden, N.; Bushby, Richard J.; Clarkson, Steven G.; Evans, Stephen D.; Knowles, Peter F.; Marsh, Andrew

doi:10.1016/s0040-4020(97)00698-4

Cited by 85 publications

(114 citation statements)

References 14 publications

Supporting

Mentioning

111

Contrasting

Unclassified

Order By: Relevance

“…[13] Escherichia coli (E. coli) polar lipid extract (Avanti Polar Lipids), 6-mercaptohexanol (6MH, Sigma), 2-propanol, methanol and ethanol (HPLC grade, Fisher), and nitrogen and argon (BOC) were used as received. Methanolic stock solutions were made from valinomycin and gramicidin D (Sigma).…”

Section: Methodsmentioning

confidence: 99%

See 1 more Smart Citation

Effect of the Structure of Cholesterol‐Based Tethered Bilayer Lipid Membranes on Ionophore Activity

et al. 2010

Self Cite

View full text Add to dashboard Cite

Tethered bilayer lipid membranes (tBLM) are formed on 1) pure tether lipid triethyleneoxythiol cholesterol (EO(3)C) or on 2) mixed self-assembled monolayers (SAMs) of EO(3)C and 6-mercaptohexanol (6MH). While EO(3)C is required to form a tBLM with high resistivity, 6MH dilutes the cholesterol content in the lower leaflet of the bilayer forming ionic reservoirs required for submembrane hydration. Here we show that these ionic reservoirs are required for ion transport through gramicidin or valinomycin, most likely due to the thermodynamic requirements of ions to be solvated once transported through the membrane. Unexpectedly, electrochemical impedance spectroscopy (EIS) shows an increase of capacitance upon addition of gramicidin, while addition of valinomycin decreases the membrane resistance in the presence of K(+) ions. We hypothesise that this is due to previously reported phase separation of EO(3)C and 6MH on the surface. This results in ionic reservoirs on the nanometre scale, which are not fully accounted for by the equivalent circuits used to describe the system.

show abstract

Section: Methodsmentioning

confidence: 99%

“…1) Thiol group, 2) triethyleneoxy linker, 3) cholesterol moiety. [13] b) Schematic of a tBLM comprised of EO 3 C tethers and 6MH diluting thiols.…”

Section: Introductionmentioning

confidence: 99%

Effect of the Structure of Cholesterol‐Based Tethered Bilayer Lipid Membranes on Ionophore Activity

et al. 2010

Self Cite

View full text Add to dashboard Cite

show abstract

“…14,15 Tethered bilayer lipid membranes ͑TBLMs͒ are fabricated in a similar fashion, but rather than being formed on unmodified SiO 2 or mica supports, a self-assembled monolayer is used to anchor the bilayer to the surface. 16,17 The formation of SBLMs/TBLMs provides the opportunity to employ a wide range of surface analytical techniques, such as atomic force microscopy ͑AFM͒, 18,19 dissipation enhanced quartz crystal microbalance ͑QCM-D͒, 20,21 surface plasmon resonance ͑SPR͒, [22][23][24] fluorescence recovery after photobleaching ͑FRAP͒, 25 or attenuated total internal-reflection…”

Section: Introductionmentioning

confidence: 99%

Native E. coli inner membrane incorporation in solid-supported lipid bilayer membranes

et al. 2008

Self Cite

View full text Add to dashboard Cite

Solid-supported bilayer lipid membranes (SBLMs) containing membrane protein have been generated through a simple lipid dilution technique. SBLM formation from mixtures of native Escherichia coli bacterial inner membrane (IM) vesicles diluted with egg phosphatidylcholine (egg PC) vesicles has been explored with dissipation enhanced quartz crystal microbalance (QCM-D), atomic force microscopy (AFM), attenuated total internal-reflection Fourier-transform infrared spectroscopy (ATR-FTIR), and fluorescence recovery after photobleaching (FRAP). QCM-D studies reveal that SBLM formation from vesicle mixtures ranging between 0% and 100% IM can be divided into two regimes. Samples with ≤40% IM form SBLMs, while samples of greater IM fractions are dominated by vesicle adsorption. FRAP experiments showed that the bilayers formed from mixed vesicles with ≤40% IM were fluid, and comprised a mixture of both egg PC and IM. ATR-FTIR measurements on SBLMs membranes formed with 30% IM confirm that protein is present. SBLM formation was also explored as a function of temperature by QCM-D and FRAP. For samples of 30% IM, QCM-D data show a decreased mass and viscoelasticity at elevated temperatures, and an increased fluidity is observed by FRAP measurements. These results suggest improved biomimetic characteristics can be obtained by forming and maintaining the system at, or close to, 37 °C.

show abstract

“…[18] Next, 3 was isolated after reaction of 2 on tosyl chloride in the presence of pyridine. [19] Once obtained, the tosylate was allowed to react on the alcoholate of cholesterol, which was formed by the reaction of cholesterol with sodium hydride.…”

Section: Resultsmentioning

confidence: 99%

Internalization of a Peptide into Multilamellar Vesicles Assisted by the Formation of an α‐Oxo Oxime Bond

Richard

Bourel-Bonnet

2005

Chemistry A European J

View full text Add to dashboard Cite

As part of a drug-delivery project, we designed and synthesised a novel hydroxylamine cholesterol-based anchor to ensure the chemoselective ligation of recognition patterns onto multilamellar vesicles by oxime ligation. The entry of a glyoxylyl peptide into the vesicles was unexpectedly assisted by the formation of the alpha-oxo oxime bond. We studied extensively the kinetic and thermodynamic aspects of this phenomenon. Briefly, for a glyoxylyl peptide, the speed and ability to enter the vesicle were dependent upon 1) the presence of a hydroxylamine anchor of the type CholE3ONH2, 2) the amount of peptide engaged in the ligation and 3) the flip-flop motion permitted by the different formulations, in which the presence of cholesterol seems to play an important role.

show abstract

The design and synthesis of simple molecular tethers for binding biomembranes to a gold surface

Cited by 85 publications

References 14 publications

Effect of the Structure of Cholesterol‐Based Tethered Bilayer Lipid Membranes on Ionophore Activity

Effect of the Structure of Cholesterol‐Based Tethered Bilayer Lipid Membranes on Ionophore Activity

Native E. coli inner membrane incorporation in solid-supported lipid bilayer membranes

Internalization of a Peptide into Multilamellar Vesicles Assisted by the Formation of an α‐Oxo Oxime Bond

Contact Info

Product

Resources

About