Determination of the Purity of Cucurbit[<i>n</i>]uril (<i>n</i> = 7, 8) Host Samples

Yi, Song; Kaifer, Ángel E.

doi:10.1021/jo2018312

Cited by 84 publications

(84 citation statements)

References 16 publications

(24 reference statements)

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“…Due to poor solubility of CB [8] in water and its hygroscopic nature, the apparent molecular weight of the commercial powder and its actual concentration in aqueous solutions were determined for each batch using a simple and highly reproducible method described previously. 47 FG6 Peptide. The FG6 peptide was a gift from Emanuela Cavatorta, produced by solid phase peptide synthesis and purified using reverse phase HPLC.…”

Section: Methodsmentioning

confidence: 99%

Incorporating Bacteria as a Living Component in Supramolecular Self-Assembled Monolayers through Dynamic Nanoscale Interactions

2015

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Supramolecular assemblies, formed through noncovalent interactions, has become particularly attractive to develop dynamic and responsive architectures to address living systems at the nanoscale. Cucurbit[8]uril (CB[8]), a pumpkin shaped macrocylic host molecule, has been successfully used to construct various self-assembled architectures for biomedical applications since it can simultaneously bind two aromatic guest molecules within its cavity. Such architectures can also be designed to respond to external stimuli. Integrating living organisms as an active component into such supramolecular architectures would add a new dimension to the capabilities of such systems. To achieve this, we have incorporated supramolecular functionality at the bacterial surface by genetically modifying a transmembrane protein to display a CB[8]-binding motif as part of a cystine-stabilized miniprotein. We were able to confirm that this supramolecular motif on the bacterial surface specifically binds CB[8] and forms multiple intercellular ternary complexes leading to aggregation of the bacterial solution. We performed various aggregation experiments to understand how CB[8] interacts with this bacterial strain and also demonstrate that it can be chemically reversed using a competitor. To confirm that this strain can be incorporated with a CB[8] based architecture, we show that the bacterial cells were able to adhere to CB[8] self-assembled monolayers (SAMs) on gold and still retain considerable motility for several hours, indicating that the system can potentially be used to develop supramolecular bacterial biomotors. The bacterial strain also has the potential to be combined with other CB[8] based architectures like nanoparticles, vesicles and hydrogels.

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Section: Methodsmentioning

confidence: 99%

Incorporating Bacteria as a Living Component in Supramolecular Self-Assembled Monolayers through Dynamic Nanoscale Interactions

2015

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“…[a] Concentration of CB[8] was spectrophotometrically determined 24. [b] See Figure 2 and text for details.…”

mentioning

confidence: 99%

Assessment of Cooperativity in Ternary Peptide‐Cucurbit[8]uril Complexes

Cavatorta

Jonkheijm

Huskens

2017

Chemistry A European J

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Evaluating cooperativity for cucurbit[8]uril (CB[8])‐mediated ternary complexation is required for understanding and advancing designs of such ternary self‐assembled systems. A key issue is to dissect the contributions of the binding steps of the first and second guest molecules to the overall ternary complex formation energy. This is addressed by performing concentration‐dependent titrations between CB[8] and guests by means of concentration‐dependent calorimetric and 1H‐NMR titrations. The sensitivity of the fitting of the cumulative heat of complexation of the calorimetric titrations is evaluated in terms of fitting error and enthalpy–entropy compensation and, together with the NMR spectroscopic analysis of the separate species, non‐cooperative binding is conceived to be the most probable binding scenario. The binding behavior of CB[8] homoternary complexes is similar to CB[8] heteroternary complexes, with an enthalpy‐driven tight fit of the guests in the CB[8] cavity overcoming the entropic penalty. Also for these types of complexes, a non‐cooperative binding is the most probable.

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“…Exact cucurbit [8]uril (Sigma Aldrich) concentration was determined by titration as described by Kaifer et al [69] Concentrations of WGG and methylviologen were confirmed by molecular absorption by making use of the theoretical extinction coefficient e 280 = 5500 m À1 cm À1 for WGG and the reported extinction coefficient e 257 = 20 400 m À1 cm À1 for methylviologen. [70] The WGG-YFP and MGG-YFP proteins were present in PBS buffer after purification.…”

Section: Isothermal Titration Calorimetrymentioning

confidence: 99%

Supramolecular Protein Immobilization on Lipid Bilayers

Bosmans

Hendriksen

Verheijden

et al. 2015

Chemistry A European J

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Protein immobilization on surfaces, and on lipid bilayerss pecifically,h as great potential in biomoleculara nd biotechnological research. Of current special interest is the immobilizationo fp roteins using supramolecular noncovalent interactions. This allows for ar eversible immobilization and obviates the use of harsh ligation conditions that could denature fragile proteins.I nt he work presented here, reversible supramolecular immobilization of proteins on lipid bilayer surfaces was achieved by using the host-guest interaction of the macrocyclic molecule cucurbit[8]uril. Af luorescent protein was successfully immobilized on the lipid bilayer by making use of the property of cucurbit [8]uril to host together am ethylviologen and the indole of at ryptophan positionedo nthe N-terminal of the protein. The supramolecular complex was anchored to the bilayer through ac holesterol moiety that was attached to the methylviologen tethered with asmall polyethylene glycolspacer.Protein immobilization studies using aq uartz crystal microbalance (QCM)s howedt he assembly of the supramolecular complexeso nt he bilayer. Specific immobilization through the protein N-terminus is more efficient than through protein side-chain events. Reversible surfacer eleaseo ft he proteins could be achieved by washing with cucurbit[8]uril or buffer alone.T he described system shows the potentialo fs upramolecular assembly of proteins and providesamethod for site-specific protein immobilization under mild conditions in ar eversible manner.

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Determination of the Purity of Cucurbit[n]uril (n = 7, 8) Host Samples

Cited by 84 publications

References 16 publications

Incorporating Bacteria as a Living Component in Supramolecular Self-Assembled Monolayers through Dynamic Nanoscale Interactions

Incorporating Bacteria as a Living Component in Supramolecular Self-Assembled Monolayers through Dynamic Nanoscale Interactions

Assessment of Cooperativity in Ternary Peptide‐Cucurbit[8]uril Complexes

Supramolecular Protein Immobilization on Lipid Bilayers

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