A Highly Active Anion‐Selective Aminocyclodextrin Ion Channel

Madhavan, Nandita; Robert, Erin C.; Gin, Mary S.

doi:10.1002/ange.200501625

Cited by 27 publications

(3 citation statements)

References 44 publications

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“…We have previously reported a highly active monomolecular aminocyclodextrin ion channel the activity of which is on par with natural ion channels (1, Scheme 1). [10] Channel 1 was found to be anion selective at neutral pH and its selectivity among anions is I À > Br À > Cl À . The anion selectivity of the channel is attributed to the presence of positively charged amIon-channel mimics are able to transmit electrical signals across phospholipid membranes, and can be envisioned as nanoswitches for molecular electronics.…”

Section: Introductionmentioning

confidence: 98%

Increasing pH Causes Faster Anion‐ and Cation‐Transport Rates through a Synthetic Ion Channel

Madhavan

Gin

2007

ChemBioChem

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Ion-channel mimics are able to transmit electrical signals across phospholipid membranes, and can be envisioned as nanoswitches for molecular electronics. Here, we reported the use of pH to alter ion-transport rates through a synthetic aminocyclodextrin ion channel. Both cation- and anion-transport rates were found to increase with an increase in pH due to the unique electrostatics of the multiple ammonium groups that line the channel pore. Such pH regulation of ion transport rates is unique and can be exploited for sensing applications.

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Section: Introductionmentioning

confidence: 98%

Increasing pH Causes Faster Anion‐ and Cation‐Transport Rates through a Synthetic Ion Channel

Madhavan

Gin

2007

ChemBioChem

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“…These possibilities have stimulated recent interest in the design and study of synthetic anion transporters 8. The work has encompassed self‐assembling channels,9 monomeric channels10 and receptors acting as mobile carriers 11. Among the latter, we have described the “cholapods” 1 and 2 (see below) 11a,b…”

Section: Introductionmentioning

confidence: 99%

Recyclable Catalysts for Palladium‐Catalyzed Aminations of Aryl Halides

Dumrath

Lübbe

Neumann

et al. 2011

Chemistry A European J

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Chloride transport by a series of steroid‐based “cholapod” receptors/carriers was studied in vesicles. The principal method involved preincorporation of the cholapods in the vesicle membranes, and the use of lucigenin fluorescence quenching to detect inward‐transported Cl−. The results showed a partial correlation between anion affinity and transport activity, in that changes at the steroidal 7 and 12 positions affected both properties in concert. However, changes at the steroidal 3‐position yielded irregular effects. Among the new steroids investigated the bis‐p‐nitrophenylthiourea 3 showed unprecedented activity, giving measurable transport through membranes with a transporter/lipid ratio of 1:250 000 (an average of <2 transporter molecules per vesicle). Increasing transporter lipophilicity had no effect, and positively charged steroids had low activity. The p‐nitrophenyl monourea 25 showed modest but significant activity. Measurements using a second method, requiring the addition of transporters to preformed vesicle suspensions, implied that transporter delivery was problematic in some cases. A series of measurements employing membranes of different thicknesses provided further evidence that the cholapods act as mobile anion carriers.

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“…Hofmeister effects play a key role in many physicochemical and biological phenomena, such as the solubility of hydrophobic solutes, [14,15] the cloud points of nonionic surfactants and lipid bilayers, [16,17] the activities of enzymes, [5,13,18] the ionic actions in ion channels, [19–21] and the surface tension of salt solutions [22,23] . This minireview focuses on how ionic specificity modulates the physicochemical properties of biological molecules, and specifically how cellular exocytosis, vesicular content and vesicle opening are regulated by the Hofmeister series resulting in the realization of a means to the simultaneously count molecules in each subvesicular compartment (i. e., halo and dense core) of nanovesicles with a dense core.…”

Section: Introductionmentioning

confidence: 99%

Hofmeister Series: From Aqueous Solution of Biomolecules to Single Cells and Nanovesicles

Ewing

2023

ChemBioChem

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Hofmeister effects play a critical role in numerous physicochemical and biological phenomena, including the solubility and/or accumulation of proteins, the activities of enzymes, ion transport in biochannels, the structure of lipid bilayers, and the dynamics of vesicle opening and exocytosis. This minireview focuses on how ionic specificity affects the physicochemical properties of biomolecules to regulate cellular exocytosis, vesicular content, and nanovesicle opening. We summarize recent progress in further understanding Hofmeister effects on biomacromolecules and their applications in biological systems. These important steps have increased our understanding of the Hofmeister effects on cellular exocytosis, vesicular content, and nanovesicle opening. Increasing evidence is firmly establishing that the ions along the Hofmeister series play an important role in living organisms that has often been ignored.

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A Highly Active Anion‐Selective Aminocyclodextrin Ion Channel

Cited by 27 publications

References 44 publications

Increasing pH Causes Faster Anion‐ and Cation‐Transport Rates through a Synthetic Ion Channel

Increasing pH Causes Faster Anion‐ and Cation‐Transport Rates through a Synthetic Ion Channel

Recyclable Catalysts for Palladium‐Catalyzed Aminations of Aryl Halides

Hofmeister Series: From Aqueous Solution of Biomolecules to Single Cells and Nanovesicles

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