Self-Assembly of Biocidal Nanotubes from a Single-Chain Diacetylene Amine Salt

Lee, Sang Beom; Koepsel, Richard R.; Stolz, Donna B.; Warriner, Heidi E.; Russell, Alan J.

doi:10.1021/ja048463i

Cited by 125 publications

(89 citation statements)

References 19 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…73,75,77 Such situation can only be realized in a confined attoliter volume. Potential medical and biological applications using self-assembled LNTs and polymer nanotubes are gradually in progress, including controlled drug release, 82 gene delivery, 83 cell adhesion, 84 antimicrobial activity, 85 helical crystallization of proteins, 86 and biomolecule sensing. 87 The alignment and ordered arrays of the solid LNTs on a substrate [88][89][90] are also important issues for their practical use.…”

Section: Future Aspectsmentioning

confidence: 99%

Self‐assembled organic nanotubes: Toward attoliter chemistry

Shimizu

2008

J. Polym. Sci. A Polym. Chem.

View full text Add to dashboard Cite

Diverse chemical functionalization of the inner and outer surfaces of the nanotubes enables us to sense and visualize the encapsulation and transport behavior of biomacromolecular guests. The event occurs specifically in attoliter volume nanospace inside the hollow cylinder of the nanotubes. Comparison of the organic nanotube history with that of well‐known carbon nanotubes and a variety of molecular building blocks as tube‐forming compounds were first introduced. Asymmetric organic nanotubes with different inner and outer surfaces were discussed in terms of molecular design, immobilization of functional moieties, and molecular packing. Finally, the practical examples of the organic nanotubes as a nanocontainer, nanochannel, and nanopipette were also described to feature the concept of “attoliter chemistry.” © 2008 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 46: 2601–2611, 2008

show abstract

Section: Future Aspectsmentioning

confidence: 99%

Self‐assembled organic nanotubes: Toward attoliter chemistry

Shimizu

2008

J. Polym. Sci. A Polym. Chem.

View full text Add to dashboard Cite

show abstract

“…7 Studies have shown that their ability to aggregate and physical contact of these particles with cell membranes plays a role in this toxicity. 8,9 In addition, due to methods of manufacture, there are often metal impurities (remnants of catalysis) that can cause adverse effects. 10 CBNs have been shown to have deleterious effects on a range of organisms such as algae, protozoa, guinea pigs and humans.…”

Section: Introductionmentioning

confidence: 99%

Mid-infrared spectroscopic assessment of nanotoxicity in Gram-negative vs. Gram-positive bacteria

Heys

Riding

Strong

et al. 2014

Analyst

View full text Add to dashboard Cite

Vibrational spectroscopy provides a spectral fingerprint identifying the effects of carbonbased nanoparticles in bacterial cells. 3 ABSTRACTNanoparticles appear to induce toxic effects through a variety of mechanisms including generation of reactive oxygen species (ROS), physical contact with the cell membrane and indirect catalysis due to remnants from manufacture. The development and subsequent increasing usage of nanomaterials has highlighted a growing need to characterize and assess the toxicity of nanoparticles, particularly those that may have detrimental health effects such as carbon-based nanomaterials (CBNs). Due to interactions of nanoparticles with some reagents, many traditional toxicity tests are unsuitable for use with CBNs. Infrared (IR) spectroscopy is a non-destructive, high throughput technique, which is unhindered by such problems. We explored the application of IR spectroscopy to investigate the effects of CBNs on Gram-negative (Pseudomonas fluorescens) and Gram-positive (Mycobacterium vanbaalenii PYR-1) bacteria. Two types of IR spectroscopy were compared: attenuated total reflection Fourier-transform infrared (ATR-FTIR) and synchrotron radiation-based FTIR (SR-FTIR) spectroscopy. This showed that Gram-positive and Gram-negative bacteria exhibit differing alterations when exposed to CBNs. Gram-positive bacteria appear more resistant to these agents and this may be due to the protection afforded by their more sturdy cell wall. Markers of exposure also vary according to Gram status; Amide II was consistently altered in Gram-negative bacteria and carbohydrate altered in Gram-positive bacteria. ATR-FTIR and SR-FTIR spectroscopy could both be applied to extract biochemical alterations induced by each CBN that were consistent across the two bacterial species; these may represent potential biomarkers of nanoparticle-induced alterations. Vibrational spectroscopy approaches may provide a novel means of fingerprinting the effects of CBNs in target cells.

show abstract

“…It has been found that a variety of amphiphilies, including alkylaldonamides (3), diacetylenic phospholipids (4,5), amino acid-based surfactants (6,7), and multicomponent mixtures in bile (8,9), selfassemble into cylindrical tubules in solutions. Recently, advances have been made in controlling the sizes and shapes of tubules by adjusting the chemical compositions and the conditions under which self-assembly occurs (10)(11)(12)(13)(14)(15)(16).…”

mentioning

confidence: 99%

Liquid-crystal imaging of molecular-tilt ordering in self-assembled lipid tubules

Zhao

Mahajan

Lü

et al. 2005

Proc. Natl. Acad. Sci. U.S.A.

View full text Add to dashboard Cite

Self-assembled cylindrical tubules of chiral phospholipids are interesting supramolecular structures. Understanding the moleculartilt order is a key step in controlling the size and shape of the tubules and designing new functional materials. The current theories based on the chiral interactions, coupled with molecular tilt, have predicted that the tubules could have both uniform and modulated tilt states. Here, we image the molecular-tilt order in the self-assembled tubules of a chiral phospholipid by using liquid crystals as an optical amplification probe. We demonstrate that the organization of the molecular-tilt azimuth in the lipid tubules can induce an azimuthal orientation in the liquid crystals. Both uniform and modulated tilt states of the lipid tubules are observed after liquid-crystal optical amplification.liquid-crystal amplification ͉ molecular ordering ͉ self-assembly ͉ optical amplification ͉ supramolecular structure T he self-assembled cylindrical tubules have attracted considerable attention because of their interesting supramolecular structures and technological applications (1, 2). It has been found that a variety of amphiphilies, including alkylaldonamides (3), diacetylenic phospholipids (4, 5), amino acid-based surfactants (6, 7), and multicomponent mixtures in bile (8, 9), selfassemble into cylindrical tubules in solutions. Recently, advances have been made in controlling the sizes and shapes of tubules by adjusting the chemical compositions and the conditions under which self-assembly occurs (10-16).Theoretical models based on the chiral interactions, coupled with molecular tilt, have been used to explain the formation of the cylindrical tubules (17)(18)(19). In these models, the chiral molecules do not pack parallel to their neighbors but, rather, at a nonzero angle with respect to their neighbors. This chiral packing causes the twisting of a bilayer stripe, which leads to the formation of cylindrical tubules. The model by Selinger et al. (19) suggests that the tubules can have both uniform and modulated tilt states. In the uniform tilt state, the tubule has a constant orientation of the molecule tilt with respect to the equator of the cylinder (Fig. 1a). In the modulated tilt state, the tubule has a periodic modulated structure by helical stripes in the molecular tilted direction winding around the cylinder. The direction of the molecular tilt smoothly varies across the stripes and jumps at the edges of the stripes (Fig. 1b). These stripes in the tubules are suggested to be analogous to the tilted stripes seen in the Langmuir monolayers (20) but in a cylindrical rather than a planar geometry. To our knowledge, there has been no experimental test of the theoretical predictions because of the difficulty in probing the local direction of the molecular tilt in the tubules.In recent years, there has been an increased interest in developing an imaging technique based on liquid-crystal optical amplification for studying the structures and physical properties of organic and biological interfac...

show abstract

Self-Assembly of Biocidal Nanotubes from a Single-Chain Diacetylene Amine Salt

Cited by 125 publications

References 19 publications

Self‐assembled organic nanotubes: Toward attoliter chemistry

Self‐assembled organic nanotubes: Toward attoliter chemistry

Mid-infrared spectroscopic assessment of nanotoxicity in Gram-negative vs. Gram-positive bacteria

Liquid-crystal imaging of molecular-tilt ordering in self-assembled lipid tubules

Contact Info

Product

Resources

About