Effect of Molecular Chirality on the Morphology of Biomimetic Langmuir Monolayers

Nandi, Nilashis; Vollhardt, D.

doi:10.1021/cr0006674

Cited by 185 publications

(160 citation statements)

References 192 publications

Supporting

Mentioning

145

Contrasting

Order By: Relevance

“…Nandi and Vollhardt [234,235] reported recently the chiral discrimination of enantiomers in monolayers of methyl esters of palmitoyl-aspartic acid and NR-stearoylserine. The visualization of chiral morphologies was accomplished via Brewster-angle microscopy (BAM).…”

Section: Diastereomers and Diastereomeric Recognitionmentioning

confidence: 99%

“…Not all examples given are illustrated with figures, some examples are covered in more detail and others only very briefly, in which it might be necessary to consult the original literature to obtain a more detailed picture of the particular case. There are several reviews that have covered various aspects of the field, in part with a different perspective [9][10][11][12][13][14][15][16][17][18].…”

mentioning

confidence: 99%

See 1 more Smart Citation

Molecular chirality at surfaces

Ernst

2012

Physica Status Solidi (b)

221

264

View full text Add to dashboard Cite

With the adsorption of larger molecules being increasingly tackled by surface scientists, the aspect of chirality often plays a role. This paper gives a topical review of molecular chirality at surfaces and gives a phenomenological overview of different aspects of adsorption and self‐assembly of chiral and prochiral molecules and the principles of mirror‐symmetry breaking at a surface. After a brief introduction into the history of molecular chirality and the important role it played for understanding the spatial structure of molecules, definitions of chirality are presented. Topics treated here are principle ways to create single chiral adsorbates, chiral ensembles, and monolayers by achiral molecules, adsorption of intrinsically chiral molecules at achiral and chiral surfaces, long‐range symmetry breaking in two‐dimensional (2D) crystals due to additional chiral bias, chiral restructuring of solid surfaces under the influence of chiral molecules, switching the handedness of adsorbates, and chirality at the liquid/air interface. An outlook onto further potential research directions and recommendations for further reading, including nonsurface‐related sources of chiral topics completes this paper.

show abstract

Section: Diastereomers and Diastereomeric Recognitionmentioning

confidence: 99%

mentioning

confidence: 99%

Molecular chirality at surfaces

Ernst

2012

Physica Status Solidi (b)

221

264

View full text Add to dashboard Cite

show abstract

“…A previous study [11] showed by means of Bruster laser microscopy the formation of chiral dimeric domains on the surface of aqueous solution of N-stearoylserine methyl ester L-or D-enanthiomeres. Surface-active molecules of this substance form a condensed phase in the form of spirals.…”

Section: Resultsmentioning

confidence: 97%

Biological fluids as chiral anisometric media

2012

View full text Add to dashboard Cite

Molecules of dissolved substance in many homochiral solutions are arranged in linear associations forming chiral strings (with length to diameter proportion of 10(1)-10(5)), which leads to solidification of the solution into anisometric gel. This paper describes the formation of the string system in aqueous solution of amino acid phenylalanine, formation of individual strings, weaving of thin strings into thick ones, successive alteration of the solution chirality sign with transition to new levels of the association organization. It seems that biological media are anisometric fluids containing chiral molecular associations and strings, or anisometric gels.

show abstract

“…For a given dopant concentration, this effect is maximized when only one of the enantiomers is present, and it vanishes when the dopant consists of a racemic mixture. In Langmuir monolayers, it is well-known that the use of enantiomeric chiral surfactants typically leads to the formation of ordered domains with enantiomorphic (mirror-symmetric) chiral shapes [5]. It has also been observed that achiral surfactants can lead to the formation of ordered domains of achiral shapes but with chiral inner textures of molecular order [6,7].…”

Section: Introductionmentioning

confidence: 99%

Stirring competes with chemical induction in chiral selection of Langmuir monolayer domains

Petit-Garrido

Claret

Ignés‐Mullol

et al. 2013

MATEC Web of Conferences

View full text Add to dashboard Cite

Abstract. Chirality, the absence of mirror symmetry, can be equally invoked in relation to physical forces and chemical induction processes, yet a competition between these two types of influences is rarely reported. Here, we employ Langmuir monolayers of azobenzene surfactants as a prototypical self-assembled two-dimensional system in which chiral selection is controlled by the combined independent action of a chiral dopant and vortical stirring. The two effects can be arbitrarily coupled, either constructively or destructively, leading to a situation of perfect compensation. The induced enantiomorphic excess is measured in terms of the statistical imbalance of an ensemble of sub-millimeter monolayer domains, where achiral molecules self-assemble with a well-defined orientational chirality, which is unambiguously resolved using Brewster angle microscopy.

show abstract

Effect of Molecular Chirality on the Morphology of Biomimetic Langmuir Monolayers

Cited by 185 publications

References 192 publications

Molecular chirality at surfaces

Molecular chirality at surfaces

Biological fluids as chiral anisometric media

Stirring competes with chemical induction in chiral selection of Langmuir monolayer domains

Contact Info

Product

Resources

About