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Related Concept Videos

Chirality02:25

Chirality

Chirality is a term that describes the lack of mirror symmetry in an object. In other words, chiral objects cannot be superposed on their mirror images. For example, our feet are chiral, as the mirror image of the left foot, the right foot, cannot be superposed on the left foot.
Chiral objects exhibit a sense of handedness when they interact with another chiral object. For example, our left foot can only fit in the left shoe and not in the right shoe. Achiral objects — objects that have...
Prochirality02:05

Prochirality

The concept of prochirality leads to the nomenclature of the individual faces of a molecule and plays a crucial role in the enantioselective reaction. It is a concept where two or more achiral molecules react to produce chiral products. A typical process is the reaction of an achiral ketone to generate a chiral alcohol. Here, the achiral reactant reacts with an achiral reducing agent, sodium borohydride, to generate an equimolar mixture of the chiral enantiomers of the product. For example, an...
Chirality in Nature02:30

Chirality in Nature

Chirality is the most intriguing yet essential facet of nature, governing life’s biochemical processes and precision. It can be observed from a snail shell pattern in a macroscopic world to an amino acid, the minutest building block of life. Most of the snails around the world have right-coiled shells because of the intrinsic chirality in their genes. All the amino acids present in the human body exist in an enantiomerically pure state, except for glycine - the sole achiral amino acid. The...
Molecules with Multiple Chiral Centers02:25

Molecules with Multiple Chiral Centers

Molecules that possess multiple chiral centers can afford a large number of stereoisomers. For instance, while some molecules like 2-butanol have one chiral center, defined as a tetrahedral carbon atom with four different substituents attached, several molecules like butane-2,3-diol have multiple chiral centers. A simple formula to predict the number of stereoisomers possible for a molecule with n chiral centers is 2n. However, there can be a lower number where some of the stereoisomers are...
Chirality at Nitrogen, Phosphorus, and Sulfur02:30

Chirality at Nitrogen, Phosphorus, and Sulfur

Chirality is most prevalent in carbon-based tetrahedral compounds, but this important facet of molecular symmetry extends to sp3-hybridized nitrogen, phosphorus and sulfur centers, including trivalent molecules with lone pairs. Here, the lone pair behaves as a functional group in addition to the other three substituents to form an analogous tetrahedral center that can be chiral.
A consequence of chirality is the need for enantiomeric resolution. While this is theoretically possible for all...
Fischer Projections02:18

Fischer Projections

Learning to draw Fischer projections of molecules and understanding their relevance plays a crucial role in the visual depiction of organic molecules. A Fischer projection is a two-dimensional projection on a planar surface to simplify the three-dimensional wedge–dash representation of molecules. This is especially helpful in the case of molecules with multiple chiral centers that can be difficult to draw. Here, all the bonds of interest are represented as horizontal or vertical lines. While...

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A Micropatterning Assay for Measuring Cell Chirality
08:07

A Micropatterning Assay for Measuring Cell Chirality

Published on: March 11, 2022

Chiral textures inside 2D achiral domains.

Eugenio Jiménez-Millan1, Juan J Giner-Casares, María T Martín-Romero

  • 1Department of Physical Chemistry, University of Córdoba, Campus de Rabanales, E-14014 Córdoba, Spain.

Journal of the American Chemical Society
|November 1, 2011
PubMed
Summary
This summary is machine-generated.

Researchers created a chiral interface using a dye and phospholipid mixture. This self-assembled monolayer exhibits optical activity, demonstrating supramolecular chirality even in achiral structures.

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Published on: February 15, 2016

Area of Science:

  • Supramolecular Chemistry
  • Materials Science
  • Nanotechnology

Background:

  • Chiral interfaces are crucial for biological recognition and advanced nanotechnology.
  • Understanding the formation and properties of chiral structures at interfaces is essential.

Purpose of the Study:

  • To construct a mixed Langmuir monolayer with optical activity.
  • To investigate the self-assembly mechanisms driving supramolecular chirality.
  • To demonstrate supramolecular chirality within nonchiral domain shapes.

Main Methods:

  • Formation of a mixed Langmuir monolayer using a surface-active dye and a phospholipid.
  • Characterization of the monolayer's optical activity.
  • Analysis of self-assembly processes at the molecular level.

Main Results:

  • The mixed monolayer exhibited measurable optical activity.
  • The self-assembly of polar headgroups of the dye was identified as the driving force for chirality.
  • Supramolecular chirality was confirmed within domains lacking inherent chiral shape.

Conclusions:

  • A novel chiral interface was successfully fabricated using a simple mixture.
  • The study elucidates the molecular basis for induced supramolecular chirality.
  • This work has implications for chiral sensing and nanoscale device design.