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Molecules with Multiple Chiral Centers02:25

Molecules with Multiple Chiral Centers

15.9K
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...
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Prochirality02:05

Prochirality

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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...
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Chirality in Nature02:30

Chirality in Nature

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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.
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Chirality02:25

Chirality

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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...
31.0K
Fischer Projections02:18

Fischer Projections

17.1K
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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Racemic Mixtures and the Resolution of Enantiomers02:30

Racemic Mixtures and the Resolution of Enantiomers

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A racemic mixture, or racemate, is an equimolar mixture of enantiomers of a molecule that can be separated using their unique interaction with chiral molecules or media. Racemic mixtures are denoted by the (±)- prefix. This ‘optical rotation descriptor’ applies to the whole solution of a racemic mixture rather than a specific stereoisomer. Enantiomers typically have the same physical and chemical properties. Hence, they are not easily separable. However, enantiomers can exhibit...
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Related Experiment Video

Updated: Mar 7, 2026

From Constructs to Crystals – Towards Structure Determination of β-barrel Outer Membrane Proteins
09:55

From Constructs to Crystals – Towards Structure Determination of β-barrel Outer Membrane Proteins

Published on: July 4, 2016

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Dimer crystallization of chiral proteoids.

Po-Yuan Wang1, Thomas G Mason2

  • 1Department of Chemistry and Biochemistry, University of California-Los Angeles, 607 Charles Young Dr East, Los Angeles, CA 90095, USA. mason@chem.ucla.edu and Department of Materials Science and Engineering, University of California-Los Angeles, 410 Westwood Plaza, Los Angeles, CA 90095, USA.

Physical Chemistry Chemical Physics : PCCP
|February 25, 2017
PubMed
Summary
This summary is machine-generated.

Researchers designed chiral C-shaped proteoids that self-assemble into enantiopure lock-and-key dimers and crystals. This steric control method guides hierarchical self-ordering, mimicking protein crystallization without specific attractions.

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High-throughput Crystallization of Membrane Proteins Using the Lipidic Bicelle Method
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High-throughput Crystallization of Membrane Proteins Using the Lipidic Bicelle Method

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Crystallizing Membrane Proteins for Structure Determination using Lipidic Mesophases
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Crystallizing Membrane Proteins for Structure Determination using Lipidic Mesophases

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Related Experiment Videos

Last Updated: Mar 7, 2026

From Constructs to Crystals – Towards Structure Determination of β-barrel Outer Membrane Proteins
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From Constructs to Crystals – Towards Structure Determination of β-barrel Outer Membrane Proteins

Published on: July 4, 2016

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High-throughput Crystallization of Membrane Proteins Using the Lipidic Bicelle Method
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High-throughput Crystallization of Membrane Proteins Using the Lipidic Bicelle Method

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Crystallizing Membrane Proteins for Structure Determination using Lipidic Mesophases
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Crystallizing Membrane Proteins for Structure Determination using Lipidic Mesophases

Published on: November 21, 2010

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Area of Science:

  • Colloid science
  • Materials science
  • Biophysics

Background:

  • Proteins exhibit hierarchical self-assembly into organized structures.
  • Understanding factors influencing protein self-assembly, like core shape and entropy, is crucial.
  • Colloidal systems offer a model for studying self-assembly principles.

Purpose of the Study:

  • To investigate how protein core shapes and entropy influence self-assembly.
  • To explore the self-assembly of proteomimetic colloids (proteoids) under crowding conditions.
  • To demonstrate rational design of colloidal particles for controlled hierarchical self-ordering.

Main Methods:

  • Fabrication of lithographically defined proteomimetic colloids (proteoids) with specific core shapes.
  • Observation of Brownian monolayers of mobile proteoids under slow crowding.
  • Utilizing time-lapse video microscopy to analyze self-assembly dynamics and kinetics.
  • Mutating proteoid sub-particle features to tune assembly outcomes.

Main Results:

  • Chiral C-shaped proteoids self-assembled into enantiopure lock-and-key chiral dimers.
  • These dimers formed lock-and-key arrangements into chiral dimer crystals due to complementary perimeters.
  • Tautomerization translocation reactions were observed, expelling monomers and accelerating crystallization.
  • Lithographic mutation of proteoids allowed tuning of dimer crystal types and structures.

Conclusions:

  • Rational design of hard-core colloidal shapes with specific sub-particle features can direct self-assembly pathways.
  • Steric selection, without site-specific attractions, can achieve precise hierarchical self-ordering.
  • This approach mimics protein crystallization, offering a route to engineer complex self-assembled structures.