Jove
Visualize
Contact Us
JoVE
x logofacebook logolinkedin logoyoutube logo
ABOUT JoVE
OverviewLeadershipBlogJoVE Help Center
AUTHORS
Publishing ProcessEditorial BoardScope & PoliciesPeer ReviewFAQSubmit
LIBRARIANS
TestimonialsSubscriptionsAccessResourcesLibrary Advisory BoardFAQ
RESEARCH
JoVE JournalMethods CollectionsJoVE Encyclopedia of ExperimentsArchive
EDUCATION
JoVE CoreJoVE BusinessJoVE Science EducationJoVE Lab ManualFaculty Resource CenterFaculty Site
Terms & Conditions of Use
Privacy Policy
Policies

Related Concept Videos

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...
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...
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...
¹H NMR Chemical Shift Equivalence: Enantiotopic and Diastereotopic Protons00:58

¹H NMR Chemical Shift Equivalence: Enantiotopic and Diastereotopic Protons

Replacing each alpha-hydrogen in chloroethane by bromine (or a different functional group) yields a pair of enantiomers. Such protons are called prochiral or enantiotopic and are related by a mirror plane. Enantiotopic protons are chemically equivalent in an achiral environment. Because most proton NMR spectra are recorded using achiral solvents, enantiotopic hydrogens yield a single signal.
In chiral compounds such as 2-butanol, replacing the methylene hydrogens at C3 produces a pair of...

You might also read

Related Articles

Articles linked to this work by shared authors, journal, and citation graph.

Sort by
Same author

Determination of iriflophenone 3-C-β-d-glucoside from Aquilaria spp. by an indirect competitive enzyme-linked immunosorbent assay using a specific polyclonal antibody.

Journal of food science·2013
Same author

A case of cancer of the ampulla of Vater accompanied by malrotation.

The Kurume medical journal·2013
Same author

MLL2 and KDM6A mutations in patients with Kabuki syndrome.

American journal of medical genetics. Part A·2013
Same author

Toll-like receptor 4 mediates retinal ischemia/reperfusion injury through nuclear factor-κB and spleen tyrosine kinase activation.

Investigative ophthalmology & visual science·2013
Same author

Study of 1,3,5-triazine-based catalytic amide-forming reactions: effect of solvents and basicity of reactants.

Chemical & pharmaceutical bulletin·2013
Same author

Treatment of the chronic itch of atopic dermatitis using standard drugs and kampo medicines.

Biological & pharmaceutical bulletin·2013

Related Experiment Video

Updated: Jul 14, 2026

A Micropatterning Assay for Measuring Cell Chirality
08:07

A Micropatterning Assay for Measuring Cell Chirality

Published on: March 11, 2022

Chirality sensing with synthetic pores.

Hiroyuki Tanaka1, Stefan Matile

  • 1Department of Organic Chemistry, University of Geneva, Geneva, Switzerland.

Chirality
|June 30, 2007
PubMed
Summary

This study introduces a novel method for determining enantiomeric excess using synthetic pores and enzymes. This approach accurately detects enantiomeric concentrations, crucial for chemistry, pharmacology, and medicine.

Area of Science:

  • Supramolecular Chemistry
  • Analytical Chemistry
  • Biotechnology

Background:

  • Accurate determination of enantiomeric excess (ee) is critical in pharmaceuticals and chemical synthesis.
  • Existing methods for detecting high ee can be challenging and lack precision.
  • Stimuli-responsive synthetic pores often exhibit poor stereoselectivity in molecular recognition.

Purpose of the Study:

  • To introduce a novel concept for determining enantiomeric excess using synthetic multifunctional pores.
  • To couple the limited stereoselectivity of synthetic pores with the high stereospecificity of enzymes.
  • To enable accurate detection of extreme enantiomeric excess values.

Main Methods:

  • Enzymatic conversion of one enantiomer of a substrate.

More Related Videos

Engineering Molecular Recognition with Bio-mimetic Polymers on Single Walled Carbon Nanotubes
09:28

Engineering Molecular Recognition with Bio-mimetic Polymers on Single Walled Carbon Nanotubes

Published on: January 10, 2017

Membrane Transport Processes Analyzed by a Highly Parallel Nanopore Chip System at Single Protein Resolution
11:55

Membrane Transport Processes Analyzed by a Highly Parallel Nanopore Chip System at Single Protein Resolution

Published on: August 16, 2016

Related Experiment Videos

Last Updated: Jul 14, 2026

A Micropatterning Assay for Measuring Cell Chirality
08:07

A Micropatterning Assay for Measuring Cell Chirality

Published on: March 11, 2022

Engineering Molecular Recognition with Bio-mimetic Polymers on Single Walled Carbon Nanotubes
09:28

Engineering Molecular Recognition with Bio-mimetic Polymers on Single Walled Carbon Nanotubes

Published on: January 10, 2017

Membrane Transport Processes Analyzed by a Highly Parallel Nanopore Chip System at Single Protein Resolution
11:55

Membrane Transport Processes Analyzed by a Highly Parallel Nanopore Chip System at Single Protein Resolution

Published on: August 16, 2016

  • Utilizing substrates as effective pore blockers and products as poor pore blockers.
  • Experimental validation using poly-glutamate enantiomers, subtilisin A enzyme, and a beta-barrel synthetic pore.

    • Main Results:

    • The enzymatic conversion effectively revealed the concentration of the unreacted enantiomer.
    • Substrates demonstrated high blockage efficiency, while products showed poor blockage efficiency in the synthetic pore.
    • The concept was experimentally validated, confirming its potential for accurate ee determination.

    Conclusions:

    • The combined approach of synthetic pores and enzymes offers a viable strategy for determining enantiomeric excess.
    • This method shows promise for accurately detecting high enantiomeric excess, overcoming limitations of current techniques.
    • The findings have significant implications for chiral analysis in chemistry, pharmacology, and medicine.