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Related Concept Videos

Indirect-Acting Cholinergic Agonists: Chemistry and Structure-Activity Relationship01:29

Indirect-Acting Cholinergic Agonists: Chemistry and Structure-Activity Relationship

Indirect-acting cholinergic agonists are agents that interact with the acetylcholinesterase enzyme in the synaptic cleft, preventing the breakdown of acetylcholine into choline and acetate. Consequently, the concentration of acetylcholine in the synaptic cleft increases. These agonists can be classified into reversible and irreversible inhibitors based on their duration of action.
Reversible inhibitors display short to medium durations of action. Short-acting agents include simple alcohols with...
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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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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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Indirect-acting cholinergic agonists work by interacting with an enzyme called acetylcholinesterase (AChE) in the synaptic cleft. They can be reversible or irreversible inhibitors and have different effects on the enzyme.
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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.
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Updated: Jun 23, 2026

Determination of the Gas-phase Acidities of Oligopeptides
11:00

Determination of the Gas-phase Acidities of Oligopeptides

Published on: June 24, 2013

A small molecule diacid with long-term chiral memory.

Roger D Rasberry1, Xiangyang Wu, Brooke N Bullock

  • 1Department of Chemistry and Biochemistry, University of South Carolina, Columbia, South Carolina 29208, USA.

Organic Letters
|May 22, 2009
PubMed
Summary
This summary is machine-generated.

Researchers developed a novel chiral molecule with memory. This molecule achieves chiral enrichment through heating with a chiral guest, retaining memory even after guest removal, enabling use as a reversible chiral switch.

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Area of Science:

  • Organic Chemistry
  • Supramolecular Chemistry

Background:

  • Axially chiral molecules are crucial in asymmetric synthesis.
  • Developing materials with inherent chiral memory is an ongoing challenge.

Purpose of the Study:

  • To design and synthesize a novel axially chiral diacid with chiral memory properties.
  • To investigate the guest-induced chiral enrichment and long-term stability of the designed molecule.

Main Methods:

  • Design of an axially chiral diacid featuring restricted rotation.
  • Chiral enrichment of a racemic mixture using a chiral alkaloid guest.
  • Spectroscopic analysis and stability studies at room temperature.

Main Results:

  • A small, axially chiral diacid was successfully synthesized.
  • Heating the racemic diacid with a chiral alkaloid guest resulted in up to 40% enantiomeric excess.
  • The induced chirality was stable upon cooling and even after guest removal, with a half-life of 14 years.
  • The chiral enrichment process demonstrated reversibility.

Conclusions:

  • The designed diacid exhibits robust chiral memory.
  • The molecule can function as a reversible chiral switch, offering potential applications in chiral separations and sensing.