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Related Concept Videos

Lewis Acids and Bases02:33

Lewis Acids and Bases

38.1K
In 1923, G. N. Lewis proposed a generalized definition of acid-base behavior in which acids and bases are identified by their ability to accept or to donate a pair of electrons and form a coordinate covalent bond.
A coordinate covalent bond (or dative bond) occurs when one of the atoms in the bond provides both bonding electrons. For example, a coordinate covalent bond occurs when a water molecule combines with a hydrogen ion to form a hydronium ion. A coordinate covalent bond also results when...
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Lewis Acids and Bases02:16

Lewis Acids and Bases

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This lesson delves into Lewis acids and bases in the context of the octet rule for electron-deficient compounds. Here, the concept is discussed, emphasizing the group 13 elements like boron or aluminium. Since group 13 elements possess three valence electrons, they form trivalent compounds with a sextet of electrons and a vacant orbital for the central atom. Consequently, these electron-deficient compounds accept electrons from other species to complete their octet in a chemical reaction. They...
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Cooperative Allosteric Transitions01:58

Cooperative Allosteric Transitions

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Cooperative allosteric transitions can occur in multimeric proteins, where each subunit of the protein has its own ligand-binding site. When a ligand binds to any of these subunits, it triggers a conformational change that affects the binding sites in the other subunits; this can change the affinity of the other sites for their respective ligands. The ability of the protein to change the shape of its binding site is attributed to the presence of a mix of flexible and stable segments in the...
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Cooperative Allosteric Transitions

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Cooperative Allosteric Transitions

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Lewis Symbols and the Octet Rule02:36

Lewis Symbols and the Octet Rule

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Chemical bonds are complex interactions between two or more atoms or ions, which reduce the potential energy of the molecule. Gilbert N. Lewis developed a model called the Lewis model that simplified the depiction of chemical bond formation and provided straightforward explanations for the chemical bonds seen in most common compounds.
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Site Directed Spin Labeling and EPR Spectroscopic Studies of Pentameric Ligand-Gated Ion Channels
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A Lewis acid-mediated conformational switch.

Peter C Knipe1, Hannah Lingard, Ian M Jones

  • 1Department of Chemistry, Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford, OX1 3TA, UK. sam.thompson@chem.ox.ac.uk andrew.hamilton@chem.ox.ac.uk.

Organic & Biomolecular Chemistry
|September 4, 2014
PubMed
Summary
This summary is machine-generated.

Researchers designed a new molecule that changes shape when it detects Lewis acids like metalloporphyrins. This molecular conformational change has potential applications in artificial receptors and drug delivery systems.

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Area of Science:

  • Supramolecular Chemistry
  • Organic Chemistry
  • Materials Science

Background:

  • Molecules with stimulus-responsive conformational changes are crucial for advanced applications.
  • These include artificial chemoreceptors, drug delivery, and liquid crystal technologies.

Purpose of the Study:

  • To design, synthesize, and characterize an isonicotinamide-substituted diphenylacetylene.
  • To investigate its conformational behavior upon recognition of Lewis acids, specifically metalloporphyrins.

Main Methods:

  • Synthesis of the isonicotinamide-substituted diphenylacetylene.
  • Spectroscopic and structural analysis to determine conformational changes.
  • Investigation of binding interactions with Lewis acids.

Main Results:

  • The molecule exhibits distinct conformational changes upon binding Lewis acids.
  • Binding occurs at the pyridyl nitrogen, a remote site.
  • This binding enhances the hydrogen-bond donating ability of a proximal amide NH group.

Conclusions:

  • The study demonstrates a novel molecular design for stimulus-responsive systems.
  • The conformational preference for a specific alkyne rotamer is maintained through hydrogen bonding.
  • This work provides insights into designing molecules for chemoreception and other applications.