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Amines to Amides: Acylation of Amines01:19

Amines to Amides: Acylation of Amines

Various carboxylic acid derivatives (such as acid chlorides, esters, and anhydrides) can be used for the acylation of amines to yield amides. The reaction requires two equivalents of amines. The first amine molecule functions as a nucleophile and attacks the carbonyl carbon to produce a tetrahedral intermediate. This is followed by the loss of the leaving group and restoration of the C=O bond.
Next, the second equivalent of amine serves as a Brønsted base and deprotonates the quaternary amide...
Acid Halides to Amides: Aminolysis01:07

Acid Halides to Amides: Aminolysis

Aminolysis is a nucleophilic acyl substitution reaction, where ammonia or amines act as nucleophiles to give the substitution product. Acid halides react with ammonia, primary amines, and secondary amines to yield primary, secondary, and tertiary amides, respectively.
In the first step of the aminolysis mechanism, the amine attacks the carbonyl carbon of the acyl chloride to form a tetrahedral intermediate. In the second step, the carbonyl group is re-formed with the elimination of a chloride...
Affinity Chromatography01:03

Affinity Chromatography

Affinity chromatography is a powerful technique extensively utilized for separating and purifying specific biomolecules from complex mixtures. It capitalizes on the highly selective binding between an analyte and its counterpart, such as antibody-antigen interactions. The counterpart is immobilized on the stationary phase, forming an affinity column. The stationary phase typically consists of solid support, such as agarose or porous glass beads, immobilizing the affinity ligand. The mobile...
Reduction of Alkenes: Asymmetric Catalytic Hydrogenation02:17

Reduction of Alkenes: Asymmetric Catalytic Hydrogenation

Catalytic hydrogenation of alkenes is a transition-metal catalyzed reduction of the double bond using molecular hydrogen to give alkanes. The mode of hydrogen addition follows syn stereochemistry.
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
Amides to Amines: LiAlH4 Reduction01:20

Amides to Amines: LiAlH4 Reduction

Amide reduction with strong reducing agents like lithium aluminum hydride proceeds through a nucleophilic acyl substitution to form amines. Primary, secondary, and tertiary amides yield primary, secondary, and tertiary amines, respectively.
Amide reduction requires two equivalents of the reducing agent, acting as a source of hydride ions. As shown in the figure, the reaction is initiated with a nucleophilic attack by the hydride ion at the carbonyl carbon to form a tetrahedral intermediate.
Cycloaddition Reactions: MO Requirements for Thermal Activation01:16

Cycloaddition Reactions: MO Requirements for Thermal Activation

Thermal cycloadditions are reactions where the source of activation energy needed to initiate the reaction is provided in the form of heat. A typical example of a thermally-allowed cycloaddition is the Diels–Alder reaction, which is a [4 + 2] cycloaddition. In contrast, a [2 + 2] cycloaddition is thermally forbidden.

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Updated: Jun 20, 2026

Sequence-specific Labeling of Nucleic Acids and Proteins with Methyltransferases and Cofactor Analogues
12:07

Sequence-specific Labeling of Nucleic Acids and Proteins with Methyltransferases and Cofactor Analogues

Published on: November 22, 2014

Convenient modular method for affinity labeling (MoAL method) based on a catalytic amidation.

Munetaka Kunishima1, Shuichi Nakanishi, Jin Nishida

  • 1Faculty of Pharmaceutical Sciences, Institute of Medical, Pharmaceutical, and Health Sciences, Kanazawa University, Kakuma-machi, Kanazawa 920-1192, Japan. kunisima@p.kanazawa-u.ac.jp

Chemical Communications (Cambridge, England)
|September 16, 2009
PubMed
Summary
This summary is machine-generated.

A new modular method simplifies creating affinity probes by preparing key components separately. This catalytic amidation approach enhances the efficiency of molecular probe development for various applications.

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Area of Science:

  • Chemical Biology
  • Organic Synthesis
  • Molecular Probes

Background:

  • Affinity labeling is crucial for studying molecular interactions.
  • Traditional methods often involve complex, multi-step syntheses of affinity probes.
  • A need exists for more modular and efficient probe construction strategies.

Purpose of the Study:

  • To develop a modular methodology for synthesizing affinity probes.
  • To enable the separate preparation of essential affinity probe components.
  • To utilize catalytic amidation as the core reaction for probe assembly.

Main Methods:

  • Development of a catalytic amidation reaction for coupling probe fragments.
  • Independent synthesis of three key molecular elements of affinity probes.
  • Modular assembly of the complete affinity probe using the developed methodology.

Main Results:

  • Successfully established a modular approach for affinity probe synthesis.
  • Demonstrated the separate preparation and subsequent coupling of probe components.
  • The catalytic amidation facilitated efficient formation of the final affinity probes.

Conclusions:

  • The developed modular methodology offers a flexible and efficient route to affinity probes.
  • This approach simplifies probe design and synthesis by enabling component-wise preparation.
  • Catalytic amidation provides a robust platform for assembling complex molecular probes.