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関連する概念動画

Amines to Amides: Acylation of Amines01:19

Amines to Amides: Acylation of Amines

2.8K
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...
2.8K
Amino Acid Catabolism01:18

Amino Acid Catabolism

349
Microorganisms rely on proteins as an essential carbon and energy source, particularly in environments with limited polysaccharides or lipids. However, proteins are too large to cross the plasma membrane unaided, necessitating enzymatic degradation. Microbes secrete extracellular proteases and peptidases that hydrolyze proteins into peptides, which can then be transported across the membrane. Once inside the cell, intracellular proteases degrade these peptides into free amino acids, which...
349
Preparation of Amides01:29

Preparation of Amides

3.3K
Amides are synthesized by treating carboxylic acids with amines in the presence of dehydrating agents like dicyclohexylcarbodiimide (DCC).
The DCC-promoted synthesis of amides begins with the protonation of DCC by carboxylic acid. The protonation makes it a better acceptor. Next, the addition of carboxylate to the protonated carbodiimide gives a reactive acylating agent.
Subsequently, the amine acts as a nucleophile that attacks the acylating agent to form a tetrahedral intermediate. In the...
3.3K
Preparation of Amines: Reductive Amination of Aldehydes and Ketones01:38

Preparation of Amines: Reductive Amination of Aldehydes and Ketones

3.2K
Carbonyl compounds and primary amines undergo reductive amination first to produce imines, followed by secondary amines in the same reaction mixture, using selective reducing agents like sodium cyanoborohydride or sodium triacetoxyborohydride. Reductive amination produces different degrees of substitution of amines depending on the starting amine substrate.
3.2K

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Updated: Oct 13, 2025

OaAEP1-Mediated Enzymatic Synthesis and Immobilization of Polymerized Protein for Single-Molecule Force Spectroscopy
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アミンによる酵素C端タンパク質工学

Fabian B H Rehm1, Tristan J Tyler1, Kuok Yap1

  • 1Institute for Molecular Bioscience, Australian Research Council Centre of Excellence for Innovations in Peptide and Protein Science, The University of Queensland, Brisbane, QLD 4072, Australia.

Journal of the American Chemical Society
|November 11, 2021
PubMed
まとめ

この研究では,人工トランスペプチダースを用いたタンパク質とペプチドの改変のための新しい化学酵素法が導入されています. このアプローチにより,以前の方法の限界を克服し,多様なアミンを用いて効率的な,場所固有のラベルを付けることができます.

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Targeting Cysteine Thiols for in Vitro Site-specific Glycosylation of Recombinant Proteins
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Efficient and Site-specific Antibody Labeling by Strain-promoted Azide-alkyne Cycloaddition
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Efficient and Site-specific Antibody Labeling by Strain-promoted Azide-alkyne Cycloaddition

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OaAEP1-Mediated Enzymatic Synthesis and Immobilization of Polymerized Protein for Single-Molecule Force Spectroscopy
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科学分野:

  • 生物化学
  • 化学生物学
  • タンパク質工学

背景:

  • 化学酵素による改変により,多様な用途のための均質な結合物質の生成が可能である.
  • 既存のトランスペプチダース方法は,合成コンジュガット製剤,大容量タグ,低基板周回などに制限があります.

研究 の 目的:

  • エンジニアリングされたトランスペプチダゼを使用して,多用途のペプチド/タンパク質のラベリング戦略を開発する.
  • 現在のトランスペプチダゼ媒介の結合方法の限界を克服する.

主な方法:

  • アスパラジンのC末端を 標識するために変異性トランスペプチダースを設計した
  • 商業的に利用可能なアミンを使用し,不可逆的に組み込みます.
  • プロテイン・ドラッグ・コンジュガット製剤,C-to-Cタンパク質融合,双端タンパク質ラベリングを含む実証された用途.

主要な成果:

  • アスパラジンのC端で様々なアミンの不可逆的な組み込みが達成された.
  • 均質なタンパク質と薬の結合を 準備した.
  • 遺伝的にアクセスできない C-to-C タンパク質融合を生成した
  • 2つのタンパク質の末端に 場所固有の順次ラベリングが示されている.

結論:

  • 合成されたトランスペプチダゼは,化学酵素によるタンパク質とペプチドの改変のための強力で汎用的なプラットフォームを提供します.
  • この戦略は,定義されたタンパク質結合体と複雑なタンパク質アーキテクチャを作成するためのツールキットを拡張します.