Jove
Visualize
お問い合わせ
JoVE
x logofacebook logolinkedin logoyoutube logo
JoVEについて
概要リーダーシップブログJoVEヘルプセンター
著者向け
出版プロセス編集委員会範囲と方針査読よくある質問投稿
図書館員向け
推薦の声購読アクセスリソース図書館諮問委員会よくある質問
研究
JoVE JournalMethods CollectionsJoVE Encyclopedia of Experimentsアーカイブ
教育
JoVE CoreJoVE BusinessJoVE Science EducationJoVE Lab Manual教員リソースセンター教員サイト
利用規約
プライバシーポリシー
ポリシー

関連する概念動画

Aldehydes and Ketones with Amines: Imine and Enamine Formation Overview01:16

Aldehydes and Ketones with Amines: Imine and Enamine Formation Overview

4.4K
Primary amines react with carbonyl compounds—aldehydes and ketones—to generate imines. Imines consist of a C=N double bond and are named Schiff bases after its discoverer—the German chemist Hugo Schiff. On the other hand, secondary amines react with carbonyl compounds to give enamines. In enamines, the presence of a C=C double bond adjacent to the nitrogen atom leads to the delocalization of the lone pair.
4.4K
Amides to Carboxylic Acids: Hydrolysis01:28

Amides to Carboxylic Acids: Hydrolysis

3.1K
Amides can undergo either acid-catalyzed hydrolysis or base-promoted hydrolysis through a typical nucleophilic acyl substitution. Each hydrolysis requires severe conditions.
Acid-catalyzed hydrolysis:
Hydrolysis of amides under acidic conditions yields carboxylic acids. Since the reaction occurs slowly, hydrolysis requires the conditions of heat.
The mechanism begins with the protonation of the carbonyl oxygen by the acid catalyst. The protonation makes the amide carbonyl carbon more...
3.1K
Aldehydes and Ketones with Amines: Enamine Formation Mechanism01:14

Aldehydes and Ketones with Amines: Enamine Formation Mechanism

5.3K
Enamine formation involves the addition of carbonyl compounds to a secondary amine through a series of reactions. The mechanism begins with the generation of carbinolamine, a nucleophilic attack followed by several proton transfer reactions. The hydroxyl group of the carbinolamine is converted into water to make a better leaving group that can push the reaction forward by eliminating a water molecule. In enamine formation, the last step involves the abstraction of a proton from the α carbon to...
5.3K
Phase I Reactions: Hydrolytic Reactions01:15

Phase I Reactions: Hydrolytic Reactions

73
Hydrolysis, a cornerstone of phase I biotransformation reactions, uses water to cleave chemical bonds. This process is pivotal in drug metabolism, generating more polar metabolites that can be easily excreted.
An important hydrolytic reaction is ester hydrolysis. Ester bonds, often found in prodrugs, are broken down, increasing the solubility of drugs like aspirin and lidocaine for more straightforward elimination. Amide hydrolysis is another critical reaction, targeting amide bonds prevalent...
73
Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration02:34

Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration

8.3K
The rate of acid-catalyzed hydration of alkenes depends on the alkene's structure, as the presence of alkyl substituents at the double bond can significantly influence the rate.
8.3K
Amines to Amides: Acylation of Amines01:19

Amines to Amides: Acylation of Amines

2.4K
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...
2.4K

こちらも読む

関連記事

共著者、ジャーナル、引用グラフによってこの研究に関連する記事。

並び替え
Same author

Photoinduced Copper-Catalyzed Site- and Stereoselective Desymmetrizing β-C(sp<sup>3</sup>)-H Alkynylation of Cycloalkyl Amines.

Journal of the American Chemical Society·2026
Same author

The creation and verification of a detection model for mild cognitive impairment by employing eye-tracking and gait metrics.

Journal of Alzheimer's disease : JAD·2026
Same author

Metal-Organic Framework as a Bioorthogonal Catalyst for Gene Editing.

Journal of the American Chemical Society·2026
Same author

Transition Metal-Free Borata-Alkene/Alkyne Metathesis Enables Access to Cyclopentenes.

Angewandte Chemie (International ed. in English)·2026
Same author

Enantioselective Electrocatalytic Hydrogenation of α,β-Unsaturated Esters and Allylic Alcohols.

Nature communications·2026
Same author

ALDH3A2-mediated fatty acid synthesis induces ferroptosis and AML drug resistance.

iScience·2026

関連する実験動画

Updated: Jun 5, 2025

Functionalized Spirocyclic Heterocycle Synthesis and Cytotoxicity Assay
05:17

Functionalized Spirocyclic Heterocycle Synthesis and Cytotoxicity Assay

Published on: February 9, 2021

1.5K

バイオコンパティビリティを考慮して,サイクロプロペノンとヒドロキシラミンの分裂反応を解明する

Tianying Zeng1, Quan Wu1, Yongjie Liu1

  • 1Key Laboratory of Biomedical Polymers of Ministry of Education, College of Chemistry and Molecular Sciences, The Institute of Molecular Medicine Medicine, Wuhan University People's Hospital, Hubei Province Key Laboratory of Allergy and Immunology, Wuhan University, Wuhan, Hubei 430072, China.

Journal of the American Chemical Society
|December 11, 2024
PubMed
まとめ

研究者は,ヒドロキシラミンとサイクロプロペノンを用いて新しい生体適合性裂解反応を開発しました. この多用途な方法は,前薬の制御された放出を可能にし,生化学研究のためのCRISPR-Cas9システムを調節します.

さらに関連する動画

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of &#945;-Imino &#947;-Lactones and Alkylidene Pyrazolones
10:17

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones

Published on: February 7, 2019

6.9K
The Synthesis of RGD-functionalized Hydrogels as a Tool for Therapeutic Applications
09:30

The Synthesis of RGD-functionalized Hydrogels as a Tool for Therapeutic Applications

Published on: October 7, 2016

11.2K

関連する実験動画

Last Updated: Jun 5, 2025

Functionalized Spirocyclic Heterocycle Synthesis and Cytotoxicity Assay
05:17

Functionalized Spirocyclic Heterocycle Synthesis and Cytotoxicity Assay

Published on: February 9, 2021

1.5K
Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of &#945;-Imino &#947;-Lactones and Alkylidene Pyrazolones
10:17

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones

Published on: February 7, 2019

6.9K
The Synthesis of RGD-functionalized Hydrogels as a Tool for Therapeutic Applications
09:30

The Synthesis of RGD-functionalized Hydrogels as a Tool for Therapeutic Applications

Published on: October 7, 2016

11.2K

科学分野:

  • 有機化学
  • 生物化学
  • 化学生物学

背景:

  • 非対称なサイクロプロペノン変換は,しばしば地域選択性の課題に直面する.
  • バイオコンパティブルな性質を持つ新しい化学反応は,高度な生物学的応用に不可欠です.
  • 特定の条件下で活性化する潜伏反応は 複雑なシステムにおける正確な制御を提供します

研究 の 目的:

  • ヒドロキシラミン-サイクロプロペノン相互作用に基づく新しい,潜伏し,生物適合性の裂解反応を開発する.
  • 非対称サイクロプロペノン化学における地域選択性の問題に対処する.
  • 薬前投与,光活性化,遺伝子編集システムにおけるこの反応の有用性を探求する.

主な方法:

  • ヒドロキシラミンとサイクロプロペノンの相互作用を調査した.
  • 地域選択性を理解するために基質の変動と密度関数理論 (DFT) の計算を使用した.
  • 反応分析のためにインシットNMRスペクトロスコーピーを利用した.
  • 前薬の放出 (窒素マスタード) とCRISPR-Cas9の調節における反応の性能を評価した.

主要な成果:

  • 広範囲の基質を持つ高効率で地域選択的で潜伏した分裂反応を確立した.
  • 生物学的環境に適した生体適合性と軽度の反応条件が証明されている.
  • 光活性化反応,ヘラ細胞における薬前放出制御,およびCRISPR- Cas9におけるガイドRNA活性に関するオンデマンドの調節が成功しました.
  • α,β置換ペンテノリドの合成が容易になった.

結論:

  • 開発されたヒドロキシラミン-サイクロプロペノン分裂反応は,化学生物学のための多用途で堅固なツールです.
  • この反応は制御された放出アプリケーション,細胞イメージング,遺伝子編集ツールの正確な調節のための大きな可能性を秘めています.
  • これは生化学研究とバイオテクノロジーの応用にとって貴重な進歩です.