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Synthesis of α-Substituted Carbonyl Compounds: The Stork Enamine Reaction01:26

Synthesis of α-Substituted Carbonyl Compounds: The Stork Enamine Reaction

4.2K
α-Substituted ketones or aldehydes can be synthesized from enamines by the Stork enamine reaction, named after its pioneer Gilbert Stork. Enamines are useful synthetic intermediates where the lone pair on nitrogen is in conjugation with the C=C bond. They resemble enolate ions, as the resonance forms of both species have a nucleophilic α carbon.
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EDTA: Auxiliary Complexing Reagents01:26

EDTA: Auxiliary Complexing Reagents

1.4K
EDTA titrations are usually carried out in highly basic conditions, where the fully deprotonated form of EDTA, Y4−, actively complexes with the free metal ions in the solution. Several metal ions precipitate as hydrous oxide (hydroxides, oxides, or oxyhydroxides) under these conditions, lowering the concentration of free metal ions in the solution. For this reason, auxiliary complexing agents or ligands such as ammonia, tartrate, citrate, or triethanolamine are used in EDTA titrations to...
1.4K
Dehydration Synthesis01:15

Dehydration Synthesis

150.5K
Overview
Dehydration synthesis (also called a condensation reaction) is the chemical process in which two molecules covalently link together to form a new molecule, along with the release of a water molecule. Many physiologically important compounds form by dehydration synthesis reactions, such as complex carbohydrates, proteins, DNA, and RNA.
Synthesis of carbohydrates
Sugar molecules are covalently linked together by dehydration synthesis. During the reaction, the hydroxyl (-OH) group from...
150.5K
Synthesis and Decomposition Reactions02:17

Synthesis and Decomposition Reactions

38.3K
Synthesis and decomposition are two types of redox reactions. Synthesis means to make something, whereas decomposition means to break something. The reactions are accompanied by chemical and energy changes. 
38.3K
Acid Halides to Ketones: Gilman Reagent01:14

Acid Halides to Ketones: Gilman Reagent

4.1K
Lithium dialkyl cuprate, also known as Gilman reagents, selectively reduces acid halides to ketones. The acid chloride is treated with Gilman reagent at −78 °C in the presence of ether solution to produce a ketone in good yield.
As shown below, the mechanism proceeds in two steps. First, one of the alkyl groups of the reagent acts as a nucleophile and attacks the acyl carbon of the acid chloride to form a tetrahedral intermediate. This is followed by the reformation of the carbon–oxygen...
4.1K
Lagging Strand Synthesis01:59

Lagging Strand Synthesis

61.5K
During replication, the complementary strands in double-stranded DNA are synthesized at different rates. Replication first begins on the leading strand. Replication starts later, occurs more slowly, and proceeds discontinuously on the lagging strand.
There are several major differences between synthesis of the leading strand and synthesis of the lagging strand. 1) Leading strand synthesis happens in the direction of replication fork opening, whereas lagging strand synthesis happens in the...
61.5K
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  2. 反応剤制御型ステレオセレクティブ合成α-グルカン
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  2. 反応剤制御型ステレオセレクティブ合成α-グルカン

関連する実験動画

Synthesis and Bioconjugation of Thiol-Reactive Reagents for the Creation of Site-Selectively Modified Immunoconjugates
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Synthesis and Bioconjugation of Thiol-Reactive Reagents for the Creation of Site-Selectively Modified Immunoconjugates

Published on: March 6, 2019

10.2K

反応剤制御型ステレオセレクティブ合成α-グルカン

Liming Wang1, Herman S Overkleeft1, Gijsbert A van der Marel1

  • 1Leiden Institute of Chemistry , Leiden University , Einsteinweg 55 , 2333 CC Leiden , The Netherlands.

Journal of the American Chemical Society
|March 20, 2018

PubMed で要約を見る

まとめ
この要約は機械生成です。

研究者はシス-グルコシド結合の構築のためのステレオ選択的グリコシレーション方法を開発した. この戦略は,特定のドナー-受容体の反応剤の活性化を制御し, Mycobacterium tuberculosis のノンサッカリドのような複雑な炭水化物の効率的な合成を可能にします.

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Determination of Glucan Chain Length Distribution of Glycogen Using the Fluorophore-Assisted Carbohydrate Electrophoresis FACE Method
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Determination of Glucan Chain Length Distribution of Glycogen Using the Fluorophore-Assisted Carbohydrate Electrophoresis FACE Method

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Isolation and Purification of Fungal β-Glucan as an Immunotherapy Strategy for Glioblastoma
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関連する実験動画

Synthesis and Bioconjugation of Thiol-Reactive Reagents for the Creation of Site-Selectively Modified Immunoconjugates
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Synthesis and Bioconjugation of Thiol-Reactive Reagents for the Creation of Site-Selectively Modified Immunoconjugates

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Determination of Glucan Chain Length Distribution of Glycogen Using the Fluorophore-Assisted Carbohydrate Electrophoresis FACE Method
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Determination of Glucan Chain Length Distribution of Glycogen Using the Fluorophore-Assisted Carbohydrate Electrophoresis FACE Method

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Isolation and Purification of Fungal β-Glucan as an Immunotherapy Strategy for Glioblastoma
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科学分野:

  • 炭水化物の化学
  • 有機合成
  • グライコバイオロジー

背景:

  • ドナー-受容体の性質の変動により,グリコシド結合のステレオ選択的合成は困難である.
  • グライコシレーションの結果を制御するには,反応剤と保護基の正確な調整が必要です.

研究 の 目的:

  • シス-グルコシド結合のステレオ選択的合成のための一般的な方法を開発する.
  • 異なるアルコールの核愛性 (プライマリーとセカンダリー) に適応可能な戦略を実証する.

主な方法:

  • 単一のタイプのグリコシルドナー (per-benzylated glucosyl imidate) を使用した.
  • ベンジルエーテルのみを使用する保護グループ戦略を採用しました.
  • 特定の反応剤の組み合わせでドナーを活性化した (二次アルコールのTMSOTf/DMF,一次アルコールのTMSI/Ph3PO).

主要な成果:

  • シス-グルコシド結合の完全ステレオ選択的設置を達成した.
  • 受容器の反応性と反応剤の選択に基づいて,差異的な活性化が実証されている.
  • Mycobacterium tuberculosisのノンサッカリドのモジュール合成に成功しました.

結論:

  • 開発された戦略は,グリコシレーションにおけるステレオ選択性に対する正確な制御を提供します.
  • この方法は,複雑なオリゴサッカライドを合成するための多用途なアプローチを提供します.
  • この発見は,炭水化物の合成と糖生物学の研究を進める上で重要なものです.