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Updated: Jul 7, 2025

Synthesis and Bioconjugation of Thiol-Reactive Reagents for the Creation of Site-Selectively Modified Immunoconjugates
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ニトリルビスチオール生物結合反応

Mikesh Patel1, Nafsika Forte1, Charlie R Bishop1

  • 1Department of Chemistry, University College London, 20 Gordon Street, London, WC1H 0AJ, U.K.

Journal of the American Chemical Society
|December 21, 2023
PubMed
まとめ

研究者は,安定した生物結合のための新しい"ニトリルビスチオール" (NBT) 反応を開発した. このクリック型反応は,特定の部位での抗体タンパク質を効率的に修正し,生物結合プロトコルのための多用途な新しいツールを提供します.

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One of the common methods to prepare nitriles is the dehydration of amides. This method requires strong dehydrating agents like phosphorous pentoxide or boiling acetic anhydride for converting amides to nitriles. Another reagent namely, thionyl chloride also accomplishes the dehydration of amides, where amide acts as a nucleophile. The first step of the mechanism involves the nucleophilic attack by the amide on the thionyl chloride to form an intermediate. In the next step, the electron pairs...
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Organomagnesium halides, commonly known as Grignard reagents, convert nitriles to ketones and proceed through a nucleophilic acyl substitution. Nitriles react with a Grignard reagent, followed by an aqueous acid, to yield ketones. The reaction introduces a new carbon–carbon bond. The alkyl–magnesium bond in the Grignard reagent is highly polar, so the alkyl carbon develops a carbanionic character and acts as a nucleophile.
The mechanism begins with a nucleophilic attack by the Grignard...
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Phase II biotransformations are detoxification mechanisms that conjugate xenobiotics with endogenous substances, neutralizing their toxicity.
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