Achievements in the synthesis of cyclooctynes for ring strain-promoted [3+2] azide-alkyne cycloaddition

Evgeny G. Chupakhin, Mikhail Yu Krasavin

Research output

7 Citations (Scopus)

Abstract

[Figure not available: see fulltext.] The aim of this review is to present the entire range of cyclooctynes that are currently known in the literature. We provide a generalized and systematic overview of methods for their synthesis and consider the applications of cyclooctynes for the purposes of molecular biology and cellular engineering. The importance of cyclooctynes for [3+2] azide-alkyne cycloaddition is demonstrated, as the high reactivity of cyclooctynes allows to perform this reaction under mild conditions without a catalyst.

Original languageEnglish
Pages (from-to)483-501
Number of pages19
JournalChemistry of Heterocyclic Compounds
Volume54
Issue number5
DOIs
Publication statusPublished - 1 May 2018

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Molecular biology
Alkynes
Azides
Cycloaddition
Catalysts

Scopus subject areas

  • Organic Chemistry

Cite this

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abstract = "[Figure not available: see fulltext.] The aim of this review is to present the entire range of cyclooctynes that are currently known in the literature. We provide a generalized and systematic overview of methods for their synthesis and consider the applications of cyclooctynes for the purposes of molecular biology and cellular engineering. The importance of cyclooctynes for [3+2] azide-alkyne cycloaddition is demonstrated, as the high reactivity of cyclooctynes allows to perform this reaction under mild conditions without a catalyst.",
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AU - Chupakhin, Evgeny G.

AU - Krasavin, Mikhail Yu

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Y1 - 2018/5/1

N2 - [Figure not available: see fulltext.] The aim of this review is to present the entire range of cyclooctynes that are currently known in the literature. We provide a generalized and systematic overview of methods for their synthesis and consider the applications of cyclooctynes for the purposes of molecular biology and cellular engineering. The importance of cyclooctynes for [3+2] azide-alkyne cycloaddition is demonstrated, as the high reactivity of cyclooctynes allows to perform this reaction under mild conditions without a catalyst.

AB - [Figure not available: see fulltext.] The aim of this review is to present the entire range of cyclooctynes that are currently known in the literature. We provide a generalized and systematic overview of methods for their synthesis and consider the applications of cyclooctynes for the purposes of molecular biology and cellular engineering. The importance of cyclooctynes for [3+2] azide-alkyne cycloaddition is demonstrated, as the high reactivity of cyclooctynes allows to perform this reaction under mild conditions without a catalyst.

KW - cyclooctynes

KW - fluorescence microscopy

KW - in situ click chemistry

KW - SPAAC reactions

KW - visualization of living cell

KW - [3+2] azide-alkyne cycloaddition reactions

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