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

被引：23
作者：
Chupakhin, Evgeny G. [1 ]
Krasavin, Mikhail Yu. [1 ,2 ]
机构：
[1] Immanuel Kant Balt Fed Univ, Inst Living Syst, 2a Univ Skaya St, Kaliningrad 236016, Russia
[2] St Petersburg State Univ, Inst Chem, 26 Univ Sky Ave, St Petersburg 198504, Russia
来源：
CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2018年 / 54卷 / 05期
基金：
俄罗斯基础研究基金会;
关键词：
cyclooctynes; 3+2] azide-alkyne cycloaddition reactions; fluorescence microscopy; in situ click chemistry; SPAAC reactions; visualization of living cell; FREE CLICK CHEMISTRY; COPPER-FREE; 1,3-DIPOLAR CYCLOADDITIONS; BIOORTHOGONAL REACTIONS; TERMINAL ALKYNES; LIVING CELLS; IN-VIVO; GENERATION; REACTIVITY; LIGATION;
D O I：
10.1007/s10593-018-2295-x
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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.
引用
收藏
页码：483 / 501
页数：19
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