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一种含炔基的联吡啶应变试剂;合成、反应性及荧光性质

A strained alkyne-containing bipyridine reagent; synthesis, reactivity and fluorescence properties.

作者信息

Forshaw Sam, Knighton Richard C, Reber Jami, Parker Jeremy S, Chmel Nikola P, Wills Martin

机构信息

Department of Chemistry, The University of Warwick Coventry CV4 7AL UK

Early Chemical Development, Pharmaceutical Sciences, IMED Biotech Unit, AstraZeneca Macclesfield SK10 2NA UK.

出版信息

RSC Adv. 2019 Nov 6;9(62):36154-36161. doi: 10.1039/c9ra06866j. eCollection 2019 Nov 4.

Abstract

We report the synthesis of a bipyridyl reagent containing a strained alkyne, which significantly restricts its flexibility. Upon strain-promoted alkyne-azide cycloaddition (SPAAC) with an azide, which does not require a Cu catalyst, the structure becomes significantly more flexible and an increase in fluorescence is observed. Upon addition of Zn(ii), the fluorescence is enhanced further. The reagent has the potential to act as a fluorescent labelling agent with azide-containing substrates, including biological molecules.

摘要

我们报道了一种含有张力炔烃的联吡啶试剂的合成,该试剂的灵活性受到显著限制。在与不需要铜催化剂的叠氮化物进行应变促进的炔烃-叠氮化物环加成反应(SPAAC)时,结构变得明显更具灵活性,并观察到荧光增强。加入锌(II)后,荧光进一步增强。该试剂有潜力作为一种荧光标记剂,用于含叠氮化物的底物,包括生物分子。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6d9f/9074932/b7e5fa1f1714/c9ra06866j-s2.jpg

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