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通过无铜的细胞器内点击反应调节花青染料的线粒体靶向特性

Modulation of Mitochondriotropic Properties of Cyanine Dyes by in Organello Copper-Free Click Reaction.

作者信息

Negwer Inka, Hirsch Markus, Kaloyanova Stefka, Brown Tom, Peneva Kalina, Butt Hans-Jürgen, Koynov Kaloian, Helm Mark

机构信息

Pharmaceutical Chemistry, Institute of Pharmacy and Biochemistry, Johannes Gutenberg University, Staudinger Weg 5, 55128, Mainz, Germany.

Max Planck Institute for Polymer Research, Ackermannweg 10, 55128, Mainz, Germany.

出版信息

Chembiochem. 2017 Sep 19;18(18):1814-1818. doi: 10.1002/cbic.201700286. Epub 2017 Jul 31.

DOI:10.1002/cbic.201700286
PMID:28704573
Abstract

Cyanine (Cy) dyes show a general propensity to localize in polarized mitochondria. This mitochondriotropism was used to perform a copper-free click reaction in the mitochondria of living cells. The in organello reaction of dyes Cy3 and Cy5 led to a product that was easily traceable by Förster resonance energy transfer (FRET). As determined by confocal laser scanning microscopy, the Cy3-Cy5 conjugate showed enhanced retention in mitochondria, relative to that of the starting compounds. This enhancement of a favorable property can be achieved by synthesis in organello, but not outside mitochondria.

摘要

花菁(Cy)染料通常倾向于定位于极化的线粒体中。这种线粒体趋向性被用于在活细胞的线粒体中进行无铜点击反应。染料Cy3和Cy5的体外反应产生了一种可通过荧光共振能量转移(FRET)轻松追踪的产物。通过共聚焦激光扫描显微镜测定,相对于起始化合物,Cy3-Cy5共轭物在线粒体中的保留增强。这种有利性质的增强可以通过体外合成实现,但不能在线粒体外部实现。

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