Cyanine5 alkyne

Names

[ Name ]:
Cyanine5 alkyne

[Synonym ]:
3H-Indolium, 2-[(1E,3E,5E)-5-(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)-1,3-pentadien-1-yl]-3,3-dimethyl-1-[6-oxo-6-(2-propyn-1-ylamino)hexyl]-, chloride (1:1)
3,3-Dimethyl-1-[6-oxo-6-(2-propyn-1-ylamino)hexyl]-2-[(1E,3E,5E)-5-(1,3,3-trimethyl-1,3-dihydro-2H-indol-2-ylidene)-1,3-pentadien-1-yl]-3H-indolium chloride

Biological Activity

[Description]:

Cyanine5 alkyne (Alkyne-Cy5) is a fluorescent dye used to label azide proteins and can be used to analyse post-translational modifications of proteins, glycosylation etc. Cyanine5 alkyne can also be used as a mitochondrial OXPHOS inhibitor to inhibit the growth of cancer stem cells (CSC)[1][2].

[Related Catalog]:

Research Areas >> Cancer

[In Vitro]

Cyanine5 alkyne (Alkyne-Cy5) (1-1000 nM) significantly inhibits 3D mammosphere formation in MCF7 cells between 500 nM and 1000 nM and can act as a mitochondrial oxidative phosphorylation (OXPHOS) inhibitor, inducing glycolysis to compensate for mitochondrial ATP depletion[2].

[References]

[1]. Amanda R Burnham-Marusich, et al. Size-matched alkyne-conjugated cyanine fluorophores to identify differences in protein glycosylation. Electrophoresis. 2014 Sep;35(18):2621-5.

[2]. Camillo Sargiacomo, et al. MitoTracker Deep Red (MTDR) Is a Metabolic Inhibitor for Targeting Mitochondria and Eradicating Cancer Stem Cells (CSCs), With Anti-Tumor and Anti-Metastatic Activity In Vivo. Front Oncol. 2021 Jul 30;11:678343.

Chemical & Physical Properties

[ Molecular Formula ]:
C₃₅H₄₂ClN₃O

[ Molecular Weight ]:
556.180

[ Exact Mass ]:
555.301636

Related Compounds

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