Cyanine5 alkyne

For research use only. Not for therapeutic Use.

  • CAT Number: I025342
  • CAS Number: 1223357-57-0
  • Molecular Formula: C35H42ClN3O
  • Molecular Weight: 556.19
  • Purity: 98%
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Cyanine5 alkyne for Click Chemistry, an analog of Cy5 alkyne. With this product, deeply colored, and photostable Cyanine5 fluorophore can be attached to various molecules via Click Chemistry reaction with azides.
This alkyne is non-water soluble, but it can be dissolved in DMF or DMSO prior to reaction, and added to aqueous reaction mixture. With our labeling protocol, the labeling reaction is very efficient, and high-yielding.
Various substrates bearing azides can be used for the labeling, including azido-labeled biomolecules, polymers, and solid surfaces.


Catalog Number I025342
CAS Number 1223357-57-0
Synonyms

Cyanine5 alkyne, Cyanine 5 alkyne

Molecular Formula C35H42ClN3O
Purity 98%
Target Oxidative Phosphorylation
Solubility Soluble in DMSO
Appearance Solid powder
Storage Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
IUPAC Name 3,3-dimethyl-1-(6-oxo-6-(prop-2-yn-1-ylamino)hexyl)-2-((1E,3E)-5-((E)-1,3,3-trimethylindolin-2-ylidene)penta-1,3-dien-1-yl)-3H-indol-1-ium chloride
InChI InChI=1S/C35H41N3O.ClH/c1-7-25-36-33(39)24-12-9-17-26-38-30-21-16-14-19-28(30)35(4,5)32(38)23-11-8-10-22-31-34(2,3)27-18-13-15-20-29(27)37(31)6;/h1,8,10-11,13-16,18-23H,9,12,17,24-26H2,2-6H3;1H
InChIKey VOWXUNAERRNFLE-UHFFFAOYSA-N
SMILES CC(C1=CC=CC=C1N/2C)(C)C2=C/C=C/C=C/C3=[N+](CCCCCC(NCC#C)=O)C4=CC=CC=C4C3(C)C.[Cl-]
Reference

1. Zhou, L.; Wu, Y.; Luo, Y.; Li, H.; Meng, X.; Liu, Cl; Xiang, J.; Zhang, P.; Gong, P.; Cai, L. Mitochondria-localized Self-reporting Small Molecule Decorated Theranostic Agents for Cancer-organelle Transporting and Imaging. ACS Applied Bio Materials, in press. doi: 10.1021/acsabm.9b00811
2. Mietlicki-Baase, E.G.; Liberini, C.G.; Workinger, J.L.; Bonaccorso, R.L.; Borner, T.; Reiner, D.J.; Koch-Laskowski, K.; McGrath, L.E.; Lhamo, R.; Stein, L.M.; De Jonghe, B.C.; Holz, G.G.; Roth, C.L.; Doyle, R.P.; Hayes, M.R. A Vitamin B12 Conjugate of Exendin-4 Improves Glucose Tolerance Without Associated Nausea or Hypophagia in Rodents. Diabetes, Obesity & Metabolism, 2018, 20(5), 1223–1234. doi: 10.1111/dom.13222
3. Sacoman, J.L.; Dagda, R.Y.; Burnham-Marusich, A.R.; Dagda, R.K.; Berninsone, P.M. Mitochondrial O-GlcNAc transferase (mOGT) regulates mitochondrial structure, function and survival in HeLa cells. Journal of Biological Chemistry, 2017, 292(11), 4499–4518. doi: 10.1074/jbc.M116.726752
4. Wallat, J.D.; Czapar, A.E.; Wang, C.; Wen, A.M.; Wek, K.S.; Yu, X.; Steinmetz, N.F.; Pokorski, J.K. Optical and Magnetic Resonance Imaging Using Fluorous Colloidal Nanoparticles. Biomacromolecules, 2017, 18(1), 103–112. doi: 10.1021/acs.biomac.6b01389

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