
Cyanine5 alkyne | CAS 1223357-57-0
| Catalog Number | R02-0022 |
| Category | Cyanine5 |
| Molecular Formula | C35H42ClN3O |
| Molecular Weight | 556.18 |
| Catalog Number | Size | Price | Quantity |
|---|---|---|---|
| R02-0022 | 10 mg | $498 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
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.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | Cy5 alkyne; 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; 6-[3,3-dimethyl-2-[5-(1,3,3-trimethylindol-1-ium-2-yl)penta-2,4-dienylidene]indol-1-yl]-N-prop-2-ynylhexanamide;chloride |
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | 6-[3,3-dimethyl-2-[5-(1,3,3-trimethylindol-1-ium-2-yl)penta-2,4-dienylidene]indol-1-yl]-N-prop-2-ynylhexanamide;chloride |
| SMILES | CC1(C2=CC=CC=C2[N+](=C1C=CC=CC=C3C(C4=CC=CC=C4N3CCCCCC(=O)NCC#C)(C)C)C)C.[Cl-] |
| 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 |
| Solubility | good in dichloromethane, DMF, DMSO, alcohols, very poorly soluble in water (200 mg/L = 0.4 mM) |
| Appearance | dark blue powder |
Product Specification
| ε, L⋅mol-1⋅cm-1 | 250000 |
| Fluorescence Quantum Yield | 0.2 |
| Excitation | 646 |
| Emission | 662 |
| Storage | 24 months after receival at -20°C in the dark. Transportation: at room temperature for up to 3 weeks. |
Application
Cyanine5 alkyne is a cyanine-based fluorescent labeling reagent bearing an alkyne handle for copper-catalyzed azide-alkyne cycloaddition (CuAAC) click chemistry. This dye is designed to be incorporated into biomolecule conjugates, imaging probes, and polymer or surface constructs where far-red fluorescence is advantageous, enabling visualization and traceable tracking in fluorescence microscopy and related analytical workflows.
1. Click Bioconjugation Labeling
Cyanine5 alkyne is used by chemical biology and glycobiology groups to generate fluorescently labeled biomolecules through CuAAC with azide-bearing partners. Researchers commonly attach it to proteins, peptides, and other biomolecular scaffolds that have been functionalized with azide groups, creating stable fluorescent conjugates for downstream imaging, binding studies, and reagent development. The cyanine dye's far-red emission supports multiplex-friendly experimental designs where spectral separation from visible fluorophores is required.
2. Fluorescence Microscopy Tracing
Cyanine5 alkyne is applied in fluorescence microscopy workflows where click-labeled targets need to be tracked with high contrast in complex samples. Teams in cell imaging and materials biology use it to fluorescently tag biomolecule pathways, extracellular components, or engineered constructs by clicking the dye onto azide-functionalized probes or surfaces. The resulting conjugates are frequently used for localization studies, colocalization experiments, and time-course imaging in microscopy platforms compatible with far-red detection.
3. Labeled Biomaterial And Surface Engineering
Cyanine5 alkyne supports biomaterials and surface modification programs that require fluorescent readouts of functionalized materials. Researchers incorporate the dye into hydrogels, coatings, and nanoparticle or surface architectures by reacting it with azide-functional groups present on the material scaffold. This enables mapping of surface coverage, monitoring of conjugation uniformity, and visualization of material-associated biomolecule binding events using standard fluorescence imaging instrumentation.
4. Fluorescent Probe Construction
Cyanine5 alkyne is leveraged in fluorescent probe development when a click-attachable cyanine fluorophore is needed for modular assembly. In probe engineering workflows, scientists use the alkyne handle to build conjugates where the dye is introduced late in the design cycle, improving flexibility for generating libraries of imaging reagents. The far-red cyanine signal is particularly useful for constructing imaging probes intended for fluorescence-based readouts in assay development and molecular imaging studies.
Computed Properties
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 10 |
| Exact Mass | 555.3016407 g/mol |
| Monoisotopic Mass | 555.3016407 g/mol |
| Topological Polar Surface Area | 35.4Ų |
| Heavy Atom Count | 40 |
| Formal Charge | 0 |
| Complexity | 1050 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 3 |
| Covalently-Bonded Unit Count | 2 |
| Compound Is Canonicalized | Yes |
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