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Cyanine5 DBCO
| Catalog Number | R09-0005 |
| Category | Cycloalkyne Dyes (DBCO) |
| Molecular Formula | C53H59N4F6O2P |
| Molecular Weight | 929.03 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
A derivative of Cyanine5 red-emitting fluorophore possessing DBCO (dibenzocyclooctyne, also known as ADIBO, azodibenzocyclooctyne) group for copper free Click chemistry.Strained cycloalkynes, such as cyclooctynes, react with azides very rapidly in the absence of copper catalyst in a strain promoted alkyne azide cycloaddition (spAAC). This reaction is very fast, mild, and biocompatible.
Chemical Information
Product Specification
Application
Computed Properties
Literatures
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | N-[6-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-6-oxohexyl]-6-[3,3-dimethyl-2-[5-(1,3,3-trimethylindol-1-ium-2-yl)penta-2,4-dienylidene]indol-1-yl]hexanamide;hexafluorophosphate |
| Canonical SMILES | CC1(C2=CC=CC=C2[N+](=C1C=CC=CC=C3C(C4=CC=CC=C4N3CCCCCC(=O)NCCCCCC(=O)N5CC6=CC=CC=C6C#CC7=CC=CC=C75)(C)C)C)C.F[P-](F)(F)(F)(F)F |
| InChI | InChI=1S/C53H58N4O2.F6P/c1-52(2)43-26-16-19-29-46(43)55(5)48(52)31-9-6-10-32-49-53(3,4)44-27-17-20-30-47(44)56(49)38-22-8-11-33-50(58)54-37-21-7-12-34-51(59)57-39-42-25-14-13-23-40(42)35-36-41-24-15-18-28-45(41)57;1-7(2,3,4,5)6/h6,9-10,13-20,23-32H,7-8,11-12,21-22,33-34,37-39H2,1-5H3;/q;-1/p+1 |
| InChIKey | YPXNDZYXPDFNEL-UHFFFAOYSA-O |
| Solubility | good in DMF, DMSO, chlorinated organic solvents, practically insoluble in water (<1 uM, < 1 mg/L) |
| Appearance | dark blue solid |
| ε, L⋅mol-1⋅cm-1 | 250000 |
| Fluorescence Quantum Yield | 0.2 |
| Excitation | 646 |
| Emission | 662 |
| Storage | 12 months after receival at -20°C in the dark. Transportation: at room temperature for up to 3 weeks. Avoid prolonged exposure to light. Desiccate. |
Cyanine5 DBCO, a fluorescent dye compound utilized in bioorthogonal chemistry and molecular imaging, boasts diverse applications. Here are four key uses of Cyanine5 DBCO:
Bioorthogonal Labeling: Renowned for its high specificity and efficient conjugation properties, Cyanine5 DBCO stands as the pinnacle choice for bioorthogonal labeling of biomolecules. This compound excels in selectively tagging azide-modified biomolecules, enabling the meticulous study of biological processes in live cells. Through this technique, researchers gain the ability to visually track proteins, nucleic acids, and other molecules, all while preserving their natural functions.
Fluorescence Microscopy: Widely adopted in fluorescence microscopy, Cyanine5 DBCO shines with its brilliant fluorescence and exceptional photostability, making it the preferred candidate for prolonged imaging studies. Researchers leverage this compound to label and scrutinize specific proteins or structures, leading to profound insights into the intricacies of cell organization, dynamics, and molecular interactions.
Flow Cytometry: Within the realm of flow cytometry, Cyanine5 DBCO emerges as a vital fluorescent tag for the precise identification and quantification of diverse cell populations. Its robust fluorescent signal empowers researchers to accurately detect labeled cells, thereby facilitating cell sorting and phenotyping. This application holds immense significance in fields such as immunology, cancer research, and beyond, where thorough cell characterization is paramount.
In Vivo Imaging: For in-depth exploration of biological processes in living organisms, Cyanine5 DBCO finds its niche in in vivo imaging. With its near-infrared fluorescence capabilities, this compound enables deep tissue penetration and minimal interference from autofluorescence. This feature proves invaluable for tracking molecular events, tumor progression, or drug distribution in preclinical models, shedding light on crucial facets of biological research and medical advancements.
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 10 |
| Rotatable Bond Count | 15 |
| Exact Mass | 928.42798311 g/mol |
| Monoisotopic Mass | 928.42798311 g/mol |
| Topological Polar Surface Area | 55.7Ų |
| Heavy Atom Count | 66 |
| Formal Charge | 0 |
| Complexity | 1720 |
| 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 |
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 8464 | 1976-09-10 | Identification of the covalently bound flavin of thiamin dehydrogenase | The Journal of biological chemistry |
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