Cyanine5.5 DBCO

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Cyanine5.5 DBCO

Cyanine5.5 DBCO

Catalog Number R09-0006
Category Cyanine5.5
Molecular Formula C61H63N4F6O2P
Molecular Weight 1029.14
Catalog Number Size Price Quantity
R09-0006 -- $--

Product Introduction

Strain promoted alkyne azide cycloaddition (spAAc) between strained cycloalkynes and azides is a useful bioconjugation method that eliminates the need for copper catalyst necessary for classical CuAAc Click chemistry.

Chemical Information

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-[1,1-dimethyl-2-[5-(1,1,3-trimethylbenzo[e]indol-3-ium-2-yl)penta-2,4-dienylidene]benzo[e]indol-3-yl]hexanamide;hexafluorophosphate
Canonical SMILES CC1(C(=[N+](C2=C1C3=CC=CC=C3C=C2)C)C=CC=CC=C4C(C5=C(N4CCCCCC(=O)NCCCCCC(=O)N6CC7=CC=CC=C7C#CC8=CC=CC=C86)C=CC9=CC=CC=C95)(C)C)C.F[P-](F)(F)(F)(F)F
InChI InChI=1S/C61H62N4O2.F6P/c1-60(2)54(63(5)52-39-37-45-24-15-18-28-49(45)58(52)60)31-9-6-10-32-55-61(3,4)59-50-29-19-16-25-46(50)38-40-53(59)64(55)42-22-8-11-33-56(66)62-41-21-7-12-34-57(67)65-43-48-27-14-13-23-44(48)35-36-47-26-17-20-30-51(47)65;1-7(2,3,4,5)6/h6,9-10,13-20,23-32,37-40H,7-8,11-12,21-22,33-34,41-43H2,1-5H3;/q;-1/p+1
InChI Key CICHRHLVMUNIGJ-UHFFFAOYSA-O
Solubility good in DMF, DMSO, chlorinated organic solvents
Appearance dark colored solid
  • Product Specification
  • Application
ε, L⋅mol-1⋅cm-1 198000
Fluorescence Quantum Yield 0.2
Excitation 684
Emission 710
Storage 24 months after receival at -20°C in the dark. Transportation: at room temperature for up to 3 weeks. Avoid prolonged exposure to light. Desiccate.

Bioorthogonal Labeling and Imaging: Cyanine5.5 DBCO is extensively utilized in bioorthogonal labeling, a technique that enables the specific and covalent attachment of dyes to biomolecules without interfering with natural biological processes. This is particularly valuable in live-cell imaging, where Cyanine5.5 DBCO can be conjugated to azide-functionalized biomolecules through strain-promoted alkyne-azide cycloaddition (SPAAC). The use of Cyanine5.5 DBCO allows for the visualization and tracking of proteins, nucleic acids, or other cellular components in real-time, offering high sensitivity and specificity due to its near-infrared fluorescence. This makes it an essential tool for studying complex cellular interactions and dynamics in a non-invasive manner.

In Vivo Imaging and Diagnostics: The near-infrared fluorescent properties of Cyanine5.5 DBCO make it an excellent candidate for in vivo imaging applications. Its ability to penetrate deeper into tissues with minimal autofluorescence enables the high-resolution visualization of biological processes in live organisms. It is commonly used in preclinical studies for tracking the biodistribution of drug carriers, monitoring disease progression, and assessing therapeutic efficacy. By conjugating Cyanine5.5 DBCO to specific targeting molecules, such as antibodies or peptides, researchers can achieve precise imaging of tumors, inflammatory sites, or other pathological conditions, providing valuable insights for diagnostic and therapeutic strategies.

Drug Delivery System Tracking: Cyanine5.5 DBCO is instrumental in the development and tracking of drug delivery systems, particularly those utilizing nanoparticles, liposomes, or polymer-based carriers. By incorporating Cyanine5.5 DBCO into these delivery vehicles, researchers can monitor their distribution, accumulation, and clearance in vivo using fluorescence imaging techniques. This is crucial for optimizing the design and functionality of drug delivery systems, ensuring efficient targeting, controlled release, and minimal off-target effects. The ability to non-invasively visualize these processes in real time significantly enhances the development of more effective and safer therapeutic delivery platforms.

Super-Resolution Microscopy: In advanced imaging techniques such as super-resolution microscopy, Cyanine5.5 DBCO serves as a powerful fluorophore for achieving high spatial resolution beyond the diffraction limit of conventional microscopy. Its compatibility with various photo-switching mechanisms and stable fluorescence properties enable precise localization of biomolecular structures at the nanometer scale. This capability is particularly advantageous in studying subcellular architecture, protein complexes, and interactions at an unprecedented level of detail. The application of Cyanine5.5 DBCO in super-resolution microscopy facilitates a deeper understanding of cellular mechanisms and molecular functions, driving advancements in cell biology and molecular research.

Computed Properties

Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 10
Rotatable Bond Count 15
Exact Mass 1028.45928324 g/mol
Monoisotopic Mass 1028.45928324 g/mol
Topological Polar Surface Area 55.7Ų
Heavy Atom Count 74
Formal Charge 0
Complexity 1990
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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