Sulfo-Cyanine3 tetrazine

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Sulfo-Cyanine3 tetrazine

Sulfo-Cyanine3 tetrazine

Catalog Number R08-0014
Category Tetrazines
Molecular Formula C40H44KN7O7S2
Molecular Weight 838.05
Catalog Number Size Price Quantity
R08-0014 -- $--

Product Introduction

Tetrazine-trans-cyclooctene ligation is among the fastest bioconjugation reactions known to date. This water soluble sulfo-Cyanine3 derivative contains methyltetrazine moiety for the coupling with trans-cyclooctenes. Methyltetrazines possess optimal stability at physiological pH, while maintaining extremely high reactivity towards cyclooctenes.

Chemical Information

Purity NMR 1H, HPLC-MS (95%)
IUPAC Name potassium;3,3-dimethyl-1-[6-[[4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenyl]methylamino]-6-oxohexyl]-2-[3-(1,3,3-trimethyl-5-sulfonatoindol-1-ium-2-yl)prop-2-enylidene]indole-5-sulfonate
Canonical SMILES CC1=NN=C(N=N1)C2=CC=C(C=C2)CNC(=O)CCCCCN3C4=C(C=C(C=C4)S(=O)(=O)[O-])C(C3=CC=CC5=[N+](C6=C(C5(C)C)C=C(C=C6)S(=O)(=O)[O-])C)(C)C.[K+]
InChI InChI=1S/C40H45N7O7S2.K/c1-26-42-44-38(45-43-26)28-16-14-27(15-17-28)25-41-37(48)13-8-7-9-22-47-34-21-19-30(56(52,53)54)24-32(34)40(4,5)36(47)12-10-11-35-39(2,3)31-23-29(55(49,50)51)18-20-33(31)46(35)6;/h10-12,14-21,23-24H,7-9,13,22,25H2,1-6H3,(H2-,41,48,49,50,51,52,53,54);/q;+1/p-1
InChI Key MOTFTOHZJPRDSY-UHFFFAOYSA-M
Solubility soluble in water (0.43 M = 36 g/L), DMF, DMSO
Appearance red powder
  • Product Specification
  • Application
ε, L⋅mol-1⋅cm-1 162000
Fluorescence Quantum Yield 0.1
Excitation 548
Emission 563
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.

Sulfo-Cyanine3 tetrazine, a versatile fluorescent dye, finds widespread use in diverse biological and biochemical contexts. Explore four key applications of Sulfo-Cyanine3 tetrazine:

Bioorthogonal Labeling: Positioned at the intersection of bioorthogonal chemistry, Sulfo-Cyanine3 tetrazine excels in labeling biomolecules within living cells and organisms. This dye exhibits specific reactivity with trans-cyclooctene (TCO)-modified molecules, enabling precise and selective imaging of target proteins or nucleic acids. This sophisticated technique allows for real-time observation of dynamic biological processes devoid of cellular disruptions.

Fluorescence Microscopy: As a luminous and enduring fluorescent tag in fluorescence microscopy, Sulfo-Cyanine3 tetrazine illuminates cellular structures and molecular interactions with remarkable clarity. Researchers leverage this dye to visualize biomolecule localization, movement, and interactions in both fixed and live cell specimens, enriching our comprehension of intricate biological systems.

Protein Conjugation: Sulfo-Cyanine3 tetrazine plays a pivotal role in conjugating proteins, antibodies, and other biomolecules for diverse assays and detection systems. By coupling this dye to specific biomolecules, scientists can trace and quantify them across various experimental frameworks, such as Western blotting, flow cytometry, and ELISA.

Super-Resolution Imaging: Embracing cutting-edge super-resolution imaging techniques like STED (Stimulated Emission Depletion) microscopy, Sulfo-Cyanine3 tetrazine stands out for its exceptional photostability and luminosity. These attributes make it a fitting choice for achieving nanoscale resolution of cellular and molecular architectures. Empowered by this advanced imaging prowess, researchers can scrutinize biological specimens with unrivaled detail and precision.

Computed Properties

Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 12
Rotatable Bond Count 12
Exact Mass 837.23807060 g/mol
Monoisotopic Mass 837.23807060 g/mol
Topological Polar Surface Area 218Ų
Heavy Atom Count 57
Formal Charge 0
Complexity 1710
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 2
Covalently-Bonded Unit Count 2
Compound Is Canonicalized Yes
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