
Sulfo-Cyanine3 carboxylic acid
| Catalog Number | F03-0003 |
| Category | sulfo-Cyanine3 |
| Molecular Formula | C30H35N2KO8S2 |
| Molecular Weight | 654.84 |
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Product Introduction
Sulfo-Cyanine3 carboxylic acid is a water-soluble fluorescent dye that belongs to the cyanine class, characterized by its polymethine chain and sulfonic acid groups, which enhance its aqueous solubility and bioconjugation potential. This dye exhibits strong absorption and emission in the visible spectrum, making it suitable for applications in fluorescence microscopy and flow cytometry. Its carboxylic acid functionality allows for easy conjugation to amines on biomolecules, enabling its use in protein and peptide labeling for various bioimaging and analytical assays.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Related CAS | 1941997-61-0 (sodium salt) 1121756-11-3 (inner salt) |
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | potassium;1-(5-carboxypentyl)-3,3-dimethyl-2-[3-(1,3,3-trimethyl-5-sulfonatoindol-1-ium-2-yl)prop-2-enylidene]indole-5-sulfonate |
| SMILES | CC1(C2=C(C=CC(=C2)S(=O)(=O)[O-])[N+](=C1C=CC=C3C(C4=C(N3CCCCCC(=O)O)C=CC(=C4)S(=O)(=O)[O-])(C)C)C)C.[K+] |
| InChI | InChI=1S/C30H36N2O8S2.K/c1-29(2)22-18-20(41(35,36)37)13-15-24(22)31(5)26(29)10-9-11-27-30(3,4)23-19-21(42(38,39)40)14-16-25(23)32(27)17-8-6-7-12-28(33)34;/h9-11,13-16,18-19H,6-8,12,17H2,1-5H3,(H2-,33,34,35,36,37,38,39,40);/q;+1/p-1 |
| InChIKey | XSSPIINVLTVORR-UHFFFAOYSA-M |
| Solubility | Well soluble in water, DMF, DMSO (0.55 M = 360 g/L). Practically insoluble in non-polar organic solvents. |
| Appearance | dark red crystals |
Product Specification
| 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. |
Application
Sulfo-Cyanine3 carboxylic acid is a sulfonated cyanine fluorophore designed for aqueous fluorescent labeling workflows, offering strong optical performance in the visible-red region and a carboxylic acid handle for conjugation strategies. Its charged sulfonate group supports water compatibility, making it a common building block for preparing fluorescent conjugates used in microscopy, labeling assays, and fluorescence-based analytical development.
1. Fluorescent Protein Labeling
Sulfo-Cyanine3 carboxylic acid is frequently used to generate red-emitting fluorescent protein conjugates for imaging and quantitative fluorescence assays. Researchers typically incorporate it into labeling workflows where a reactive carboxyl group is used to attach the dye to proteins or protein-containing reagents, enabling visualization of labeled targets in cell biology experiments and supporting downstream readouts such as fluorescence microscopy and plate-based fluorescence measurements. Because the dye is sulfonated, conjugates prepared from it are often chosen when aqueous handling and consistent staining conditions are important for routine lab protocols.
2. Fluorescence Microscopy Tracing
Sulfo-Cyanine3 carboxylic acid serves as a practical fluorophore for cellular and biomolecular tracing experiments in fluorescence microscopy, particularly when a bright, red-channel signal is desired for multi-color imaging layouts. After incorporation into appropriate labeling conjugates, the dye enables localization studies of labeled biomolecules on fixed samples and in imaging workflows where wash stability and water-compatible staining reagents are required. Imaging labs and microscopy method developers commonly select cyanine-based dyes like this when they need a robust fluorescent label that integrates into standard staining and imaging pipelines.
3. Oligonucleotide and Probe Labeling
Sulfo-Cyanine3 carboxylic acid is also used to produce fluorescent oligonucleotide labeling reagents and nucleic-acid-associated probes for fluorescence-based detection workflows. In these applications, the dye is incorporated to create labeled DNA or RNA constructs used for hybridization readouts, nucleic acid tracking experiments, and fluorescence monitoring in molecular biology assays. The sulfonated cyanine scaffold helps support aqueous conjugate preparation and consistent fluorescence labeling for nucleic acid workflows where the fluorophore must remain compatible with buffer conditions used during probe handling and measurement.
4. Flow Cytometry Conjugate Development
Sulfo-Cyanine3 carboxylic acid is employed in the development of flow cytometry-compatible fluorescent conjugates, where red-emitting signals are used to quantify labeled biomolecules in heterogeneous mixtures. Conjugate developers use the dye to construct antibody, affinity reagent, or other binding-partner labels that generate a measurable fluorescence shift during cytometric analysis. This fluorophore is commonly selected when a sulfonated cyanine dye is preferred for aqueous conjugation and when a visible-red emission channel aligns with existing instrument laser and filter configurations used in routine cytometry panels.
Computed Properties
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 9 |
| Rotatable Bond Count | 9 |
| Exact Mass | 654.14718991 g/mol |
| Monoisotopic Mass | 654.14718991 g/mol |
| Topological Polar Surface Area | 175Ų |
| Heavy Atom Count | 43 |
| Formal Charge | 0 |
| Complexity | 1350 |
| 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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