
6-JOE SE | CAS 113394-23-3
| Catalog Number | A19-0007 |
| Category | DNA Stains |
| Molecular Formula | C27H17Cl2NO11 |
| Molecular Weight | 602.34 |
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Product Introduction
6-JOE SE is a fluorescent dye belonging to the xanthene class, characterized by its conjugated aromatic system that facilitates efficient light absorption and emission. It contains an amine-reactive succinimidyl ester (SE) functional group, enabling covalent attachment to proteins and other biomolecules, making it suitable for labeling applications. This dye is frequently utilized in fluorescence microscopy and flow cytometry for its distinct spectral properties, allowing for effective visualization in complex biological systems.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Synonyms | 6-JOE OSu; Spiro[isobenzofuran-1(3H),9'-[9H]xanthene]-6-carboxylic acid, 4',5'-dichloro-3',6'-dihydroxy-2',7'-dimethoxy-3-oxo-, 2,5-dioxo-1-pyrrolidinyl ester; 2,5-Dioxo-1-pyrrolidinyl 4',5'-dichloro-3',6'-dihydroxy-2',7'-dimethoxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-6-carboxylate; 2,5-Pyrrolidinedione, 1-[[(4',5'-dichloro-3',6'-dihydroxy-2',7'-dimethoxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-6-yl)carbonyl]oxy]-; JOE NHS Ester; 2,5-dioxopyrrolidin-1-yl 4',5'-dichloro-3',6'-dihydroxy-2',7'-dimethoxy-3-oxo-3H-spiro[isobenzofuran-1,9'-xanthene]-6-carboxylate |
| Purity | ≥95% |
| IUPAC Name | (2,5-dioxopyrrolidin-1-yl) 4',5'-dichloro-3',6'-dihydroxy-2',7'-dimethoxy-1-oxospiro[2-benzofuran-3,9'-xanthene]-5-carboxylate |
| SMILES | COC1=C(C(=C2C(=C1)C3(C4=CC(=C(C(=C4O2)Cl)O)OC)C5=C(C=CC(=C5)C(=O)ON6C(=O)CCC6=O)C(=O)O3)Cl)O |
| InChI | InChI=1S/C27H17Cl2NO11/c1-37-15-8-13-23(19(28)21(15)33)39-24-14(9-16(38-2)22(34)20(24)29)27(13)12-7-10(3-4-11(12)26(36)40-27)25(35)41-30-17(31)5-6-18(30)32/h3-4,7-9,33-34H,5-6H2,1-2H3 |
| InChIKey | UUVBVONAGUSCCH-UHFFFAOYSA-N |
| Density | 1.79±0.1 g/cm3 |
| Appearance | Solid |
| Boiling Point | 835.6±75.0°C at 760 mmHg |
Product Specification
| Storage | Store at -20°C |
| Signal | Warning |
| GHSHazardStatements | H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation] |
| Precautionary Statement Codes | P261, P264, P271, P280, P302+P352, P304+P340, P319, P321, P332+P317, P362+P364, P403+P233, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.) |
Application
6-JOE SE is a succinimidyl ester (SE) fluorescent dye designed for covalent labeling of primary amines on proteins, peptides, and other amine-containing biomolecules. Its reactive SE group enables straightforward preparation of fluorescent conjugates for downstream microscopy and fluorescence-based assays, while its bright visible emission makes it practical for routine imaging workflows that rely on standard fluorescence instrumentation.
1. Protein Amine Labeling
6-JOE SE is frequently used by protein biochemists to generate fluorescently labeled antibodies, enzymes, and affinity reagents through covalent attachment to lysine residues and N-termini. Researchers incorporate the resulting conjugates into binding studies, fluorescence imaging of biomolecular localization, and assay development where stable dye conjugation is required. The SE functionality helps streamline conjugate preparation for labeling batches used in workflow-scale experiments such as screening, reagent qualification, and fluorescence readout development.
2. Fluorescence Microscopy Tracing
6-JOE SE-labeled biomolecules are commonly applied in fluorescence microscopy to visualize distribution, uptake, and co-localization in fixed-cell or fixed-tissue imaging experiments. Lab teams use the dye-conjugated probes to track proteinaceous targets, follow biomolecular transport within experimental systems, and support multicolor imaging workflows where the dye's visible emission can be matched to available filter sets. Because the labeling is covalent, the reagent is well suited for experiments that include washing and imaging steps that demand conjugate retention on the labeled macromolecule.
3. Flow Cytometry Conjugates
6-JOE SE is used to prepare fluorescent labeling reagents for flow cytometry, particularly when researchers need stable dye conjugation to amine-bearing proteins used as staining reagents. In typical workflows, dye-labeled proteins are used to quantify binding to cell-associated targets, monitor relative abundance of labeled biomolecules, or support fluorescence-based characterization of experimental samples. The SE chemistry supports consistent conjugation of the fluorophore to protein reagents used across replicate experiments and instrument runs.
4. Fluorescent Bioassay Reagents
6-JOE SE is also applied in fluorescence assay development where amine-reactive fluorescent conjugates serve as signal reporters. Assay developers use the dye-labeled biomolecules as tracer reagents in binding assays, detection formats that rely on fluorescence intensity, and reagent sets for method optimization. This use case is especially common in chemical biology and biomaterials research labs that require reproducible fluorescent labeling of proteins or peptides to generate assay-ready conjugates for iterative testing.
Computed Properties
| XLogP3 | 3.6 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 11 |
| Rotatable Bond Count | 5 |
| Exact Mass | 601.0178657 g/mol |
| Monoisotopic Mass | 601.0178657 g/mol |
| Topological Polar Surface Area | 158Ų |
| Heavy Atom Count | 41 |
| Formal Charge | 0 |
| Complexity | 1060 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| WO-2022241209-A1 | Compositions and methods for use in identifying or quantifying microorganisms | 2021-05-13 |
| WO-2022152777-A1 | Storage stable caged haptens | 2021-01-15 |
| WO-2022136651-A1 | Method for determining active sars-cov-2 infections | 2020-12-23 |
| WO-2022119932-A1 | Anti-human cd10 antibodies for use in immunohistochemistry (ihc) protocols to diagnose cancer | 2020-12-02 |
| EP-4087587-A1 | Targeted and localized in vivo delivery of oligonucleotides | 2020-01-11 |
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