
ATTO Thio12 maleimide
| Catalog Number | F10-0093 |
| Category | ATTO Dyes |
| Molecular Formula | C35H38ClN5O8S |
| Molecular Weight | 724.2 |
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Product Introduction
ATTO Thio12 maleimide is a new label closely related to the well-known rhodamines. The dye can be used for labeling of DNA, RNA or proteins. The characteristic feature of the label is high yield of triplet formation. The dye is moderately hydrophilic. ATTO Thio12 maleimide is a cationic dye. After coupling to a substrate the dye carries a net electrical charge of +1.find more information here
Chemical Information
Application
Computed Properties
Chemical Information
| IUPAC Name | [6-(dimethylamino)-9-[2-[[4-[2-(2,5-dioxopyrrol-1-yl)ethylamino]-4-oxobutyl]-methylcarbamoyl]phenyl]thioxanthen-3-ylidene]-dimethylazanium;perchlorate |
| SMILES | CN(C)C1=CC2=C(C=C1)C(=C3C=CC(=[N+](C)C)C=C3S2)C4=CC=CC=C4C(=O)N(C)CCCC(=O)NCCN5C(=O)C=CC5=O.[O-]Cl(=O)(=O)=O |
| InChI | InChI=1S/C35H37N5O4S.ClHO4/c1-37(2)23-12-14-27-29(21-23)45-30-22-24(38(3)4)13-15-28(30)34(27)25-9-6-7-10-26(25)35(44)39(5)19-8-11-31(41)36-18-20-40-32(42)16-17-33(40)43;2-1(3,4)5/h6-7,9-10,12-17,21-22H,8,11,18-20H2,1-5H3;(H,2,3,4,5) |
| InChIKey | WHKJMPAVTRGBGG-UHFFFAOYSA-N |
Application
ATTO Thio12 maleimide is a thiol-reactive fluorescent dye designed for efficient conjugation to sulfhydryl-containing biomolecules. As a maleimide-functional fluorophore, it is commonly used to generate fluorescent labeling reagents for protein, peptide, and other thiol-bearing targets used in microscopy, fluorescence imaging, and quantitative fluorescence workflows. The ATTO Thio12 scaffold supports bright fluorescence for tracking labeled biomolecular constructs and for building fluorescent conjugates for downstream assay development.
1. Protein Thiol Labeling
ATTO Thio12 maleimide is widely used by protein chemistry and chemical biology groups to label cysteine-containing proteins, antibodies, and protein domains for fluorescence microscopy and quantitative fluorescence readouts. Researchers typically prepare fluorescent conjugates by reacting the maleimide with accessible thiols on the biomolecule, enabling controlled attachment of the dye to native or engineered cysteine sites. Labeled proteins produced with ATTO Thio12 maleimide are commonly used as imaging reagents to monitor binding interactions, track protein localization in cell-based experiments, and visualize protein trafficking in fluorescence imaging studies.
2. Fluorescent Probe Construction
ATTO Thio12 maleimide supports fluorescent probe development where a stable dye handle is needed for assembling multifunctional molecular imaging reagents. In practice, teams in fluorescence probe development and biomaterials research use the dye to generate labeled building blocks that can be incorporated into larger constructs, such as thiol-functional linkers, fluorescent affinity reagents, and immobilizable conjugates. The maleimide functionality makes it convenient for attaching ATTO Thio12 to thiol-terminated components used in probe libraries, enabling consistent dye loading for comparative imaging and assay optimization.
3. Biomaterial Surface Functionalization
ATTO Thio12 maleimide is used in biomaterials and surface engineering workflows to fluorescently tag thiol-bearing polymers, hydrogels, and surface coatings for microscopy-based characterization. Researchers incorporate the dye into functional materials by coupling it to thiol groups present on surface-modified substrates or thiol-functional polymer components, allowing visualization of coating uniformity, coating retention, and spatial distribution of biomaterial features. This approach is frequently applied to study material-biomolecule interactions, track labeled matrix components, and support fluorescence microscopy characterization of engineered surfaces.
4. Peptide And Oligomer Tagging
ATTO Thio12 maleimide is employed for fluorescent labeling of peptides and other cysteine-containing biomolecular ligands used in binding studies and fluorescence-based assays. Chemical biology laboratories often label short peptides, receptor-binding motifs, or engineered oligomers to enable visualization of binding events and to quantify fluorescence signals from labeled constructs. The resulting dye-tagged peptides and oligomers can be used as molecular imaging reagents in fluorescence microscopy and as fluorescent components in assay development where thiol-directed dye conjugation provides a straightforward route to consistent labeling.
Computed Properties
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 10 |
| Rotatable Bond Count | 10 |
| Exact Mass | 723.2129621 g/mol |
| Monoisotopic Mass | 723.2129621 g/mol |
| Topological Polar Surface Area | 193Ų |
| Heavy Atom Count | 50 |
| Formal Charge | 0 |
| Complexity | 1390 |
| 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 | 2 |
| Compound Is Canonicalized | Yes |
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