
ROX maleimide, 5-isomer
| Catalog Number | F05-0002 |
| Category | Rhodamine |
| Molecular Formula | C39H36N4O6 |
| Molecular Weight | 656.73 |
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Product Introduction
ROX is a bright rhodamine dye with emission maximum around 580 nm. It is widely used for the labeling of biomolecules. As other rhodamine dyes, it comes as two isomers, 5-ROX and 6-ROX. Although these isomers have almost identical spectral properties, they need to be separated to avoid doubling of labeled products on HPLC or electrophoresis. This derivative contains thiol-reactive maleimide moiety for the attachment of ROX fluorophore to SH groups, such as cystein residues in proteins and peptides.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | 5-[2-(2,5-dioxopyrrol-1-yl)ethylcarbamoyl]-2-(3-oxa-23-aza-9-azoniaheptacyclo[17.7.1.15,9.02,17.04,15.023,27.013,28]octacosa-1(27),2(17),4,9(28),13,15,18-heptaen-16-yl)benzoate |
| SMILES | C1CC2=CC3=C(C4=C2N(C1)CCC4)OC5=C6CCC[N+]7=C6C(=CC5=C3C8=C(C=C(C=C8)C(=O)NCCN9C(=O)C=CC9=O)C(=O)[O-])CCC7 |
| InChI | InChI=1S/C39H36N4O6/c44-31-11-12-32(45)43(31)18-13-40-38(46)24-9-10-25(28(21-24)39(47)48)33-29-19-22-5-1-14-41-16-3-7-26(34(22)41)36(29)49-37-27-8-4-17-42-15-2-6-23(35(27)42)20-30(33)37/h9-12,19-21H,1-8,13-18H2,(H-,40,46,47,48) |
| InChIKey | HVAPFBLXEHPEQX-UHFFFAOYSA-N |
| Solubility | good in DMSO, DMF |
| Appearance | red powder |
Product Specification
| ε, L⋅mol-1⋅cm-1 | 93000 |
| Fluorescence Quantum Yield | 1.00 |
| Excitation | 570 |
| Emission | 591 |
| 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. |
Application
ROX maleimide, 5-isomer is a thiol-reactive fluorescent dye designed for efficient covalent labeling through maleimide-cysteine conjugation. As a ROX-family fluorophore, it supports fluorescence-based detection formats commonly used in molecular biology workflows, including labeling of biomolecules and construction of fluorescent conjugates for imaging and assay development. The dye's reactive maleimide group enables straightforward incorporation into probes, standards, and functional materials where controlled attachment to sulfhydryl-containing targets is required.
1. Protein And Peptide Labeling
ROX maleimide, 5-isomer is frequently used by protein and peptide researchers to generate fluorescently labeled conjugates for fluorescence microscopy, gel-based readouts, and assay development. Because the maleimide group reacts with accessible thiols, it is well suited for labeling engineered cysteine residues or thiol-containing peptides, enabling consistent dye loading for downstream characterization of biomolecule behavior, binding studies, and fluorescence-based quantification in laboratory workflows.
2. Oligonucleotide And Probe Construction
ROX maleimide, 5-isomer is commonly applied in nucleic acid analysis workflows to prepare fluorescently labeled oligonucleotides and molecular probes. In these applications, thiol-reactive conjugation provides a practical route to attach ROX fluorophores to thiol-modified primers, probes, or probe scaffolds, supporting fluorescence detection strategies used in nucleic acid workflows and probe development where a ROX spectral channel is advantageous for multiplexing or instrument compatibility.
3. Surface And Biomaterial Functionalization
ROX maleimide, 5-isomer is used in biomaterials and surface engineering to introduce fluorescent tags onto thiol-bearing surfaces, coatings, or polymer constructs. Researchers incorporate the dye to create traceable functional materials for microscopy and imaging-based characterization of surface coverage, material assembly, and spatial distribution. This thiol-reactive functionality also supports the preparation of fluorescently labeled biomaterial conjugates used in materials science and chemical biology studies of interfaces.
4. Fluorescent Labeling Standards
ROX maleimide, 5-isomer is also used to prepare fluorescent labeling standards and calibration reagents for fluorescence measurements. By generating well-defined ROX-labeled conjugates through thiol-directed attachment, labs can create reference materials for instrument checks, method development, and comparative fluorescence experiments across assays. This use is particularly common in workflows where consistent ROX signal reporting is needed for reliable readout during assay optimization and imaging method validation.
Computed Properties
| XLogP3 | 3.4 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 7 |
| Rotatable Bond Count | 5 |
| Exact Mass | 656.26348488 g/mol |
| Monoisotopic Mass | 656.26348488 g/mol |
| Topological Polar Surface Area | 122Ų |
| Heavy Atom Count | 49 |
| Formal Charge | 0 |
| Complexity | 1560 |
| 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 |
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