![6-[5-(Dimethylamino)-1-naphthylsulfonylamino]hexanoic acid succinimidyl ester](https://resource.bocsci.com/structure/217176-82-4.gif)
6-[5-(Dimethylamino)-1-naphthylsulfonylamino]hexanoic acid succinimidyl ester | CAS 217176-82-4
| Catalog Number | A16-0154 |
| Category | Other Cell Fluorescent Probes |
| Molecular Formula | C22H27N3O6S |
| Molecular Weight | 461.53 |
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Product Introduction
6-[5-(Dimethylamino)-1-naphthylsulfonylamino]hexanoic acid succinimidyl ester is a thiol-reactive fluorophore that features a naphthylsulfonyl chromophore known for its strong fluorescence properties. This compound is commonly used in biomolecule conjugation, where the succinimidyl ester functionality facilitates efficient coupling to primary amines on proteins and peptides, forming stable amide bonds. Its fluorescence characteristics make it suitable for applications in fluorescence microscopy and flow cytometry, where it serves as a reliable molecular probe for tracking and imaging biological processes.
Chemical Information
Application
Chemical Information
| Synonyms | DANSYL-X, SE |
| SMILES | CN(C)C1=CC=CC2=C1C=CC=C2S(=O)(=O)NCCCCCC(=O)ON3C(=O)CCC3=O |
| InChI | InChI=1S/C22H27N3O6S/c1-24(2)18-10-6-9-17-16(18)8-7-11-19(17)32(29,30)23-15-5-3-4-12-22(28)31-25-20(26)13-14-21(25)27/h6-11,23H,3-5,12-15H2,1-2H3 |
| InChIKey | XYIICGLEONACOH-UHFFFAOYSA-N |
Application
6-[5-(Dimethylamino)-1-naphthylsulfonylamino]hexanoic acid succinimidyl ester is an NHS-ester activated labeling reagent designed for efficient amine-reactive bioconjugation. Its naphthalene sulfonamide fluorophore provides strong visible fluorescence for tracking proteins, peptides, and other primary amine-containing biomolecules after conjugation, supporting workflows in fluorescence microscopy and quantitative fluorescence assays. The succinimidyl ester functionality enables straightforward preparation of fluorescent conjugates for labeling, imaging, and assay reagent development.
1. Protein And Peptide Labeling
6-[5-(Dimethylamino)-1-naphthylsulfonylamino]hexanoic acid succinimidyl ester is frequently used by bioconjugation-focused laboratories to fluorescently label proteins, antibodies, and peptides through reaction with lysine side-chain amines and N-terminal amines. Researchers incorporate the resulting dye-conjugates into binding studies, localization experiments, and fluorescence-based characterization of biomolecular interactions, where the fluorophore's visible emission is convenient for standard fluorescence imaging setups. Because the reagent is pre-activated as an NHS ester, it is commonly selected when rapid conjugate preparation is needed for downstream microscopy, plate-reader assays, or flow cytometry sample labeling.
2. Fluorescence Microscopy Tracing
6-[5-(Dimethylamino)-1-naphthylsulfonylamino]hexanoic acid succinimidyl ester supports cellular and biomaterials microscopy workflows that rely on fluorescent tagging of biomolecules. Typical use cases include labeling extracellular proteins for uptake or surface association studies, preparing fluorescent conjugates for co-localization experiments, and generating imaging reagents to visualize biomolecule distribution in fixed or prepared samples. In these applications, the NHS-ester activation is leveraged to attach the fluorophore to amine-bearing targets, enabling direct visualization without requiring additional labeling steps beyond conjugate preparation.
3. Flow Cytometry Conjugate Preparation
6-[5-(Dimethylamino)-1-naphthylsulfonylamino]hexanoic acid succinimidyl ester is used to generate fluorescent conjugates for flow cytometry workflows that require covalent attachment of a dye to proteins or other amine-containing reagents. Researchers commonly label antibodies, affinity binders, or protein standards to enable quantitative fluorescence readouts of binding, uptake proxies, or reagent performance in suspension. The succinimidyl ester format helps ensure robust covalent dye coupling, which is particularly useful when comparing populations or running multi-sample panels where stable labeling is required for consistent signal during acquisition.
4. Fluorescent Bioassay Reagent Development
6-[5-(Dimethylamino)-1-naphthylsulfonylamino]hexanoic acid succinimidyl ester is applied in fluorescence assay development where a labeled biomolecule serves as a reporter reagent. In assay workflows, dye-conjugated proteins or peptides can be used as fluorescent tracers, detection reagents in binding formats, or standards for method development in plate-reader measurements. The reagent's amine-reactive NHS ester design supports reproducible conjugate preparation for researchers building fluorescence-based assays, including those used to optimize assay components, verify reagent handling, or monitor binding performance in screening-style experiments.
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