
N3-kethoxal | CAS 2382756-48-9
| Catalog Number | R14-0370 |
| Category | Azides |
| Molecular Formula | C6H11N3O4 |
| Molecular Weight | 189.17 |
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Product Introduction
N3-kethoxal is a small, membrane-permeable probe used for intracellular RNA labeling. It selectively binds to unpaired guanine residues within a cellular environment and then provides a bio-orthogonal handle for click chemistry reactions.
Chemical Information
Product Specification
Application
Chemical Information
| IUPAC Name | 3-(2-azidoethoxy)-1,1-dihydroxybutan-2-one |
| SMILES | CC(C(=O)C(O)O)OCCN=[N+]=[N-] |
| InChI | InChI=1S/C6H11N3O4/c1-4(5(10)6(11)12)13-3-2-8-9-7/h4,6,11-12H,2-3H2,1H3 |
| InChIKey | FDNGFYLWDLIWJM-UHFFFAOYSA-N |
| Solubility | Soluble in DMSO |
Product Specification
| Storage | Store at -20°C |
Application
N3-kethoxal is a ketoxal-bearing click chemistry reagent designed for bioorthogonal labeling workflows, most commonly used as an electrophilic carbonyl handle that can be incorporated into N3-functionalized targeting or biomolecule conjugation strategies. As a small-molecule scaffold featuring a ketoxal motif, it is frequently selected when researchers need robust reactivity toward nucleophilic partners in labeling and derivatization pipelines, including probe and material functionalization. Its N3/ketoxal combination makes it a practical building block for downstream conjugate generation used in chemical biology, molecular imaging, and analytical reagent development.
1. Biomolecule Labeling Workflows
N3-kethoxal is widely used to introduce a ketoxal functional group into biomolecule labeling schemes, enabling researchers to generate reactive conjugates for subsequent affinity capture, detection, or surface immobilization. Chemical biology groups often incorporate N3-kethoxal into workflows where controlled functional group density is important for probe performance, such as preparing labeled proteins, peptides, or nucleic-acid-associated constructs for imaging and assay development. The ketoxal reactivity supports efficient derivatization of nucleophilic biomolecular sites under labeling-compatible conditions, making it a useful reagent for building multicomponent conjugates used in research-grade detection and characterization.
2. Molecular Imaging Probe Development
N3-kethoxal is commonly selected in molecular imaging and diagnostic-reagent research for generating imaging probes that require a reactive carbonyl handle for conjugation to targeting components or reporters. In probe development pipelines, the reagent is used to functionalize linkers and intermediate conjugates so that fluorescent dyes, affinity tags, or other signal-generating moieties can be attached in a modular manner. Because N3-kethoxal can be integrated into conjugation strategies that emphasize stable probe assembly and reproducible labeling, it is frequently used by imaging chemists and assay developers who need consistent functionalization for microscopy, flow-based readouts, and analytical characterization of probe constructs.
3. Surface Functionalization For Biomaterials
N3-kethoxal is applicable to biomaterials science where reactive carbonyl functionality is needed to covalently modify surfaces, scaffolds, or polymeric materials with biomolecular ligands. Materials groups use N3-kethoxal to prepare functionalized coatings and intermediate linkers that can be further coupled to proteins, peptides, or other nucleophilic biomolecules to create bioactive interfaces for research platforms. This approach supports the fabrication of conjugate-bearing surfaces used for studying biomolecular interactions, immobilizing capture reagents, and producing reproducible material formats for downstream assays and characterization.
4. Affinity Reagent And Capture Assays
N3-kethoxal is frequently employed in the development of affinity reagents and capture assay components where a ketoxal-bearing intermediate is useful for assembling conjugates with defined reactive handles. Diagnostic reagent developers and analytical chemistry teams use the reagent to generate derivatized building blocks that can be incorporated into immunoassay-like formats, pull-down reagents, or chromatography-compatible capture systems. By enabling modular conjugate construction, N3-kethoxal supports the preparation of standardized reagent batches used for binding studies, analytical workflows, and method development requiring consistent coupling chemistry across different reagent lots.
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