Name: N-(2-(2-(2-(2-Azidoethoxy)ethoxy)ethoxy)ethyl)-5-(dimethylamino)naphthalene-1-sulfonamide
Molecular Formula: C20H29N5O5S
CAS#: 1321923-30-1
SMILES: O=S(NCCOCCOCCOCCN=[N+]=[N-])(C1=CC=CC2=C1C=CC=C2N(C)C)=O
MDL#:
Catalog#: AMTGC1466-AN25
Molecular weight: 451.54 g/mol
Other names:
- Dansyl-PEG4-azide
- PEG4 azide fluorescent probe (dansyl)
- 5-(Dimethylamino)naphthalene sulfonamide PEG4 azide
Fields of Interest: bioconjugation, fluorescent labeling, and chemical probe development
Background & Applications:
Background
Dansyl-PEG4-azide is an azide-functionalized PEG conjugate featuring a PEG4 spacer linking a terminal azide group to a dansyl (dimethylaminonaphthalene sulfonamide) fluorophore. The polyethylene glycol segment provides hydrophilicity, flexibility, and improved solubility, while spatially separating the fluorescent moiety from the reactive azide. The azide functionality enables efficient bioorthogonal click chemistry, including CuAAC and strain-promoted azide–alkyne cycloaddition, allowing site-specific attachment to alkynyl-functionalized molecules or surfaces. The dansyl group is a well-known environment-sensitive fluorophore, making this compound a multifunctional building block within a diverse portfolio of functionalized PEGs that combine linker chemistry with optical functionality.
Applications
This azido-PEG–dansyl derivative is commonly used in bioconjugation, fluorescent labeling, and chemical probe development applications where both conjugation capability and optical detection are required. Typical uses include click-based attachment of fluorescent tags to biomolecules, polymers, or surfaces, preparation of labeled intermediates for diagnostics and imaging, and incorporation into materials for sensing or mechanistic studies. The combination of click-reactive azide functionality and a fluorescent reporter group enables modular design of probes for biological and materials research. As part of a comprehensive functionalized PEG product line, this compound supports advanced strategies in diagnostics, biomaterials, and specialty chemical applications.
Appearance: Yellow liquid
Purity: 99%
Storage: Room Temp
Solubility: Dichloromethane, Chloroform, Methanol
Literature:
- Organic and Biomolecular Chemistry, 2011, vol. 9, # 22, p. 7667 – 7670
- Green Chemistry, 2022, vol. 24, # 20, p. 8046 – 8053
- Journal of the American Chemical Society, 2011, vol. 133, # 32, p. 12382 – 12385