Name: Azidoethyl-SS-propionic NHS ester
Brand: BOC Sciences
Rating: 5 (1 reviews)

Synonyms

2,5-dioxopyrrolidin-1-yl 3-[(2-azidoethyl)disulfanyl]propanoate

IUPAC Name

Canonical SMILES

C1CC(=O)N(C1=O)OC(=O)CCSSCCN=[N+]=[N-]

InChI

InChI=1S/C9H12N4O4S2/c10-12-11-4-6-19-18-5-3-9(16)17-13-7(14)1-2-8(13)15/h1-6H2

InChIKey

KEOGJOSSYXNLNK-UHFFFAOYSA-N

Solubility

10 mm in DMSO

Shelf Life

0-4°C for short term (days to weeks), or -20°C for long term (months).

Shipping

Room temperature, or blue ice upon request.

Storage

Store at -20 °C, keep in dry and avoid sunlight.

Azidoethyl-SS-propionic NHS ester, a bifunctional crosslinker, finds diverse applications in biochemical and molecular biology settings. Here are four key applications of this compound, presented with high perplexity and burstiness:

Protein Crosslinking: Employing Azidoethyl-SS-propionic NHS ester, researchers forge covalent links between proteins, facilitating the exploration of intricate protein-protein interactions. By crosslinking proteins within a complex, scientists stabilize transient interactions, setting the stage for in-depth analysis. This process is paramount for unraveling interaction partners and deciphering the complexities of protein interaction networks.

Bioconjugation: Widely utilized in bioconjugation, Azidoethyl-SS-propionic NHS ester serves as a versatile tool for attaching biomolecules like peptides or antibodies to diverse surfaces or molecules. Its NHS ester group interacts with amines, enabling targeted modifications of proteins and peptides. This application plays a pivotal role in constructing functionalized surfaces for advanced biosensors and precision-targeted drug delivery systems.

Click Chemistry: A cornerstone in bioorthogonal “click” chemistry, Azidoethyl-SS-propionic NHS ester facilitates the specific and efficient conjugation of biomolecules. The azide group undergoes a copper-catalyzed alkyne-azide cycloaddition reaction, empowering the rapid labeling or immobilization of various biomolecules. This methodology is widely embraced for tagging proteins, nucleic acids, and other biomolecules, catering to diverse imaging and analytical needs.

Fluorescent Labeling: Azidoethyl-SS-propionic NHS ester emerges as a powerful tool for fluorescently labeling proteins and biomolecules, enhancing their visualization in various biological contexts. By introducing azide groups onto biomolecules, researchers can subsequently affix fluorescent probes through click chemistry. This strategy enables real-time tracking and visualization of biomolecules in live cells and in vitro assays, offering valuable insights into dynamic biological processes.