Name: Azido-PEG8-NHS ester
Brand: BOC Sciences
Rating: 5 (1 reviews)

Synonyms

Azido-PEG8-CH2CO2-NHS; N3-PEG8-C2-NHS ester; N3-PEG8-CH2CH2COONHS Ester; 1-[(1-Azido-27-oxo-3,6,9,12,15,18,21,24-octaoxaheptacosan-27-yl)oxy]-2,5-pyrrolidinedione; 2,5-Pyrrolidinedione, 1-[(27-azido-1-oxo-4,7,10,13,16,19,22,25-octaoxaheptacos-1-yl)oxy]-; 1-Azido-3,6,9,12,15,18,21,24-octaoxaheptacosan-27-oic acid succinimidyl ester

IUPAC Name

(2,5-dioxopyrrolidin-1-yl) 3-[2-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate

Canonical SMILES

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

InChI

InChI=1S/C23H40N4O12/c24-26-25-4-6-32-8-10-34-12-14-36-16-18-38-20-19-37-17-15-35-13-11-33-9-7-31-5-3-23(30)39-27-21(28)1-2-22(27)29/h1-20H2

InChIKey

AZXJVYAMFTUKFC-UHFFFAOYSA-N

Solubility

Soluble in DMSO (10 mm)

PSA

187.27000

Appearance

Pale Yellow or Colorless Oily Liquid

Shelf Life

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

Shipping

Room temperature

Storage

Store at 2-8°C

Form

Liquid

Azido-PEG8-NHS ester, a versatile bifunctional reagent, finds extensive applications in bioconjugation, molecular biology, and nanotechnology. Here are four key applications of Azido-PEG8-NHS ester presented with a high degree of perplexity and burstiness:

Chemical Crosslinking: Azido-PEG8-NHS ester serves as a crucial tool for establishing stable connections between proteins, peptides, or other biomolecules. By engaging with primary amines, the NHS ester orchestrates the formation of covalent bonds, facilitating the fusion of diverse molecules for a myriad of biological assays. This crosslinking strategy not only enhances the durability, but also augments the functionality of the molecular complexes instrumental for comprehensive studies.

Click Chemistry: The azide group within Azido-PEG8-NHS ester plays an instrumental role in ‘click’ chemistry reactions, particularly in copper-catalyzed alkyne-azide cycloaddition (CuAAC). This highly efficient and selective bioorthogonal reaction allows for the tagging, labeling, or modification of biomolecules with precision. Researchers leverage this technique across a spectrum of applications, spanning from imaging to targeted drug delivery, showcasing its versatility in molecular manipulation.

Surface Functionalization: Leveraging the versatility of Azido-PEG8-NHS ester, researchers employ this reagent to tailor the surfaces of nanoparticles, biosensors, and other materials with specific functional groups. This ester facilitates the binding of bioactive molecules, enriching the biocompatibility and targeting specificity of the materials. Such tailored functionalization plays a pivotal role in the development of advanced diagnostic tools and therapeutic devices.

Drug Delivery Systems: In the realm of targeted drug delivery systems, Azido-PEG8-NHS ester emerges as a key component in linking therapeutic agents to carriers like liposomes or polymeric nanoparticles. This linkage ensures precise delivery to designated cells or tissues, minimizing off-target effects and heightening therapeutic efficiency. The presence of the PEG moiety not only imparts water solubility, but also reduces immunogenicity, making it advantageous for in vivo applications, underscoring its significance in modern drug delivery approaches.