Name: Azido-PEG2-NHS ester
Brand: BOC Sciences
Price: 469 USD
Availability: MadeToOrder

Size

Price

Stock

Quantity

500 mg

$469

In stock

Synonyms

Azido-PEG2-CH2CO2-NHS; N3-PEG2-C2-NHS ester; Propanoic acid, 3-[2-(2-azidoethoxy)ethoxy]-, 2,5-dioxo-1-pyrrolidinyl ester; N3-PEG2-CH2CH2COONHS Ester; Azido-PEG2-NHS; N3-PEG2-SPA; 1-({3-[2-(2-Azidoethoxy)ethoxy]propanoyl}oxy)-2,5-pyrrolidinedione; 2,5-Pyrrolidinedione, 1-[3-[2-(2-azidoethoxy)ethoxy]-1-oxopropoxy]-; 2,5-Dioxo-1-pyrrolidinyl 3-[2-(2-azidoethoxy)ethoxy]propanoate; N-Succinimido 9-azido-4,7-dioxanonanoate

IUPAC Name

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

Canonical SMILES

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

InChI

InChI=1S/C11H16N4O6/c12-14-13-4-6-20-8-7-19-5-3-11(18)21-15-9(16)1-2-10(15)17/h1-8H2

InChIKey

XDXWXTIRKQZRNN-UHFFFAOYSA-N

Solubility

Soluble in DCM, DMF, DMSO

Appearance

Pale Yellow or Colorless Oily Matter

Shipping

Room temperature

Storage

Store at 2-8°C

Azido-PEG2-NHS ester, a versatile chemical reagent, plays a pivotal role in bioconjugation and molecular biology. Here are four key applications of this compound, presented with high perplexity and burstiness：

Protein Labeling：Azido-PEG2-NHS ester serves as a foundational tool for labeling proteins with azide groups, setting the stage for subsequent bio-orthogonal click chemistry reactions. This strategic labeling approach enables researchers to precisely attach molecules like fluorescent dyes or biotin to proteins, honing in on protein function, localization, and interactions within cellular environments.

Drug Delivery Systems：In the realm of targeted drug delivery systems, Azido-PEG2-NHS ester emerges as a game-changer, offering the means to modify nanoparticles or drug carriers with azide functionalities. By integrating these azide groups, carriers can be seamlessly clicked to diverse targeting ligands such as antibodies or peptides, guiding therapeutic payloads to specific cells or tissues with precision. This refined targeting capability elevates the efficacy of drug delivery systems while mitigating potential side effects.

Surface Functionalization：Delving into surface functionalization, Azido-PEG2-NHS ester takes center stage in the modification of biomaterials and devices with azide groups. This strategic modification lays the groundwork for subsequent bio-conjugation with alkyne-functionalized molecules, paving the way for the creation of bioactive surfaces tailored for applications in biosensors, diagnostics, and tissue engineering. These customized surfaces exhibit selective interactions with biological molecules, enhancing the performance and specificity of biomedical devices.

Biomolecular Cross-linking：Unveiling the utility of Azido-PEG2-NHS ester in biomolecular cross-linking, this compound proves invaluable for studying protein-protein or protein-nucleic acid interactions. By introducing azide-reactive groups on target molecules, researchers can leverage click chemistry to forge stable and specific cross-links under gentle conditions. This sophisticated approach aids in unraveling intricate molecular interactions and mapping out complex interaction networks within cellular landscapes, shedding light on the dynamic interplay of biomolecules.

1. Safety Assessment of Saccharide Esters as Used in Cosmetics

Ronald A Hill, Lillian J Gill, Laura N Scott, Daniel C Liebler, Paul W Snyder, James G Marks Jr, Thomas J Slaga, Curtis D Klaassen, Wilma F Bergfeld, Donald V Belsito, Ronald C Shank, Bart Heldreth Int J Toxicol . 2021 Oct;40(2_suppl):52S-116S. doi: 10.1177/10915818211016378.

This is a safety assessment of 40 saccharide ester ingredients as used in cosmetics. The saccharide esters are reported to function in cosmetics as emollients, skin-conditioning agents, fragrance ingredients, and emulsion stabilizers. The Expert Panel for Cosmetic Ingredient Safety (Panel) reviewed the relevant data for these ingredients. The Panel concluded that the saccharide esters are safe in cosmetics in the present practices of use and concentrations described in this safety assessment.

2. Lactose esters: synthesis and biotechnological applications

Maciej Guzik, Ewelina Cichoń, Janusz M Dąbrowski, Jakub Staroń Crit Rev Biotechnol . 2018 Mar;38(2):245-258. doi: 10.1080/07388551.2017.1332571.

Biodegradable nonionic sugar esters-based surfactants have been gaining more and more attention in recent years due to their chemical plasticity that enables the various applications of these molecules. In this review, various synthesis methods and biotechnological implications of lactose esters (LEs) uses are considered. Several chemical and enzymatic approaches are described for the synthesis of LEs, together with their applications, i.e. function in detergents formulation and as additives that not only stabilize food products but also protect food from undesired microbial contamination. Further, this article discusses medical applications of LEs in cancer treatment, especially their uses as biosensors, halogenated anticancer drugs, and photosensitizing agents for photodynamic therapy of cancer and photodynamic inactivation of microorganisms.

3. Fast-Acting Antibacterial, Self-Deactivating Polyionene Esters

Sylvia Trump, Franziska Oberhaus, Joerg C Tiller, Manfred Köller, Jens Wilken, Christian Krumm, Lena Benski ACS Appl Mater Interfaces . 2020 May 13;12(19):21201-21209. doi: 10.1021/acsami.9b19313.

Biocidal compounds that quickly kill bacterial cells and are then deactivated in the surrounding without causing environmental problems are of great current interest. Here, we present new biodegradable antibacterial polymers based on polyionenes with inserted ester functions (PBI esters). The polymers are prepared by polycondensation reaction of 1,4-dibromobutene and different tertiary diaminodiesters. The resulting PBI esters are antibacterially active against a wide range of bacterial strains and were found to quickly kill these cells within 1 to 10 min. Because of hydrolysis of the ester groups, the PBI esters are degraded and deactivated in aqueous media. The degradation rate depends on the backbone structure and the pH. The structure of the polymers also controls the deactivation mechanism. While the more hydrophilic polymers require hydrolyses of only 19 to 30% of the ester groups to become practically inactive, the more hydrophobic PBI esters require up to 85% hydrolysis to achieve the same result. Thus, depending on the environmental conditions and the chemical nature, the PBI esters can be active for only 20 min or for at least one week.