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Azido-PEG2-NHS ester | CAS 1312309-64-0
| Catalog Number | R14-0322 |
| Category | Azides |
| Molecular Formula | C11H16N4O6 |
| Molecular Weight | 300.27 |
| Catalog Number | Size | Price | Quantity |
|---|---|---|---|
| R14-0322 | 500 mg | $469 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
Azido-PEG2-NHS ester is a PEG-containing bioorthogonal conjugation building block that provides an azide handle for modular click-chemistry workflows. The molecule can be used to introduce a click-reactive group onto an antibody, peptide, linker intermediate, or payload-containing component, depending on the chemistry of its second terminal functionality. Its additional reactive group is nhs/succinimidyl ester (amine-reactive) for antibody lysines/primary amines. The structure includes peg2 spacer to provide hydrophilic spacing. Conjugation can be performed using spaac with dbco/bcn-functionalized partner or cuaac with terminal alkyne partner, depending the complementary handle. The sequence and orientation of the coupling steps should be selected according to the functional groups carried by the two conjugation partners.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Related CAS | 1108750-59-9 (polymer) |
| 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 |
| Purity | ≥98% |
| IUPAC Name | (2,5-dioxopyrrolidin-1-yl) 3-[2-(2-azidoethoxy)ethoxy]propanoate |
| 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 |
Product Specification
| Storage | Store at 2-8°C |
Application
Azido-PEG2-NHS ester, a versatile chemical reagent for bioconjugation and molecular biology, finds diverse applications in various domains. Here are the key applications of Azido-PEG2-NHS ester:
Protein Labeling: Utilizing NHS ester chemistry, Azido-PEG2-NHS ester facilitates the attachment of azide groups to proteins by reacting with primary amines on lysine residues. This sets the stage for subsequent “click” chemistry reactions, enabling the conjugation of the azide to various alkyne-tagged probes. This method proves invaluable for tracking and studying proteins within intricate biological systems, unraveling the intricacies of protein dynamics.
Drug Delivery Systems: In the realm of drug delivery systems, Azido-PEG2-NHS ester emerges as a crucial player, capable of modifying nanoparticles or carrier molecules. By leveraging click chemistry to attach targeting ligands or therapeutic agents, researchers craft highly specific drug delivery vehicles. This innovative approach not only boosts the efficacy of therapeutic agents but also mitigates their toxicity, heralding a new era in precision medicine.
Bioorthogonal Chemistry: At the forefront of bioorthogonal chemistry, Azido-PEG2-NHS ester plays a pivotal role, empowering the selective labeling of biomolecules without disrupting natural biological processes. Through bio-compatible reactions between azides and alkynes in living cells, this reagent enables precise labeling for live-cell imaging and real-time exploration of dynamic biological interactions. This strategy revolutionizes the field of molecular biology, offering unprecedented insights into cellular activities.
Surface Modification: Azido-PEG2-NHS ester serves as a key tool in functionalizing surfaces of biosensors, microarrays, and medical devices with azide groups. These tailored surfaces pave the way for conjugating diverse biomolecules using click chemistry, expanding applications in diagnostics, biomarker detection, and tissue engineering. This enhancement bolsters the specificity and functionality of biosensor platforms, opening new avenues for cutting-edge research and development.
Computed Properties
| XLogP3 | -0.2 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 11 |
| Exact Mass | 300.10698424 g/mol |
| Monoisotopic Mass | 300.10698424 g/mol |
| Topological Polar Surface Area | 96.5Ų |
| Heavy Atom Count | 21 |
| Formal Charge | 0 |
| Complexity | 418 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
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