Azido-PEG2-NHS ester

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Azido-PEG2-NHS ester

Azido-PEG2-NHS ester | 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

Product Introduction

Azido-PEG2-NHS ester is a non-cleavable 2-unit PEG linker that can be used to synthesize antibody-conjugated drugs (ADCs).

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
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
InChI Key XDXWXTIRKQZRNN-UHFFFAOYSA-N
Solubility Soluble in DCM, DMF, DMSO
Appearance Pale Yellow or Colorless Oily Matter
  • Product Specification
  • Application
Storage Store at 2-8°C

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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