N-(Acid-PEG2)-N-bis(PEG3-azide)

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N-(Acid-PEG2)-N-bis(PEG3-azide)

N-(Acid-PEG2)-N-bis(PEG3-azide) | 2320560-35-6

Catalog Number R14-0063
Category Azides
Molecular Formula C24H45N7O11
Molecular Weight 607.7
Catalog Number Size Price Quantity
R14-0063 -- $--

Product Introduction

N-(Acid-PEG2)-N-bis(PEG3-azide) is a PEG linker containing two azide groups and a carboxylic acid. The azide groups enable PEGylation via Click Chemistry. The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond.

Chemical Information

Synonyms 3-(2-{2-[bis(2-{2-[2-(2-azidoethoxy)ethoxy]ethoxy}ethyl)carbamoyl]ethoxy}ethoxy)propanoic acid
Purity 98%
IUPAC Name 3-[2-[3-[bis[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethyl]amino]-3-oxopropoxy]ethoxy]propanoic acid
Canonical SMILES C(COCCOCCC(=O)O)C(=O)N(CCOCCOCCOCCN=[N+]=[N-])CCOCCOCCOCCN=[N+]=[N-]
InChI InChI=1S/C24H45N7O11/c25-29-27-3-9-37-15-19-41-21-17-39-11-5-31(23(32)1-7-35-13-14-36-8-2-24(33)34)6-12-40-18-22-42-20-16-38-10-4-28-30-26/h1-22H2,(H,33,34)
InChI Key HWCACWQZMXKCSB-UHFFFAOYSA-N
Solubility Water, DMSO, DCM, DMF
  • Product Specification
  • Application
Storage -20 °C

N-(Acid-PEG2)-N-bis(PEG3-azide) is a polyethylene glycol derivative widely utilized in bioconjugation and molecular biology. Let’s explore four key applications of this compound:

Bioconjugation: Embedded in the core of bioconjugation processes, N-(Acid-PEG2)-N-bis(PEG3-azide) emerges as a versatile tool for connecting biomolecules like proteins and antibodies to a myriad of molecules and surfaces. Its azide groups serve as catalysts for click chemistry reactions with alkyne-functionalized counterparts, fostering precise and enduring conjugations, pivotal for the progression of targeted drug delivery systems and diagnostic tools, propelling the forefront of groundbreaking biomedical research.

Nanotechnology: Venturing into the realm of nanotechnology, N-(Acid-PEG2)-N-bis(PEG3-azide) plays a crucial role in tailoring the surface characteristics of nanoparticles. By binding to nanoparticles, it enhances solubility and biocompatibility, extending their circulation in the bloodstream.

Drug Delivery: Leveraging the unique properties of N-(Acid-PEG2)-N-bis(PEG3-azide), researchers can craft intelligent drug delivery systems with finesse. The inherent PEG chains offer stealth properties, mitigating immunogenic responses and prolonging circulation duration. Through sophisticated functionalization, it enables the attachment of targeting ligands, facilitating precise drug delivery to specific afflicted cells, such as cancer cells.

Material Science: Within the dynamic landscape of material science, N-(Acid-PEG2)-N-bis(PEG3-azide) plays a critical role in functionalizing polymer surfaces and hydrogels. This compound confers antifouling attributes and enhances interaction between materials and biological tissues. Such enhancements are crucial in the development of cutting-edge medical implants, tissue engineering scaffolds, and biosensors, underscoring the interdisciplinary synergy of material science in catalyzing breakthroughs in healthcare and beyond.

Computed Properties

XLogP3 -0.2
Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 15
Rotatable Bond Count 33
Exact Mass 607.31770528 g/mol
Monoisotopic Mass 607.31770528 g/mol
Topological Polar Surface Area 160Ų
Heavy Atom Count 42
Formal Charge 0
Complexity 714
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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