Benzyl-PEG5-azide

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Benzyl-PEG5-azide

Benzyl-PEG5-azide | 86770-72-1

Catalog Number R14-0179
Category Azides
Molecular Formula C17H27N3O5
Molecular Weight 353.41
Catalog Number Size Price Quantity
R14-0179 -- $--

Product Introduction

Benzyl-PEG5-azide is a PEG linker with an acid labile, benzyl protecting group. The azide can participate in copper-catalyzed Click Chemistry reactions with alkynes, DBCO and BCN moieties. The hydrophilic PEG linker increases the water solubility of the compound in aqueous media.

Chemical Information

Synonyms Bromoacetamido-PEG2-azide;Benzyl-PEG5-N3; 16-Azido-1-phenyl-2,5,8,11,14-pentaoxahexadecane; 2,5,8,11,14-Pentaoxahexadecane, 16-azido-1-phenyl-
Purity >95%
IUPAC Name 2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxymethylbenzene
Canonical SMILES C1=CC=C(C=C1)COCCOCCOCCOCCOCCN=[N+]=[N-]
InChI InChI=1S/C17H27N3O5/c18-20-19-6-7-21-8-9-22-10-11-23-12-13-24-14-15-25-16-17-4-2-1-3-5-17/h1-5H,6-16H2
InChI Key SEXRRFNOZVJOLP-UHFFFAOYSA-N
Solubility Soluble in DCM, DMF, DMSO, Water
Appearance Pale Yellow or Colorless Oily Liquid
  • Product Specification
  • Application
Storage Store at 2-8°C

Benzyl-PEG5-azide, a versatile compound highly utilized in biochemical and pharmaceutical research, boasts a wide array of applications. Here are four key applications of Benzyl-PEG5-azide:

Click Chemistry: Renowned for its involvement in click chemistry, Benzyl-PEG5-azide showcases its azide functional group, which readily engages in copper-catalyzed azide-alkyne cycloaddition (CuAAC) reactions. This reaction allows for the precise and efficient attachment of diverse molecular entities, serving as a cornerstone in biomolecule labeling, drug development, and the intricate construction of molecular architectures.

Drug Conjugation: In the realm of pharmaceutical research, Benzyl-PEG5-azide plays a significant role in drug conjugation processes, where drugs are linked to targeting moieties such as antibodies or specific ligands. The incorporation of the PEG5 spacer enhances the solubility and bioavailability of the conjugated drugs, while the azide group facilitates attachment through click chemistry, revolutionizing drug delivery systems by enhancing targeting efficiency and minimizing off-target effects.

Surface Modification: Delving deeper into its applications, Benzyl-PEG5-azide emerges as a key player in surface modification strategies, particularly in the biomedical field. Through the attachment of azide groups, nanoparticles and other materials undergo functionalization with various biomolecules, elevating biocompatibility and functionality. This process is pivotal in the design of targeted drug delivery systems and diagnostic tools, showcasing the compound’s versatility and impact in biomedical advancements.

Bioconjugation: Unleashing its potential in bioconjugation techniques, Benzyl-PEG5-azide stands as a cornerstone for linking proteins, peptides, and other biomolecules. The PEG5 linker provides flexibility and minimizes steric hindrance, while the stable azide group ensures bioorthogonal conjugation. Applications span from developing enzyme-linked assays to crafting multifunctional therapeutic agents, underscoring the compound’s significance across various bioconjugation endeavors.

Computed Properties

XLogP3 1.9
Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 7
Rotatable Bond Count 17
Exact Mass 353.19507097 g/mol
Monoisotopic Mass 353.19507097 g/mol
Topological Polar Surface Area 60.5Ų
Heavy Atom Count 25
Formal Charge 0
Complexity 334
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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