Cas no 516493-93-9 (Azido-PEG5-amine)

Azido-PEG5-amine is a heterobifunctional polyethylene glycol (PEG) derivative featuring an azide group at one terminus and a primary amine at the other, separated by a 5-unit PEG spacer. This compound is widely utilized in bioconjugation and click chemistry applications due to its dual reactivity—the azide group participates in strain-promoted or copper-catalyzed azide-alkyne cycloadditions (SPAAC/CuAAC), while the amine enables amide bond formation or other amine-specific modifications. The PEG spacer enhances solubility, reduces steric hindrance, and improves biocompatibility. Azido-PEG5-amine is particularly valuable in peptide synthesis, protein labeling, and polymer chemistry, offering controlled spacing and efficient crosslinking between functional groups. Its stability and versatility make it a preferred choice for advanced bioconjugation strategies.
Azido-PEG5-amine structure
Azido-PEG5-amine structure
Product Name:Azido-PEG5-amine
CAS No:516493-93-9
MF:C12H26N4O5
MW:306.358643054962
MDL:MFCD16619318
CID:68362
PubChem ID:21894476
Update Time:2025-05-20

Azido-PEG5-amine Chemical and Physical Properties

Names and Identifiers

    • 17-Azido-3,6,9,12,15-pentaoxaheptadecan-1-amine
    • 2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethanamine
    • Azido-PEG5-amine
    • O-(2-AMinoethyl)-O'-(2-azidoethyl)tetraethylene Glycol
    • O-(2-Aminoethyl)-O’-(2-azidoethyl)tetraethylene Glycol
    • 17-azide-3,6,9,12,15-pentaoxaheptadecan-1-amine
    • 17-azido-3,6,9,12,15-pentaoxa-1-heptadecylamine
    • 17-azido-3,6,9,12,15-pentaoxaheptadecanamine
    • 1-amino-17-azido-3,6,9,12,15-pentaoxaheptadecane
    • 5-PEG amino azide
    • N3-PEG5-NH2
    • 1356847-94-3
    • C70119
    • N3-PEG5-CH2CH2NH2
    • SY273008
    • FT-0661797
    • 516493-93-9
    • AS-3281
    • 17-Azido-3,6,9,12,15-pentaoxaheptadecan-1-amine;17-Azido-3,6,9,12,15-pentaoxaheptadecan-1-amine (ultra pure)
    • A903674
    • HY-140214
    • BP-20590
    • SVPBRIZYFJFLOL-UHFFFAOYSA-N
    • SCHEMBL15534235
    • MFCD16619318
    • DTXSID70619582
    • AKOS037643717
    • DISCONTINUED. Please see E555258 and E555252
    • Enalapril-d3
    • CS-0114401
    • O-(2-Aminoethyl)-O inverted exclamation mark -(2-azidoethyl)tetraethylene Glycol
    • DB-215950
    • MDL: MFCD16619318
    • Inchi: 1S/C12H26N4O5/c13-1-3-17-5-7-19-9-11-21-12-10-20-8-6-18-4-2-15-16-14/h1-13H2
    • InChI Key: SVPBRIZYFJFLOL-UHFFFAOYSA-N
    • SMILES: O(CCOCCOCCN=[N+]=[N-])CCOCCOCCN

Computed Properties

  • Exact Mass: 306.19000
  • Monoisotopic Mass: 306.19031994 g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 8
  • Heavy Atom Count: 21
  • Rotatable Bond Count: 17
  • Complexity: 252
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Molecular Weight: 306.36
  • XLogP3: -0.5
  • Topological Polar Surface Area: 86.5?2

Experimental Properties

  • Density: 1.10?g/mL
  • Refractive Index: n/D 1.473
  • PSA: 121.92000
  • LogP: 0.49146

Azido-PEG5-amine Security Information

Azido-PEG5-amine Pricemore >>

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Azido-PEG5-amine Production Method

Additional information on Azido-PEG5-amine

Azido-PEG5-Amine: A Comprehensive Overview

Azido-PEG5-Amine, also known by its CAS No 516493-93-9, is a versatile compound that has gained significant attention in the fields of chemistry, biology, and materials science. This compound is a derivative of polyethylene glycol (PEG), a widely used polymer due to its biocompatibility and water-solubility. The azide group (-N3) and the amine group (-NH2) attached to the PEG backbone make Azido-PEG5-Amine a valuable tool in various applications, particularly in click chemistry and bioconjugation.

The structure of Azido-PEG5-Amine consists of a five-carbon PEG chain with an azide group at one end and an amine group at the other. This unique structure allows for efficient coupling reactions, making it ideal for creating bioconjugates, drug delivery systems, and sensors. The azide group is particularly reactive in click chemistry reactions, such as the Huisgen cycloaddition, which enables the formation of stable triazole linkages with alkyne-containing molecules. This property has been extensively utilized in the development of bioorthogonal reactions, which are crucial for studying biomolecules in vivo without interfering with their natural functions.

Recent studies have highlighted the potential of Azido-PEG5-Amine in drug delivery systems. Researchers have employed this compound to create PEGylated drugs, which improve the pharmacokinetics and reduce immunogenicity of therapeutic agents. For instance, a study published in Nature Biotechnology demonstrated that PEGylation using Azido-PEG5-Amine significantly enhanced the circulation half-life of a therapeutic protein in preclinical models. This advancement underscores the importance of Azido-PEG5-Amine in developing more effective and targeted therapies.

In addition to its role in drug delivery, Azido-PEG5-Amine has found applications in materials science. Its ability to form stable crosslinks through click chemistry has been leveraged to create hydrogels with tunable mechanical properties. These hydrogels have shown promise as scaffolds for tissue engineering, where they can support cell growth and differentiation while maintaining structural integrity. A recent paper in Advanced Materials reported the use of Azido-PEG5-Amine to create stimuli-responsive hydrogels that release drugs in response to environmental changes, such as pH or temperature.

The synthesis of Azido-PEG5-Amine involves a multi-step process that begins with the activation of PEG using appropriate coupling agents. The azide group is introduced via nucleophilic substitution or click chemistry reactions, while the amine group is typically added through reductive amination or other amine-forming reactions. The purity and functionality of Azido-PEG5-Amine are critical for its performance in downstream applications, necessitating rigorous quality control measures during synthesis.

One of the most exciting developments involving Azido-PEG5-Amine is its use in bioconjugation strategies for imaging and diagnostics. By coupling this compound with fluorescent probes or magnetic nanoparticles, researchers can create highly specific contrast agents for molecular imaging. A study published in Bioconjugate Chemistry demonstrated that Azido-PEG5-Amine-enabled bioconjugates exhibited superior stability and targeting efficiency compared to traditional methods. This advancement has significant implications for early disease detection and personalized medicine.

In conclusion, Azido-PEG5-Amine (CAS No 516493-93-9) is a multifaceted compound with applications spanning drug delivery, materials science, and diagnostics. Its unique chemical properties and compatibility with click chemistry make it an invaluable tool for researchers across various disciplines. As ongoing studies continue to uncover new applications and optimize its use, Azido-PEG5-Amine is poised to play an increasingly important role in advancing biomedical research and therapeutic development.

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