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  • O-(2-Aminoethyl)-O'-(2-azidoethyl)pentaethylene glycol

  • O-(2-Aminoethyl)-O'-(2-azidoethyl)pentaethylene glycol

    Catalog Number
    ACM957486827-1
    CAS Number
    957486-82-7
    Product Name
    O-(2-Aminoethyl)-O'-(2-azidoethyl)pentaethylene glycol
    Category
    Poly(ethylene glycol) and Poly(ethylene oxide); Polymers
    IUPAC Name
    2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanamine
    Molecular Weight
    350.41g/mol
    Molecular Formula
    C14H30N4O6
    Canonical SMILES
    C(COCCOCCOCCOCCOCCOCCN=[N+]=[N-])N
    InChI
    InChI=1S/C14H30N4O6/c15-1-3-19-5-7-21-9-11-23-13-14-24-12-10-22-8-6-20-4-2-17-18-16/h1-15H2
    InChI Key
    VCQSTKKJKNUQBI-UHFFFAOYSA-N
    Application
    O-(2-Aminoethyl)-O'-(2-azidoethyl)pentaethylene glycol serves as a versatile bifunctional reagent for facilitating chemical modifications and molecular labeling. This compound, featuring an amino group and an azide group, acts as a cross-linking agent capable of participating in Click Chemistry reactions. The amino group allows for reactivity with carboxylic acids, activated NHS esters, and carbonyl-containing compounds such as ketones and aldehydes. Meanwhile, the azide group is primed for interactions with alkynes, BCN, and DBCO, forming stable triazole linkages. It is effectively employed in synthesizing fluorescent azides, such as Alexa568-azide, which enables click staining reactions with molecules like 5-ethynyluridine-labeled cellular RNA, assisting in detailed cellular studies.
    Complexity
    292
    Covalently-Bonded Unit Count
    1
    Exact Mass
    350.216535g/mol
    Formal Charge
    0
    Heavy Atom Count
    24
    Monoisotopic Mass
    350.216535g/mol
    Rotatable Bond Count
    20
    XLogP3
    -0.7
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