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Azido-PEG3-maleimide - CAS 1858264-36-4

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Azido-PEG3-maleimide is a PEG-based PROTAC linker that can be used in the synthesis of PROTACs. Azido-PEG3-maleimide is also a cleavable 3 unit PEG ADC linker used in the synthesis of antibody-drug conjugates (ADCs).

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Molecular Formula

C15H23N5O6

Molecular Weight

369.37

Azido-PEG3-maleimide

- Specification
  - Purity
    
    >98.0%
    
    Solubility
    
    10 mm in DMSO
    
    Appearance
    
    Solid
    
    Shelf Life
    
    0-4℃ for short term (days to weeks), or -20℃ for long term (months).
    
    Storage
    
    Store at -20 °C, keep in dry and avoid sunlight.
    
    Shipping
    
    Room temperature
    
    IUPAC Name
    
    N-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethyl]-3-(2,5-dioxopyrrol-1-yl)propanamide
    
    Synonyms
    
    Azido-PEG3-Maleimide Kit;N-(2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)-3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanamide
- Properties
  - InChI Key
    
    OGSSEPXEBBNVGN-UHFFFAOYSA-N
    
    InChI
    
    InChI=1S/C15H23N5O6/c16-19-18-5-8-25-10-12-26-11-9-24-7-4-17-13(21)3-6-20-14(22)1-2-15(20)23/h1-2H,3-12H2,(H,17,21)
    
    Canonical SMILES
    
    C1=CC(=O)N(C1=O)CCC(=O)NCCOCCOCCOCCN=[N+]=[N-]
- Reference Reading
  - 1. Detection of proteolytic activity by covalent tethering of fluorogenic substrates in zymogram gels
    
    Ameya A Deshmukh, Jessica L Weist, Jennifer L Leight Biotechniques. 2018 May;64(5):203-210. doi: 10.2144/btn-2018-0005.
    
    Current zymographic techniques detect only a subset of known proteases due to the limited number of native proteins that have been optimized for incorporation into polyacrylamide gels. To address this limitation, we have developed a technique to covalently incorporate fluorescently labeled, protease-sensitive peptides using an azido-PEG3-maleimide crosslinker. Peptides incorporated into gels enabled measurement of MMP-2, -9, -14, and bacterial collagenase. Sensitivity analysis demonstrated that use of peptide functionalized gels could surpass detection limits of current techniques. Finally, electrophoresis of conditioned media from cultured cells resulted in the appearance of several proteolytic bands, some of which were undetectable by gelatin zymography. Taken together, these results demonstrate that covalent incorporation of fluorescent substrates can greatly expand the library of detectable proteases using zymographic techniques.

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