Biotin-PEG5-azide - CAS 1163732-89-5

Biotin-PEG5-azide is a polyethylene glycol (PEG)-based PROTAC linker. Biotin-PEG5-azide can be used in the synthesis of a series of PROTACs.

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Molecular Formula
C₂₂H₄₀N₆O₇S
Molecular Weight
532.65

Biotin-PEG5-azide

    • Specification
      • Purity
        >97%
        Appearance
        White Solid
        Storage
        Please store the product under the recommended conditions in the Certificate of Analysis.
        Shipping
        Room temperature in continental US; may vary elsewhere.
        IUPAC Name
        5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethyl]pentanamide
        Synonyms
        (+)-Biotin-PEG5-CH2CH2N3
    • Properties
      • InChI Key
        MKXKDMBFPMTVAW-ZJOUEHCJSA-N
        InChI
        InChI=1S/C22H40N6O7S/c23-28-25-6-8-32-10-12-34-14-16-35-15-13-33-11-9-31-7-5-24-20(29)4-2-1-3-19-21-18(17-36-19)26-22(30)27-21/h18-19,21H,1-17H2,(H,24,29)(H2,26,27,30)/t18-,19-,21-/m0/s1
        Canonical SMILES
        C1C2C(C(S1)CCCCC(=O)NCCOCCOCCOCCOCCOCCN=[N+]=[N-])NC(=O)N2
    • Reference Reading
      • 1. Development of biotin-tagged near-infrared fluorescence probes for tumor-specific imaging
        Hang Li, Xiuting Wang, Yinxing Miao, Qingzhu Liu, Ke Li, Jianguo Lin, Minhao Xie, Ling Qiu J Photochem Photobiol B. 2021 Apr;217:112172. doi: 10.1016/j.jphotobiol.2021.112172.Epub 2021 Mar 3.
        Near-infrared (NIR) probes are applicable for tumor imaging due to deep tissue penetration and low background signal. And cyanine dyes with long emission wavelength are excellent fluorophores to develop NIR probes. However, the aggregation of cyanine dyes in aqueous solution reduces the utilization of light. To solve this problem, polyethylene glycol (PEG) was introduced into the probes to reduce their aggregation. In our work, two new NIR probes G1 and G2 were designed and prepared by conjugating the cyanine dye G0 with Biotin-PEG5-Azide. The conjugated biotin could enhance the target specificity of probes. And the photophysical and photochemical parameters demonstrated that G1 and G2 had a reduced aggregation tendency. In vitro fluorescence imaging proved that these two probes could be specifically taken up by HeLa cells, and in vivo imaging demonstrated that these two probes could specifically target tumors with large tumor-to-muscle (T/M) ratios. All these results indicated that G1 and G2 are promising NIR fluorescent contrast agents for tumor-specific imaging.
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It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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