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6-Maleimidocaproic acid-PFP ester - CAS 692739-25-6

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6-Maleimidocaproic acid-PFP ester is a PROTAC linker, which is composed of alkyl chains. 6-Maleimidocaproic acid-PFP ester can be used to synthesize a range of PROTACs.

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Molecular Formula

C₁₆H₁₂F₅NO₄

Molecular Weight

377.26

6-Maleimidocaproic acid-PFP ester

- Specification
  - 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
    
    (2,3,4,5,6-pentafluorophenyl) 6-(2,5-dioxopyrrol-1-yl)hexanoate
- Properties
  - InChI Key
    
    CIQYBTAUACRWKP-UHFFFAOYSA-N
    
    InChI
    
    InChI=1S/C16H12F5NO4/c17-11-12(18)14(20)16(15(21)13(11)19)26-10(25)4-2-1-3-7-22-8(23)5-6-9(22)24/h5-6H,1-4,7H2
    
    Canonical SMILES
    
    C1=CC(=O)N(C1=O)CCCCCC(=O)OC2=C(C(=C(C(=C2F)F)F)F)F
- Reference Reading
  - 1. Synthesis and biological activity of water-soluble maleimide derivatives of the anticancer drug carboplatin designed as albumin-binding prodrugs
    
    André Warnecke, Iduna Fichtner, Dirk Garmann, Ulrich Jaehde, Felix Kratz Bioconjug Chem. 2004 Nov-Dec;15(6):1349-59. doi: 10.1021/bc049829j.
    
    Four platinum (II) complexes (13-16) were synthesized by reacting either [Pt trans-DACH](NO(3))(2) with a 6-maleimidocaproic acid, a 15-maleimido-4,7,10,13-tetroxapentadecanoic acid, and a 6-maleimido-4-oxacaproic ester derivative of cyclobutane-1,1-dicarboxylic acid (CDBA) or [Pt(NH(3))(2)](NO(3))(2) with a 6-maleimido-4-oxacaproic ester derivative of CBDA. Both complexes containing the 6-maleimido-4-oxacaproic ester (15, 16) showed good water solubility (>/=8 mg/mL) and CE experiments revealed rapid binding to human serum albumin and the formation of biadducts with dGMP and dAMP. In the MaTu xenograft model in nude mice, both complexes showed an improved antitumor effect at their maximum tolerated dose (2 x 50 mg/kg carboplatin equivalents) compared to therapy with carboplatin at equimolar dose or at its optimal dose (2 x 75 mg/kg).

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It is commonly abbreviated as: C₁V₁ = C₂V₂

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