Auristatin F

  • CAT Number: I002128
  • CAS Number: 163768-50-1
  • Molecular Formula: C40H67N5O8
  • Molecular Weight: 745.99
  • Purity: ≥95%
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AuristatinF(Cat No.:I002128)is a potent cytotoxic compound that acts as a tubulin modifier with significant antitumor activity. It is commonly used as a payload in antibody-drug conjugates (ADCs) for targeted cancer therapy. AuristatinF, an analog of MMAF (monomethyl auristatin F), disrupts cell division by inhibiting the polymerization of tubulin, a protein essential for the formation of microtubules. This disruption leads to cell cycle arrest and ultimately induces apoptosis in tumor cells.

Catalog Number I002128
CAS Number 163768-50-1
Molecular Formula

C40H67N5O8

Purity 95%
Solubility DMSO: ≥ 56 mg/mL
Storage Store at -20°C
IUPAC Name (2S)-2-[[(2R,3R)-3-[(2S)-1-[(3R,4S,5S)-4-[[(2S)-2-[[(2S)-2-(dimethylamino)-3-methylbutanoyl]amino]-3-methylbutanoyl]-methylamino]-3-methoxy-5-methylheptanoyl]pyrrolidin-2-yl]-3-methoxy-2-methylpropanoyl]amino]-3-phenylpropanoic acid
InChI InChI=1S/C40H67N5O8/c1-13-26(6)35(44(10)39(49)33(24(2)3)42-38(48)34(25(4)5)43(8)9)31(52-11)23-32(46)45-21-17-20-30(45)36(53-12)27(7)37(47)41-29(40(50)51)22-28-18-15-14-16-19-28/h14-16,18-19,24-27,29-31,33-36H,13,17,20-23H2,1-12H3,(H,41,47)(H,42,48)(H,50,51)/t26-,27+,29-,30-,31+,33-,34-,35-,36+/m0/s1
InChIKey LGNCNVVZCUVPOT-FUVGGWJZSA-N
SMILES CCC(C)C(C(CC(=O)N1CCCC1C(C(C)C(=O)NC(CC2=CC=CC=C2)C(=O)O)OC)OC)N(C)C(=O)C(C(C)C)NC(=O)C(C(C)C)N(C)C
Reference

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<br>[1]. Temming K, et al. Improved efficacy of alphavbeta3-targeted albumin conjugates by conjugation of a novel auristatin derivative. Mol Pharm. 2007 Sep-Oct;4(5):686-94.
<br>[2]. Doronina SO, et al. Enhanced activity of monomethylauristatin F through monoclonal antibody delivery: effects of linker technology on efficacy and toxicity. Bioconjug Chem. 2006 Jan-Feb;17(1):114-24.
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