For research use only. Not for therapeutic Use.
MMAF (Monomethyl auristatin F)(Cat No.:T000162)is a synthetic antimitotic agent derived from the natural product dolastatin 10, designed to inhibit tubulin polymerization and disrupt cell division. It is commonly used as a cytotoxic payload in antibody-drug conjugates (ADCs) for targeted cancer therapies. Unlike its analog MMAE, MMAF is less membrane-permeable, which reduces its off-target effects and toxicity to non-cancerous cells. Once delivered specifically to cancer cells via an ADC, MMAF induces apoptosis by arresting the cell cycle. It is widely studied in oncology for its potent anticancer properties.
Catalog Number | T000162 |
CAS Number | 745017-94-1 |
Molecular Formula | C39H65N5O8 |
Purity | ≥95% |
Target | tubulin; |
Solubility | 10 mM in DMSO |
Storage | -20°C |
IUPAC Name | (2S)-2-[[(2R,3R)-3-methoxy-3-[(2S)-1-[(3R,4S,5S)-3-methoxy-5-methyl-4-[methyl-[(2S)-3-methyl-2-[[(2S)-3-methyl-2-(methylamino)butanoyl]amino]butanoyl]amino]heptanoyl]pyrrolidin-2-yl]-2-methylpropanoyl]amino]-3-phenylpropanoic acid |
InChI | InChI=1S/C39H65N5O8/c1-12-25(6)34(43(9)38(48)33(24(4)5)42-37(47)32(40-8)23(2)3)30(51-10)22-31(45)44-20-16-19-29(44)35(52-11)26(7)36(46)41-28(39(49)50)21-27-17-14-13-15-18-27/h13-15,17-18,23-26,28-30,32-35,40H,12,16,19-22H2,1-11H3,(H,41,46)(H,42,47)(H,49,5 |
InChIKey | MFRNYXJJRJQHNW-NARUGQRUSA-N |
SMILES | O=C([C@H](CC1=CC=CC=C1)NC([C@H](C)[C@H]([C@@H]2CCCN2C(C[C@@H](OC)C(N(C)C([C@@H](NC([C@H](C(C)C)NC)=O)C(C)C)=O)[C@@H](C)CC)=O)OC)=O)O |
Reference | 1: Doronina SO, Mendelsohn BA, Bovee TD, Cerveny CG, Alley SC, Meyer DL, Oflazoglu E, Toki BE, Sanderson RJ, Zabinski RF, Wahl AF, Senter PD. 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. PubMed PMID: 16417259. |