Monomethyl-auristatin E

Monomethyl auristatin E
Identifiers
Abbreviations MMAE
CAS number 474645-27-7 N
PubChem 11542188
ChemSpider 9716967 N
Jmol-3D images Image 1
Properties
Molecular formula C39H67N5O7
Molar mass 717.98 g mol−1
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Monomethyl auristatin E (MMAE) is a synthetic antineoplastic agent. Because of its toxicity, it cannot be used as a drug itself; instead, it is linked to a monoclonal antibody (MAB) which directs it to the cancer cells. In International Nonproprietary Names for MMAE-MAB-conjugates, MMAE is referred to as vedotin.

Mechanism of action

Monomethyl auristatin E is an antimitotic agent which inhibits cell division by blocking the polymerisation of tubulin. The linker to the monoclonal antibody is stable in extracellular fluid, but is cleaved by cathepsin once the conjugate has entered a tumour cell, thus activating the antimitotic mechanism.[1][2]

Monoclonal antibodies

MMAE has been tested with various monoclonal antibodies.

References

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