Monomethyl auristatin E – CAS 474645-27-7

Monomethyl auristatin E – CAS 474645-27-7 is provided by SigutLabs (Prague, Czech Republic).

Purity (LC-MS)

95%+

Package contents

Monomethyl auristatin E

This compound is for research use only. We do not sell to patients. 

Amount
250 mg
€ 400

Stock

1 g
€ 900

Stock

Do you want custom amount?
Custom amount
Amount
250 mg
€ 400

Stock

1 g
€ 900

Stock

Do you want custom amount?
Custom amount

Characterisation

CAS: 474645-27-7
IUPAC name: (2S)-N-[(2S)-1-[[(3R,4S,5S)-1-[(2S)-2-[(1R,2R)-3-[[(1S,2R)-1-hydroxy-1-phenylpropan-2-yl]amino]-1-methoxy-2-methyl-3-oxopropyl]pyrrolidin-1-yl]-3-methoxy-5-methyl-1-oxoheptan-4-yl]-methylamino]-3-methyl-1-oxobutan-2-yl]-3-methyl-2-(methylamino)butanamide
Other names: Monomethyl auristatin E; MMAE; SGD-1010; Vedotin
Molecular weight: 717.98 g/mol
Molecular formula: C39H67N5O7
InChI: InChI=1S/C39H67N5O7/c1-13-25(6)34(43(10)39(49)33(24(4)5)42-38(48)32(40-9)23(2)3)30(50-11)22-31(45)44-21-17-20-29(44)36(51-12)26(7)37(47)41-27(8)35(46)28-18-15-14-16-19-28/h14-16,18-19,23-27,29-30,32-36,40,46H,13,17,20-22H2,1-12H3,(H,41,47)(H,42,48)/t25-,26+,27+,29-,30+,32-,33-,34-,35+,36+/m0/s1

Description

Monomethyl auristatin E (MMAE; SGD-1010) is a synthetic analog of dolastatin 10 that acts as a powerful mitotic inhibitor by preventing tubulin polymerization. It is commonly utilized as the cytotoxic component in antibody-drug conjugates (ADCs) for the treatment of various cancer types.

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References

  • Francisco, J. A., Cerveny, C. G., Meyer, D. L., Mixan, B. J., Klussman, K., Chace, D. F., … & Wahl, A. F. (2003). cAC10-vcMMAE, an anti-CD30–monomethyl auristatin E conjugate with potent and selective antitumor activity. Blood102(4), 1458-1465.
  • Burns, K. E., Robinson, M. K., & Thévenin, D. (2015). Inhibition of cancer cell proliferation and breast tumor targeting of pHLIP–monomethyl auristatin E conjugates. Molecular pharmaceutics12(4), 1250-1258.
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