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MMAE - CAS 474645-27-7

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Catalog Number	Size	Price	Stock	Quantity
BP-300121	25 mg	$298	In stock

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Monomethyl Auristatin E (MMAE) is a synthetic analog of dolastatin 10 that similarly inhibits tubulin polymerization and exhibits potent cytotoxicity. It is commonly conjugated with monoclonal antibodies directed at antigens specific to cancer cells for tumor-directed cytotoxicity.

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Molecular Formula

C39H67N5O7

Molecular Weight

717.98

MMAE

- Specification
  - Purity
    
    ≥98.0% by HPLC
    
    Solubility
    
    Soluble in DMSO (Slightly), Methanol (Slightly, Sonicated); Insoluble in Water
    
    Appearance
    
    White to Off-white Solid
    
    Application
    
    ADCs Cytotoxin
    
    Storage
    
    Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years)
    
    Shipping
    
    Ice packs
    
    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
    
    Synonyms
    
    MMAE; Vedotin; Monomethyl auristatin E; Monomethylauristatin E; N-methyl-L-valyl-N-[(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]-N-methyl-L-valinamide
- Properties
  - Boiling Point
    
    873.5±65.0 °C at 760 mmHg
    
    Melting Point
    
    >90°C (dec.)
    
    Density
    
    1.088±0.06 g/cm3 (Predicted)
    
    InChI Key
    
    DASWEROEPLKSEI-UIJRFTGLSA-N
    
    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
    
    Canonical SMILES
    
    CC(C)C(C(CC(=O)N1CCCC1C(C(C)C(=O)NC(C)C(C2=CC=CC=C2)O)OC)OC)N(C)C(=O)C(C(C)C)NC(=O)C(C(C)C)NC
- Reference Reading
  - 1.An anti-HER2 antibody conjugated with monomethyl auristatin E is highly effective in HER2-positive human gastric cancer.
    Li H1, Yu C2, Jiang J3, Huang C2, Yao X1, Xu Q2, Yu F2, Lou L4, Fang J1,5,6. Cancer Biol Ther. 2016 Apr 2;17(4):346-54. doi: 10.1080/15384047.2016.1139248. Epub 2016 Feb 6.
    Antibody-drug conjugate (ADC) is a novel class of therapeutics for cancer target therapy. This study assessed antitumor activity of ADC with an antimitotic agent, monomethyl auristatin E (MMAE) and a humanized monoclonal anti-HER2 antibody, hertuzumab, in gastric cancer. The efficacy of hertuzumab-MC-Val-Cit-PAB-MMAE (hertuzumab-vcMMAE) on human epidermal growth factor receptor 2 (HER2) positive human gastric cancer cells, NCI-N87, was evaluated in vitro and in vivo. The cytotoxicity of hertuzumab was significantly enhanced after conjugation with MMAE. Compared to trastuzumab, hertuzumab had a higher affinity to HER2 and had more potent antibody-dependent cell-mediated cytotoxicity (ADCC) activity in vitro. After conjugation with MMAE, the binding specificity for HER2 was not affected. Furthermore, the internalization of hertuzumab-vcMMAE in HER2 positive gastric cancer cells was verified. Although the conjugation of hertuzumab and MMAE decreased the ADCC effect, the overall cytotoxicity was dramatically increased in HER2 positive gastric cancer cells.
- Preparing Stock Solutions
  - ConcentrationVolumeMass 1 mg 5 mg 10 mg
    
    1 mM 1.3928 mL 6.9640 mL 13.9280 mL
    
    5 mM 0.2786 mL 1.3928 mL 2.7856 mL
    
    10 mM 0.1393 mL 0.6964 mL 1.3928 mL
    
    50 mM 0.0279 mL 0.1393 mL 0.2786 mL

ConcentrationVolumeMass	1 mg	5 mg	10 mg
1 mM	1.3928 mL	6.9640 mL	13.9280 mL
5 mM	0.2786 mL	1.3928 mL	2.7856 mL
10 mM	0.1393 mL	0.6964 mL	1.3928 mL
50 mM	0.0279 mL	0.1393 mL	0.2786 mL

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