Name: MMAE
Brand: BOC Sciences
Price: 298 USD
Availability: MadeToOrder

Size

Price

Stock

Quantity

25 mg

$298

In stock

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

IUPACName

(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

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

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.

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

HNMR

HPLC

Can you tell me more about the application of MMAE?

Dear customer, thanks for asking. According to our knowledge, monomethyl auristatin E (MMAE) is a synthetic antineoplastic agent. For its toxicity, it can't be used as a drug; instead, it is linked to a monoclonal antibody (MAB) which directs it to the cancer cells.

31/1/2019

Hello, I would like to know the activity of MMAE?

MMAE binds to the tubulin subunits of microtubules, disrupting their dynamic instability and preventing their proper function during mitosis. This leads to the formation of aberrant spindles and activation of the spindle assembly checkpoint, ultimately resulting in cell death.

01/10/2019

What is the IC50 value of MMAE in vitro?

The IC50 values of MMAE: 1-100 nM (lymphoma, leukemia, and breast cancer cells).

26/06/2020

What's the mechanism of action of MMAE?

The mechanism of action of MMAE is known, as it inhibits cell division by binding to tubulin dimers and disrupting the microtubule network.

19/12/2021

Is it stable?

The stability test indicated that MMAE was stable for the following conditions: short-term (4 h), long-term (4 weeks), freeze/thaw (3 cycles) and post-preparative stability (12 h).

27/6/2022

Preclinical studies of MMAE

In my experiment, MMAE has shown remarkable potential in targeted cancer therapy. Its conjugation to antibodies has demonstrated promising results in preclinical studies, with significant tumor regression and prolonged survival rates in animal models. I'm looking forward to seeing how this technology translates to clinical trials.

28/01/2018

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* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C₁V₁ = C₂V₂