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MMAE-SMCC

  CAS No.: 2021179-11-1   Cat No.: BADC-00856   Purity: >98.0% 4.5  

MMAE-SMCC is a drug-linker conjugate for ADC. MMAE-SMCC is composed of a potent mitotic and a tubulin inhibitor MMAE and a linker SMCC to make antibody drug conjugate.

MMAE-SMCC

Structure of 2021179-11-1

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Category
ADC Cytotoxin
Molecular Formula
C58H89N7O14S
Molecular Weight
1140.43
Shipping
Room temperature
Shipping
Store at -5°C,keep in dry and avoid sunlight.

* For research and manufacturing use only. We do not sell to patients.

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IUPAC Name
(2,5-dioxopyrrolidin-1-yl) 4-[[3-[3-[[(2S)-1-[[(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]amino]-3-methyl-1-oxobutan-2-yl]-methylamino]-3-oxopropyl]sulfanyl-2,5-dioxopyrrolidin-1-yl]methyl]cyclohexane-1-carboxylate
Canonical SMILES
CCC(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)N(C)C(=O)CCSC3CC(=O)N(C3=O)CC4CCC(CC4)C(=O)ON5C(=O)CCC5=O
InChI
InChI=1S/C58H89N7O14S/c1-13-35(6)51(42(77-11)30-47(69)63-28-17-20-41(63)53(78-12)36(7)54(72)59-37(8)52(71)39-18-15-14-16-19-39)62(10)57(75)49(33(2)3)60-55(73)50(34(4)5)61(9)44(66)27-29-80-43-31-48(70)64(56(43)74)32-38-21-23-40(24-22-38)58(76)79-65-45(67)25-26-46(65)68/h14-16,18-19,33-38,40-43,49-53,71H,13,17,20-32H2,1-12H3,(H,59,72)(H,60,73)/t35-,36+,37+,38?,40?,41-,42+,43?,49-,50-,51-,52+,53+/m0/s1
Solubility
10 mm in DMSO
Appearance
Solid
Shelf Life
0-4°C for short term (days to weeks), or -20°C for long term (months).
Shipping
Room temperature
Storage
Store at -5°C,keep in dry and avoid sunlight.
Form
Solid

MMAE-SMCC is an integral component in the development of antibody-drug conjugates (ADCs), a powerful class of targeted cancer therapies. This compound combines the potent cytotoxic agent monomethyl auristatin E (MMAE) with the stable linker succinimidyl 4-(N-maleimidomethyl)cyclohexane-1-carboxylate (SMCC). MMAE is known for its ability to inhibit tubulin polymerization, effectively halting mitosis and leading to apoptosis in rapidly dividing cancer cells. Its integration into ADCs allows for a highly targeted approach to cancer treatment, delivering a lethal payload directly to malignant cells while sparing healthy tissues, thereby reducing systemic toxicity and enhancing therapeutic efficacy.

The SMCC linker plays a vital role in ensuring the stability and functionality of the MMAE-SMCC conjugate throughout the bloodstream and upon reaching the target tumor site. SMCC is a bifunctional linker that provides a stable and efficient means of attaching MMAE to monoclonal antibodies. This stability is crucial, as it prevents premature release of the cytotoxic agent, which could otherwise lead to off-target effects and collateral damage to normal cells. Upon the ADC's binding to the specific antigen on the surface of cancer cells, the linker is cleaved, allowing MMAE to enter the cells and exert its cytotoxic effects. This precise mechanism enhances the specificity of ADCs, making them a valuable tool in precision oncology.

MMAE-SMCC's design offers considerable benefits in the realm of personalized medicine. By pairing MMAE with antibodies that specifically target antigens expressed on tumor cells, treatments can be tailored to the unique genetic and molecular profiles of individual cancers. This customization is particularly advantageous in cases where traditional therapies may fail or cause significant side effects. For example, MMAE-SMCC-based ADCs have shown promise in treating various malignancies, including lymphomas and solid tumors, where they offer a targeted approach that enhances therapeutic outcomes and patient quality of life. The continued research and development in this area are paving the way for more effective and individualized cancer treatments.

Beyond its current applications, MMAE-SMCC is also a subject of ongoing research aiming to expand its use across a wider range of cancer types and potentially other diseases. Efforts are focused on optimizing the linker's design and exploring new antibody targets that can leverage MMAE's cytotoxic potential in even more selective ways. These advancements could lead to ADCs with improved efficacy and safety profiles, presenting opportunities to address unmet medical needs and challenging aspects of cancer therapy. Overall, MMAE-SMCC stands as a cornerstone in the evolution of ADC technology, bridging cutting-edge biochemical engineering with clinical oncology to enhance the precision and effectiveness of cancer treatment.

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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