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Modified MMAF-C5-COOH

  CAS No.: 1404071-65-3   Cat No.: BADC-01455 4.5  

Modified MMAF-C5-COOH is an ADC cytotoxin derivative featuring a carboxylated MMAF payload with improved solubility and conjugation flexibility, designed for enhanced antibody-drug conjugate performance in cancer treatments. Keywords: MMAF derivative, ADC payload, conjugation chemistry, targeted therapy.

Modified MMAF-C5-COOH

Structure of 1404071-65-3

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Category
ADC Cytotoxin with Linker
Molecular Formula
C51H83N7O10
Molecular Weight
954.25

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

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Synonyms
N-(5-carboxypentyl)-N-methyl-L-valyl-N-[(3R,4S,5S)-1-{(2S)-2-[(1R,2R)-3-{[(2S)-3-(1H-indol-3-yl)-1-(1,2-oxazinan-2-yl)-1-oxopropan-2-yl]amino}-1-methoxy-2-methyl-3-oxopropyl]pyrrolidin-1-yl}-3-methoxy-5-methyl-1-oxoheptan-4-yl]-N-methyl-L-valinamide
IUPAC Name
6-[[(2S)-1-[[(2S)-1-[[(3R,4S,5S)-1-[(2S)-2-[(1R,2R)-3-[[(2S)-3-(1H-indol-3-yl)-1-(oxazinan-2-yl)-1-oxopropan-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]hexanoic acid
Canonical SMILES
CCC(C)C(C(CC(=O)N1CCCC1C(C(C)C(=O)NC(CC2=CNC3=CC=CC=C32)C(=O)N4CCCCO4)OC)OC)N(C)C(=O)C(C(C)C)NC(=O)C(C(C)C)N(C)CCCCCC(=O)O
InChI
InChI=1S/C51H83N7O10/c1-12-34(6)46(56(9)51(65)44(32(2)3)54-49(63)45(33(4)5)55(8)25-17-13-14-24-43(60)61)41(66-10)30-42(59)57-26-20-23-40(57)47(67-11)35(7)48(62)53-39(50(64)58-27-18-19-28-68-58)29-36-31-52-38-22-16-15-21-37(36)38/h15-16,21-22,31-35,39-41,44-47,52H,12-14,17-20,23-30H2,1-11H3,(H,53,62)(H,54,63)(H,60,61)/t34-,35+,39-,40-,41+,44-,45-,46-,47+/m0/s1
InChIKey
NQGJJAVKWZWPGE-DVHZIZCVSA-N

Modified MMAF-C5-COOH is a cutting-edge drug-linker conjugate used in the synthesis of antibody-drug conjugates (ADCs), which are at the forefront of targeted cancer therapies. This conjugate combines a potent cytotoxic agent, monomethyl auristatin F (MMAF), with a linker that ends in a carboxylic acid (C5-COOH) moiety. MMAF is a powerful antitumor agent that works by disrupting microtubule polymerization, effectively inhibiting cell division and inducing apoptosis in cancer cells. The modified linker system enhances the delivery of MMAF to specific cancer cells by providing a stable connection to targeting antibodies, thereby increasing therapeutic specificity and minimizing systemic toxicity.

The inclusion of the C5-COOH linker in Modified MMAF-C5-COOH is crucial for the ADC's stability and performance. This linker design facilitates a stable yet cleavable attachment of MMAF to monoclonal antibodies, ensuring that the cytotoxic payload is delivered selectively to the tumor site. Upon binding to the specific antigen on the cancer cell surface, the ADC undergoes internalization. Once inside the cell, intracellular conditions such as pH changes or enzymatic activities trigger the cleavage of the linker, releasing MMAF to exert its toxic effects directly on the target cells. This targeted release mechanism allows for higher concentrations of the drug in cancer cells while reducing exposure to normal cells, thus enhancing the ADC's safety profile and efficacy.

Modified MMAF-C5-COOH stands out in the realm of precision oncology, allowing for the development of therapies tailored to the unique antigenic expressions of individual tumors. By specifically linking MMAF to antibodies that target antigens unique to cancer cells, these ADCs can effectively distinguish between healthy and diseased tissues. This precision reduces off-target effects and is particularly valuable in treating cancers that overexpress specific surface markers. The application of Modified MMAF-C5-COOH has shown promise across a variety of cancer types, including solid tumors and hematologic malignancies, offering patients more effective treatment options with potentially fewer side effects.

Research and development efforts continue to expand the applications of Modified MMAF-C5-COOH, with ongoing studies aiming to enhance linker stability, optimize drug-antibody ratios, and identify new antibody targets. These advancements are geared toward improving ADC potency, reducing resistance development, and broadening the therapeutic scope of this technology. As a result, Modified MMAF-C5-COOH not only contributes to the current landscape of cancer treatment but also represents a pivotal step towards more effective, personalized therapeutic strategies in oncology. Its development underscores the potential of ADCs to revolutionize how cancer is treated, providing a pathway toward more targeted and effective patient care.

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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