MA-PEG4-VC-PAB-MMAE - CAS 2851435-57-7

MA-PEG4-VC-PAB-MMAE - CAS 2851435-57-7 Catalog number: BADC-01410

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MA-PEG4-VC-PAB-MMAE is a thiol-reactive drug-linker conjugate used in the synthesis of antibody-drug conjugates (ADCs).

Category
ADCs Cytotoxin with Linkers
Product Name
MA-PEG4-VC-PAB-MMAE
CAS
2851435-57-7
Catalog Number
BADC-01410
Molecular Formula
C76H120N12O20
Molecular Weight
1521.84
MA-PEG4-VC-PAB-MMAE

Ordering Information

Catalog Number Size Price Quantity
BADC-01410 -- $-- Inquiry
Description
MA-PEG4-VC-PAB-MMAE is a thiol-reactive drug-linker conjugate used in the synthesis of antibody-drug conjugates (ADCs).
Synonyms
4-((2S,5S)-25-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-5-isopropyl-4,7,23-trioxo-2-(3-ureidopropyl)-10,13,16,19-tetraoxa-3,6,22-triazapentacosanamido)benzyl ((S)-1-(((S)-1-(((3R,4S,5S)-1-((S)-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)(methyl)amino)-3-methyl-1-oxobutan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)(methyl)carbamate
IUPAC Name
[4-[[(2S)-5-(carbamoylamino)-2-[[(2S)-2-[3-[2-[2-[2-[2-[3-(2,5-dioxopyrrol-1-yl)propanoylamino]ethoxy]ethoxy]ethoxy]ethoxy]propanoylamino]-3-methylbutanoyl]amino]pentanoyl]amino]phenyl]methyl N-[(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]-N-methylcarbamate
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)OCC3=CC=C(C=C3)NC(=O)C(CCCNC(=O)N)NC(=O)C(C(C)C)NC(=O)CCOCCOCCOCCOCCNC(=O)CCN4C(=O)C=CC4=O
InChI
InChI=1S/C76H120N12O20/c1-15-50(8)67(58(102-13)45-63(93)87-35-20-24-57(87)69(103-14)51(9)70(95)80-52(10)68(94)54-21-17-16-18-22-54)85(11)74(99)65(48(4)5)84-73(98)66(49(6)7)86(12)76(101)108-46-53-25-27-55(28-26-53)81-71(96)56(23-19-33-79-75(77)100)82-72(97)64(47(2)3)83-60(90)32-37-104-39-41-106-43-44-107-42-40-105-38-34-78-59(89)31-36-88-61(91)29-30-62(88)92/h16-18,21-22,25-30,47-52,56-58,64-69,94H,15,19-20,23-24,31-46H2,1-14H3,(H,78,89)(H,80,95)(H,81,96)(H,82,97)(H,83,90)(H,84,98)(H3,77,79,100)/t50-,51+,52+,56-,57-,58+,64-,65-,66-,67-,68+,69+/m0/s1
InChIKey
RQSQMKJZDIBMSS-GZUYBJKGSA-N
Density
1.204±0.06 g/cm3
Boiling Point
1453.0±65.0°C at 760 mmHg

MA-PEG4-VC-PAB-MMAE is a powerful drug conjugate designed for targeted cancer therapy. It consists of a maleimide (MA) group for selective attachment to biomolecules, a PEG4 linker to enhance solubility and circulation time, and the potent cytotoxic agent MMAE (monomethyl auristatin E). The PEG4 linker not only improves the pharmacokinetics of the conjugate by extending its half-life in the bloodstream but also minimizes premature drug release before reaching the target tumor site. The VC (Val-Cit) linker is cleavable in the tumor microenvironment, ensuring that MMAE is released specifically within cancer cells, where it can exert its cytotoxic effects. This selective targeting of cancer cells helps reduce systemic toxicity, making MA-PEG4-VC-PAB-MMAE a promising approach in cancer treatment.

One of the primary applications of MA-PEG4-VC-PAB-MMAE is in the development of antibody-drug conjugates (ADCs). By attaching this conjugate to monoclonal antibodies or targeting ligands, it becomes possible to deliver MMAE specifically to tumor cells that express the target antigen. This targeting approach enhances the drug's specificity, ensuring that the cytotoxic effects are concentrated in the cancer cells, while minimizing damage to healthy tissues. The cleavable VC linker ensures that MMAE is released only inside the tumor, where it can disrupt microtubule dynamics and induce cell death, offering an effective treatment option for cancers that are resistant to conventional therapies.

MA-PEG4-VC-PAB-MMAE is also highly relevant in overcoming the limitations of traditional chemotherapy. Traditional chemotherapy drugs often suffer from non-specific toxicity, leading to significant side effects. By using a targeted drug delivery system like MA-PEG4-VC-PAB-MMAE, the cytotoxic agent MMAE is confined to cancer cells, which significantly reduces off-target effects. This targeted approach not only increases the effectiveness of the drug but also improves the safety profile, allowing higher doses of MMAE to be administered with fewer side effects. This makes MA-PEG4-VC-PAB-MMAE an ideal candidate for treating a variety of cancers with high specificity.

Additionally, MA-PEG4-VC-PAB-MMAE holds promise for use in combination therapies. When used in conjunction with other anticancer agents, such as immune checkpoint inhibitors or traditional chemotherapy, this conjugate can enhance the overall therapeutic effect. The combination of targeted delivery and potent cytotoxicity makes MA-PEG4-VC-PAB-MMAE a valuable tool in overcoming drug resistance and achieving more durable responses in patients with advanced or metastatic cancers. Its versatility and effectiveness in both monotherapy and combination treatments offer a significant advancement in the development of next-generation cancer therapies.

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

Historical Records: MA-PEG4-VC-PAB-MMAE
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