Mal-PEG4-VC-PAB-DMEA-Seco-Duocarmycin SA - CAS 2259318-49-3

Mal-PEG4-VC-PAB-DMEA-Seco-Duocarmycin SA - CAS 2259318-49-3 Catalog number: BADC-00865

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Mal-PEG4-VC-PAB-DMEA-Seco-Duocarmycin SA is a drug-linker conjugate for ADC by using the antitumor antibiotic, Duocarmycin SA, linked via Mal-PEG4-VC-PAB-DMEA-Seco.

Category
ADCs Cytotoxin
Product Name
Mal-PEG4-VC-PAB-DMEA-Seco-Duocarmycin SA
CAS
2259318-49-3
Catalog Number
BADC-00865
Molecular Formula
C67H87ClN12O21
Molecular Weight
1431.93
Purity
>98.0%

Ordering Information

Catalog Number Size Price Quantity
BADC-00865 -- $-- Inquiry
Description
Mal-PEG4-VC-PAB-DMEA-Seco-Duocarmycin SA is a drug-linker conjugate for ADC by using the antitumor antibiotic, Duocarmycin SA, linked via Mal-PEG4-VC-PAB-DMEA-Seco.
IUPAC Name
methyl (8S)-4-[2-[[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]methoxycarbonyl-methylamino]ethyl-methylcarbamoyl]oxy-8-(chloromethyl)-6-(5,6,7-trimethoxy-1H-indole-2-carbonyl)-7,8-dihydro-3H-pyrrolo[3,2-e]indole-2-carboxylate
Canonical SMILES
CC(C)C(C(=O)NC(CCCNC(=O)N)C(=O)NC1=CC=C(C=C1)COC(=O)N(C)CCN(C)C(=O)OC2=C3C(=C4C(CN(C4=C2)C(=O)C5=CC6=CC(=C(C(=C6N5)OC)OC)OC)CCl)C=C(N3)C(=O)OC)NC(=O)CCOCCOCCOCCOCCNC(=O)CCN7C(=O)C=CC7=O
InChI
InChI=1S/C67H87ClN12O21/c1-39(2)56(76-52(82)18-24-96-26-28-98-30-31-99-29-27-97-25-20-70-51(81)17-21-79-53(83)15-16-54(79)84)62(86)75-45(10-9-19-71-65(69)89)61(85)72-43-13-11-40(12-14-43)38-100-66(90)77(3)22-23-78(4)67(91)101-49-35-48-55(44-34-47(64(88)95-8)74-58(44)49)42(36-68)37-80(48)63(87)46-32-41-33-50(92-5)59(93-6)60(94-7)57(41)73-46/h11-16,32-35,39,42,45,56,73-74H,9-10,17-31,36-38H2,1-8H3,(H,70,81)(H,72,85)(H,75,86)(H,76,82)(H3,69,71,89)/t42-,45+,56+/m1/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
-20°C
Form
Solid

Mal-PEG4-VC-PAB-DMEA-Seco-Duocarmycin SA is a bioconjugation reagent designed for advanced targeted drug delivery applications, particularly in antibody-drug conjugates (ADCs) for cancer therapy. The compound features a maleimide (Mal) group for efficient conjugation with thiol-containing biomolecules, a polyethylene glycol (PEG4) spacer for enhanced solubility and circulation time, and a VC-PAB-DMEA linker that ensures selective and enzymatically triggered release of the drug payload, Seco-Duocarmycin SA, at the target site. Duocarmycins are potent DNA alkylating agents, and the compound’s design ensures that the therapeutic agent is released only within tumor cells, thereby minimizing systemic toxicity and maximizing therapeutic efficacy.

One of the primary applications of Mal-PEG4-VC-PAB-DMEA-Seco-Duocarmycin SA is in the development of antibody-drug conjugates (ADCs) for targeted cancer therapy. The maleimide group enables the conjugation of the cytotoxic Seco-Duocarmycin SA with monoclonal antibodies that specifically target tumor-associated antigens. The PEG4 spacer enhances the pharmacokinetics of the conjugate, improving its solubility and extending its half-life in the bloodstream. The VC-PAB-DMEA linker is cleaved by tumor-specific proteases, releasing the potent Duocarmycin drug only within cancer cells. This targeted delivery of the drug significantly increases the therapeutic index of the ADC, reducing off-target effects and enhancing its anticancer potency.

Mal-PEG4-VC-PAB-DMEA-Seco-Duocarmycin SA is also valuable for designing drug delivery systems targeting other disease sites, such as inflammatory conditions or infectious diseases. The PEG4 spacer ensures that the conjugate remains soluble and stable in biological fluids, allowing for better penetration into target tissues. The VC-PAB-DMEA linker provides a mechanism for the controlled release of Seco-Duocarmycin SA, triggered by the presence of specific enzymes or disease-associated conditions at the target site. This level of precision allows for the development of personalized therapies where therapeutic agents are released only at the site of action, thereby improving drug efficacy and reducing systemic toxicity.

In addition to its role in targeted cancer therapy, Mal-PEG4-VC-PAB-DMEA-Seco-Duocarmycin SA can be utilized in the field of molecular imaging and diagnostic applications. The compound's maleimide group enables it to conjugate with diagnostic antibodies or peptides for specific targeting of disease biomarkers. The PEG4 spacer maintains the stability and solubility of the conjugate, while the VC-PAB-DMEA linker can be used for controlled release in response to enzymatic cleavage. This feature makes it an ideal candidate for bioorthogonal reactions and targeted imaging, providing accurate detection of disease sites, such as tumors, while ensuring minimal interference with surrounding tissues.

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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