MC-Val-Cit-PAB-duocarmycin - CAS 2055896-98-3

MC-Val-Cit-PAB-duocarmycin - CAS 2055896-98-3 Catalog number: BADC-00633

* Please be kindly noted products are not for therapeutic use. We do not sell to patients.

MC-Val-Cit-PAB-duocarmycin is a drug-linker conjugate for ADC with potent antitumor activity by using duocarmycin (a DNA minor groove binding alkylating agent), linked via the ADC linker MC-Val-Cit-PAB.

Category
ADCs Cytotoxin
Product Name
MC-Val-Cit-PAB-duocarmycin
CAS
2055896-98-3
Catalog Number
BADC-00633
Molecular Formula
C54H65ClN9O9
Molecular Weight
1019.6
MC-Val-Cit-PAB-duocarmycin

Ordering Information

Catalog Number Size Price Quantity
BADC-00633 -- $-- Inquiry
Description
MC-Val-Cit-PAB-duocarmycin is a drug-linker conjugate for ADC with potent antitumor activity by using duocarmycin (a DNA minor groove binding alkylating agent), linked via the ADC linker MC-Val-Cit-PAB.
Synonyms
MC Val Cit PAB duocarmycin
IUPAC Name
[4-[[(2S)-5-(carbamoylamino)-2-[[(2S)-2-[6-(2,5-dioxopyrrol-1-yl)hexanoylamino]-3-methylbutanoyl]amino]pentanoyl]amino]phenyl]methyl-[2-[[2-[(1S)-1-(chloromethyl)-5-hydroxy-1,2-dihydrobenzo[e]indole-3-carbonyl]-1H-indol-5-yl]oxy]ethyl]-dimethylazanium
Canonical SMILES
ClC[C@H]1C2=C(C=C(O)C3=CC=CC=C23)N(C(C4=CC5=CC(OCC[N+](C)(C)CC6=CC=C(NC([C@H](CCCNC(N)=O)NC([C@H](C(C)C)NC(CCCCCN7C(C=CC7=O)=O)=O)=O)=O)C=C6)=CC=C5N4)=O)C1
InChI
InChI=1S/C54H64ClN9O9/c1-33(2)50(61-46(66)14-6-5-9-24-62-47(67)21-22-48(62)68)52(70)60-42(13-10-23-57-54(56)72)51(69)58-37-17-15-34(16-18-37)32-64(3,4)25-26-73-38-19-20-41-35(27-38)28-43(59-41)53(71)63-31-36(30-55)49-40-12-8-7-11-39(40)45(65)29-44(49)63/h7-8,11-12,15-22,27-29,33,36,42,50H,5-6,9-10,13-14,23-26,30-32H2,1-4H3,(H7-,56,57,58,59,60,61,65,66,69,70,71,72)/p+1/t36-,42+,50+/m1/s1
Shipping
Room temperature

MC-Val-Cit-PAB-duocarmycin is a powerful targeted drug conjugate that combines the potent DNA-intercalating agent duocarmycin with a selective peptide linker. Duocarmycin is known for its ability to bind to DNA and induce strand breaks, which disrupts DNA replication and leads to cell death, particularly in rapidly dividing cancer cells. The conjugation of duocarmycin with the MC-Val-Cit-PAB linker enables the precise delivery of this cytotoxic agent directly to tumor cells, significantly improving the therapeutic index by concentrating the drug at the tumor site while minimizing systemic toxicity.

One of the primary applications of MC-Val-Cit-PAB-duocarmycin is in the development of antibody-drug conjugates (ADCs) for targeted cancer therapy. The peptide linker allows for selective targeting of cancer cells that overexpress specific cell surface markers, ensuring that duocarmycin is delivered specifically to tumor cells. This targeted approach enhances the effectiveness of duocarmycin by ensuring it is concentrated where it is needed most, while reducing damage to healthy tissues. This makes MC-Val-Cit-PAB-duocarmycin an attractive candidate for treating cancers that are resistant to conventional chemotherapies.

In addition to its use in ADCs, MC-Val-Cit-PAB-duocarmycin offers an innovative strategy to overcome drug resistance in cancer therapy. Many tumors develop resistance to traditional chemotherapeutic agents due to the inability of drugs to specifically target cancer cells. By using a targeted delivery system, MC-Val-Cit-PAB-duocarmycin bypasses some of the common resistance mechanisms, ensuring that the cytotoxic agent is delivered directly to the cancer cells. This targeted mechanism may help improve the efficacy of treatment, even in cases where resistance to other therapies has developed.

MC-Val-Cit-PAB-duocarmycin also demonstrates the potential to enhance the pharmacokinetics of duocarmycin. Traditional chemotherapy with duocarmycin and other DNA-damaging agents often suffers from poor bioavailability, short half-lives, and high systemic toxicity. The MC-Val-Cit-PAB linker improves the solubility and stability of duocarmycin, allowing for more efficient delivery to the tumor. This controlled release system ensures that the drug is active longer and reaches the cancerous tissue with greater precision, leading to enhanced therapeutic outcomes with fewer side effects.

1.Targeted drug delivery through the traceless release of tertiary and heteroaryl amines from antibody-drug conjugates
Staben LR, et al.
The reversible attachment of a small-molecule drug to a carrier for targeted delivery can improve pharmacokinetics and the therapeutic index. Previous studies have reported the delivery of molecules that contain primary and secondary amines via an amide or carbamate bond; however, the ability to employ tertiary-amine-containing bioactive molecules has been elusive. Here we describe a bioreversible linkage based on a quaternary ammonium that can be used to connect a broad array of tertiary and heteroaryl amines to a carrier protein. Using a concise, protecting-group-free synthesis we demonstrate the chemoselective modification of 12 complex molecules that contain a range of reactive functional groups. We also show the utility of this connection with both protease-cleavable and reductively cleavable antibody-drug conjugates that were effective and stable in vitro and in vivo. Studies with a tertiary-amine-containing antibiotic show that the resulting antibody-antibiotic conjugate provided appropriate stability and release characteristics and led to an unexpected improvement in activity over the conjugates previously connected via a carbamate.
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: MC-Val-Cit-PAB-duocarmycin
Why Choose BOC Sciences?

Customer Support

Providing excellent 24/7 customer service and support

Project Management

Offering 100% high-quality services at all stages

Quality Assurance

Ensuring the quality and reliability of products or services

Global Delivery

Ensuring timely delivery of products worldwide

Questions & Comments
Verification code
Send Inquiry
Verification code
Resources & Supports
Inquiry Basket