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Mc-Val-Cit-PAB-Cl

  CAS No.: 1639351-92-0   Cat No.: BADC-00610 4.5  

Mc-Val-Cit-PAB-Cl is a maleimide cleavable ADC linker with valine-citrulline peptide and PAB spacer for enzymatic drug release. Designed for stable antibody conjugation and targeted cancer therapy applications.

Mc-Val-Cit-PAB-Cl

Structure of 1639351-92-0

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ADC Linker
Molecular Formula
C28H39ClN6O6
Molecular Weight
591.1
Shipping
Room temperature

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

Size Price Stock Quantity
10 mg $319 In stock
25 mg $698 In stock

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Popular Publications Citing BOC Sciences Products
Synonyms
N-[(2S)-1-[[(2S)-5-(carbamoylamino)-1-[4-(chloromethyl)anilino]-1-oxopentan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]-6-(2,5-dioxopyrrol-1-yl)hexanamide
IUPAC Name
Canonical SMILES
O=C(N1CCCCCC(N[C@@H](C(C)C)C(N[C@@H](CCCNC(N)=O)C(NC2=CC=C(CCl)C=C2)=O)=O)=O)C=CC1=O
InChI
InChI=1S/C28H39ClN6O6/c1-18(2)25(34-22(36)8-4-3-5-16-35-23(37)13-14-24(35)38)27(40)33-21(7-6-15-31-28(30)41)26(39)32-20-11-9-19(17-29)10-12-20/h9-14,18,21,25H,3-8,15-17H2,1-2H3,(H,32,39)(H,33,40)(H,34,36)(H3,30,31,41)/t21-,25-/m0/s1
InChIKey
TUMQZNBKSWFFAZ-OFVILXPXSA-N
Shipping
Room temperature

Mc-Val-Cit-PAB-Cl, a protease-cleavable linker pivotal in the creation of antibody-drug conjugates (ADCs) for targeted cancer therapy, boasts a range of applications:

Targeted Cancer Therapy: Employing Mc-Val-Cit-PAB-Cl in the synthesis of antibody-drug conjugates revolutionizes cancer treatment strategies. By precisely delivering cytotoxic drugs to cancer cells while sparing healthy tissues, these conjugates minimize collateral damage. The cleavable linker ensures drug release specifically within cancer cells, heightening therapeutic efficacy and reducing side effects.

Drug Delivery Systems: In advanced drug delivery systems, Mc-Val-Cit-PAB-Cl plays a crucial role in controlling drug activation and release dynamics. Integration of this linker empowers researchers to devise drug carriers that release therapeutic agents in response to specific enzymatic cues in target tissues. Such tailored drug delivery systems enhance therapy efficacy, minimize off-target effects, and optimize patient outcomes through precise drug administration.

Bioconjugation Techniques: Within the realm of bioconjugation, Mc-Val-Cit-PAB-Cl is instrumental in attaching bioactive molecules to carrier proteins or antibodies for diverse applications. The cleavable nature of this linker allows for controlled molecule release, making it a cornerstone in designing multifunctional bioconjugates.

Pharmaceutical Research and Development: In the dynamic landscape of pharmaceutical research, Mc-Val-Cit-PAB-Cl plays a pivotal role in optimizing ADCs and other drug conjugates. By investigating the stability, cleavability, and pharmacokinetic properties of linker-drug systems, scientists refine drug designs and enhance therapeutic outcomes.

1.Stabilizing a Tubulysin Antibody-Drug Conjugate To Enable Activity Against Multidrug-Resistant Tumors
Staben LR, et al.
The tubulysins are promising anticancer cytotoxic agents due to the clinical validation of their mechanism of action (microtubule inhibition) and their particular activity against multidrug-resistant tumor cells. Yet their high potency and subsequent systemic toxicity make them prime candidates for targeted therapy, particularly in the form of antibody-drug conjugates (ADCs). Here we report a strategy to prepare stable and bioreversible conjugates of tubulysins to antibodies without loss of activity. A peptide trigger along with a quaternary ammonium salt linker connection to the tertiary amine of tubulysin provided ADCs that were potent in vitro. However, we observed metabolism of a critical acetate ester of the drug in vivo, resulting in diminished conjugate activity. We were able to circumvent this metabolic liability with the judicious choice of a propyl ether replacement. This modified tubulysin ADC was stable and effective against multidrug-resistant lymphoma cell lines and tumors.

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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Historical Records: Mal-Phe-C4-VC-PAB-DMEA-PNU-159682 | DMEA-PNU-159682 | MA-PEG4-VC-PAB-DMEA-PNU159682 | PNU159682-EDA | DBCO-PEG4-VC-PAB-DMEA-PNU159682 | VA-PAB-DMEA-PNU159682 | PNU-159682 carboxylic acid | MC-VC-PAB-DMEA-PNU159682 | Mc-Val-Cit-PABC-PNP | MC-Val-Cit-PAB-NH-C2-NH-Boc | Mc-Val-Cit-PAB-Cl
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