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MP-PEG8-VA-PABC

  CAS No.: 1938099-52-5   Cat No.: BADC-01491 4.5  

MP-PEG8-VA-PABC is a biomedical product used for targeted drug delivery in cancer treatment. With its polyethylene glycol (PEG) and maleimide functional groups, it efficiently conjugates to antibodies or therapeutic agents, enabling precise and controlled release at the tumor site. It shows potential in treating various types of cancers, including breast, lung, and prostate cancer.

MP-PEG8-VA-PABC

Structure of 1938099-52-5

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Category
ADC Linker
Molecular Formula
C5H5ClF3NO2
Molecular Weight
203.54700

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

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Popular Publications Citing BOC Sciences Products
Synonyms
Tesirine; Propanoyl chloride,3-[(trifluoroacetyl)amino]
IUPAC Name
[4-[[(2S)-2-[[(2S)-2-[3-[2-[2-[2-[2-[2-[2-[2-[2-[3-(2,5-dioxopyrrol-1-yl)propanoylamino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoylamino]-3-methylbutanoyl]amino]propanoyl]amino]phenyl]methyl (6S,6aS)-3-[5-[[(6aS)-2-methoxy-8-methyl-11-oxo-6a,7-dihydropyrrolo[2,1-c][1,4]benzodiazepin-3-yl]oxy]pentoxy]-6-hydroxy-2-methoxy-8-methyl-11-oxo-6a,7-dihydro-6H-pyrrolo[2,1-c][1,4]benzodiazepine-5-carboxylate
Canonical SMILES
CC1=CN2C(C1)C=NC3=CC(=C(C=C3C2=O)OC)OCCCCCOC4=C(C=C5C(=C4)N(C(C6CC(=CN6C5=O)C)O)C(=O)OCC7=CC=C(C=C7)NC(=O)C(C)NC(=O)C(C(C)C)NC(=O)CCOCCOCCOCCOCCOCCOCCOCCOCCNC(=O)CCN8C(=O)C=CC8=O)OC
InChI
InChI=1S/C75H101N9O23/c1-49(2)69(80-66(86)18-23-97-25-27-99-29-31-101-33-35-103-37-38-104-36-34-102-32-30-100-28-26-98-24-19-76-65(85)17-20-81-67(87)15-16-68(81)88)71(90)78-52(5)70(89)79-54-13-11-53(12-14-54)48-107-75(94)84-59-44-64(62(96-7)42-57(59)73(92)83-47-51(4)40-60(83)74(84)93)106-22-10-8-9-21-105-63-43-58-56(41-61(63)95-6)72(91)82-46-50(3)39-55(82)45-77-58/h11-16,41-47,49,52,55,60,69,74,93H,8-10,17-40,48H2,1-7H3,(H,76,85)(H,78,90)(H,79,89)(H,80,86)/t52-,55-,60-,69-,74-/m0/s1
InChIKey
HKGATZAPXCCEJR-OWRSNIELSA-N
PSA
49.66000
Pictograms
Acute Toxic; Health Hazard
Signal Word
Danger

MP-PEG8-VA-PABC, a multifunctional linker crucial in the advancement of cutting-edge drug delivery systems, boasts a myriad of applications.

Targeted Drug Delivery: MP-PEG8-VA-PABC plays a pivotal role in crafting targeted drug delivery vehicles that ferry therapeutics directly to ailing cells or tissues. By coupling this linker with drugs and targeting moieties, researchers adeptly enhance drug uptake by specific cells, especially cancer cells. This tailored strategy curtails off-target effects, amplifying the potency of treatments.

Prodrug Design: MP-PEG8-VA-PABC emerges as a crucial spacer and triggerable linker, governing the union between the active pharmaceutical ingredient (API) and the aiming entity. The strategic use of this linker permits controlled release of the API upon reaching the designated site, ensuring drug activation solely at the requisite location.

Bioconjugation: Within the domain of bioconjugation processes, MP-PEG8-VA-PABC acts as a linchpin, bridging biologically active molecules like peptides or antibodies to polymers or diverse compounds. This linkage begets bioconjugates endowed with heightened stability, solubility, and bioavailability, pivotal in crafting diagnostic tools and avant-garde therapeutic agents.

Complex Drug Formulation: Pioneering complex drug formulations, MP-PEG8-VA-PABC orchestrates the union of multiple therapeutic agents within a unified delivery framework. This innovation enables the concurrent dispensation of diverse drugs with synergistic impacts against ailments such as cancer and infectious diseases. By harnessing such formulations, researchers steer toward enhanced therapeutic efficacy and surmounting drug resistance.

What is the primary function of the MP-PEG8-VA-PABC linker in ADC development?

The primary function of the MP-PEG8-VA-PABC linker is to provide a cleavable connection between the cytotoxic payload and the antibody. The valine-citrulline (VC) dipeptide is recognized and cleaved by lysosomal proteases, such as cathepsin B, after internalization of the ADC, thereby releasing the active drug in the target cell and minimizing systemic toxicity. The PEG8 spacer enhances solubility and reduces aggregation.

2/7/2018

Dear team, how does the PABC component contribute to the release mechanism of MP-PEG8-VA-PABC?

The p-aminobenzylcarbamate (PABC) self-immolative spacer in MP-PEG8-VA-PABC is crucial for the efficient release of the drug. Upon enzymatic cleavage of the valine-citrulline dipeptide, the PABC group undergoes a spontaneous 1,6-elimination reaction. This process liberates the drug with a free hydroxyl or amine group, ensuring the payload is released in its unmodified, active form within the lysosome.

28/11/2020

Could you kindly inform us what are the benefits of using a PEG8 spacer in the MP-PEG8-VA-PABC linker?

The PEG8 spacer in MP-PEG8-VA-PABC significantly improves the physicochemical properties of the ADC. The hydrophilic nature of PEG enhances the overall solubility of the conjugate, which can prevent aggregation. This improved solubility and reduced aggregation are critical for ensuring the stability and homogeneity of the final ADC product, which in turn impacts its efficacy and safety profile.

27/9/2016

Dear BOC Sciences, is MP-PEG8-VA-PABC suitable for site-specific conjugation?

Yes, the maleimide group (MP) at the end of MP-PEG8-VA-PABC is designed for specific conjugation to cysteine residues. This allows for site-specific conjugation strategies, such as those involving engineered antibodies with reduced cysteines. Site-specific conjugation yields a more homogeneous drug-to-antibody ratio (DAR), leading to a more consistent and predictable therapeutic profile compared to random conjugation methods.

20/9/2021

Good morning! Which analytical methods are recommended to verify MP-PEG8-VA-PABC for ADC applications?

MP-PEG8-VA-PABC identity and structural integrity are confirmed using NMR, HPLC, and mass spectrometry. These analyses ensure the linker maintains its reactive functional groups and provides traceable quality documentation for consistent performance in antibody-drug conjugation processes.

5/10/2016

— Dr. Sarah Collins, Protein Chemist (USA)

MP-PEG8-VA-PABC linker improved solubility and flexibility for conjugation reactions, streamlining ADC development.

27/9/2016

— Prof. Markus Fischer, Medicinal Chemist (Germany)

The long PEG chain of MP-PEG8-VA-PABC minimized steric hindrance and enhanced payload accessibility.

5/10/2016

— Dr. Claudia Rossi, ADC Scientist (Italy)

BOC Sciences delivered MP-PEG8-VA-PABC with excellent purity and reproducibility across batches.

20/9/2021

— Ms. Emily Parker, R&D Manager (UK)

MP-PEG8-VA-PABC allowed smooth aqueous conjugations and reduced aggregation.

2/7/2018

— Dr. Henrik Larsen, Bioconjugation Specialist (Denmark)

The linker’s design improved workflow efficiency and conjugation yield. Very satisfied.

— Mr. Felix Johnson, Senior Scientist (France)

High-quality PEG linker that simplified ADC development. Excellent support from BOC Sciences.

28/11/2020

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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