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MC-VC-PAB-NH2

  CAS No.: 1616727-20-8   Cat No.: BADC-00976   Purity: >98.0% 4.5  

MC-VC-PAB-NH2 is a maleimide-activated cleavable ADC linker with Val-Cit dipeptide and PAB spacer, featuring terminal amine for efficient antibody conjugation and selective drug release.

MC-VC-PAB-NH2

Structure of 1616727-20-8

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Category
ADC Linker
Molecular Formula
C31H46N8O8
Molecular Weight
658.75
Shipping
-20°C (International: -20°C)
Storage
-20°C

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

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Popular Publications Citing BOC Sciences Products
Synonyms
[4-[[(2S)-5-(carbamoylamino)-2-[[(2S)-2-[6-(2,5-dioxopyrrol-1-yl)hexanoylamino]-3-methylbutanoyl]amino]pentanoyl]amino]phenyl]methyl N-(2-aminoethyl)carbamate
IUPAC Name
Canonical SMILES
CC(C)C(C(=O)NC(CCCNC(=O)N)C(=O)NC1=CC=C(C=C1)COC(=O)NCCN)NC(=O)CCCCCN2C(=O)C=CC2=O
InChI
InChI=1S/C31H46N8O8/c1-20(2)27(38-24(40)8-4-3-5-18-39-25(41)13-14-26(39)42)29(44)37-23(7-6-16-34-30(33)45)28(43)36-22-11-9-21(10-12-22)19-47-31(46)35-17-15-32/h9-14,20,23,27H,3-8,15-19,32H2,1-2H3,(H,35,46)(H,36,43)(H,37,44)(H,38,40)(H3,33,34,45)/t23-,27-/m0/s1
InChIKey
CNKMVFCYQSFWSZ-HOFKKMOUSA-N
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
-20°C (International: -20°C)
Storage
-20°C
Form
Solid

MC-VC-PAB-NH2, a chemical linker utilized in drug design, plays a pivotal role in the development of antibody-drug conjugates (ADCs).

Antibody-Drug Conjugates (ADCs) Development: MC-VC-PAB-NH2 serves as the crucial bridge linking cytotoxic drugs to antibodies, enabling targeted delivery to cancer cells while sparing healthy tissues. By facilitating precise drug targeting, this linker enhances the therapeutic index and reduces side effects significantly. Its stability and cleavage properties ensure drug release upon internalization by target cells, thereby amplifying the efficacy of cancer treatments.

Bioconjugation Studies: In the realm of bioconjugation techniques, MC-VC-PAB-NH2 plays a pivotal role in exploring protein interactions and modifications. By enabling the attachment of diverse biomolecules to proteins of interest, scientists can delve deep into protein function and structure. The utilization of linkers like MC-VC-PAB-NH2 is indispensable for biosensor and diagnostic tool development, opening new avenues in bioanalytical research.

Pharmaceutical Research: At the forefront of pharmaceutical innovation, MC-VC-PAB-NH2 is a cornerstone in the development of novel therapeutic agents. Researchers leverage its unique properties to study its behavior and interactions within biological systems, optimizing drug delivery systems. This ensures that payloads reach their designated targets with minimal degradation, propelling the evolution of next-generation therapeutics and advancing the frontiers of pharmaceutical science.

Customized Drug Delivery: MC-VC-PAB-NH2 plays a pivotal role in tailoring drug delivery platforms for specific medical conditions, offering a personalized approach to treatment. By allowing precise control over drug release and targeting, it facilitates the creation of therapies customized to individual patient needs.

What is the role of the MC-VC-PAB-NH2 linker in ADC construction?

MC-VC-PAB-NH2 is a cleavable linker designed for the synthesis of antibody-drug conjugates. The maleimide group (MC) is used to conjugate to an antibody via a thiol group, while the valine-citrulline (VC) dipeptide provides the enzymatically cleavable site. The PAB self-immolative spacer facilitates the release of the drug payload. The terminal amine allows for subsequent payload attachment.

7/1/2018

We would like to know if the MC-VC-PAB-NH2 linker can be used with various drug payloads.

Yes, the MC-VC-PAB-NH2 linker is highly versatile. The terminal primary amine (-NH2) group provides a functional handle that can be used for conjugation to a wide variety of cytotoxic payloads. This requires payloads that possess a carboxylic acid or an activated ester, or other functional groups that can react with a primary amine, making it suitable for a diverse range of ADC development projects.

12/2/2017

Dear team, how is the drug released from the MC-VC-PAB-NH2 linker?

The drug release mechanism for MC-VC-PAB-NH2 is a two-step process. First, after the ADC internalizes into the target cell, the lysosomal protease cathepsin B cleaves the valine-citrulline (VC) dipeptide. This cleavage triggers a subsequent 1,6-elimination reaction of the p-aminobenzylcarbamate (PAB) spacer, which releases the active drug payload. This ensures efficient and specific drug release within the tumor microenvironment.

17/8/2022

Dear team, what is the significance of the maleimide (MC) group in MC-VC-PAB-NH2?

The maleimide group (MC) in MC-VC-PAB-NH2 is a reactive moiety that enables covalent conjugation to the antibody. It specifically reacts with the thiol group of a reduced cysteine residue on the antibody, forming a stable thioether bond. This conjugation chemistry is well-established in ADC development for creating stable antibody-linker bonds that are resistant to premature cleavage in systemic circulation.

19/9/2021

Good afternoon! What storage and handling guidelines do you recommend for MC-VC-PAB-NH2?

MC-VC-PAB-NH2 should be stored at -20°C in a dry, inert atmosphere. Exposure to moisture or repeated freeze-thaw cycles should be avoided. Proper aliquoting is recommended to maintain the functional amine group, ensuring consistent performance in antibody-drug conjugation and maintaining linker stability over extended storage periods.

1/12/2020

— Dr. Emily Carter, Senior Scientist (USA)

MC-VC-PAB-NH2 linker enabled precise payload attachment with excellent stability, improving our ADC workflow.

17/8/2022

— Prof. David Müller, Medicinal Chemist (Germany)

The batch-to-batch consistency of MC-VC-PAB-NH2 was outstanding, allowing reliable scale-up.

1/12/2020

— Dr. Anna Rossi, Bioconjugation Specialist (Italy)

BOC Sciences delivered MC-VC-PAB-NH2 on time with high purity, facilitating our conjugation projects.

19/9/2021

— Mr. James Thompson, R&D Manager (UK)

Using MC-VC-PAB-NH2, we achieved reproducible ADC yields with minimal side reactions.

7/1/2018

— Dr. Laura Jensen, ADC Project Lead (Denmark)

Excellent solubility and reactivity of MC-VC-PAB-NH2 made our high-throughput screening seamless.

— Ms. Sophie Martin, Senior Researcher (France)

MC-VC-PAB-NH2 consistently performed well in intracellular payload release experiments. Highly recommended.

12/2/2017

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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