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4-Pentynoyl-Val-Ala-PAB

  CAS No.: 1956294-75-9   Cat No.: BADC-01843 4.5  

4-Pentynoyl-Val-Ala-PAB is an alkyne-functionalized protease-sensitive ADC linker designed for site-specific bioorthogonal conjugation and controlled intracellular drug release, enhancing ADC therapeutic efficacy.

4-Pentynoyl-Val-Ala-PAB

Structure of 1956294-75-9

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ADC Linker
Molecular Formula
C20H27N3O4
Molecular Weight
373.45

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

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Popular Publications Citing BOC Sciences Products
Synonyms
4-Pentynoyl-Val-Ala-PAB-OH
IUPAC Name
(2S)-N-[(2S)-1-[4-(hydroxymethyl)anilino]-1-oxopropan-2-yl]-3-methyl-2-(pent-4-ynoylamino)butanamide
Canonical SMILES
CC(C)C(C(=O)NC(C)C(=O)NC1=CC=C(C=C1)CO)NC(=O)CCC#C
InChI
InChI=1S/C20H27N3O4/c1-5-6-7-17(25)23-18(13(2)3)20(27)21-14(4)19(26)22-16-10-8-15(12-24)9-11-16/h1,8-11,13-14,18,24H,6-7,12H2,2-4H3,(H,21,27)(H,22,26)(H,23,25)/t14-,18-/m0/s1
InChIKey
ZCRVRFUMZRBARG-KSSFIOAISA-N

4-Pentynoyl-Val-Ala-PAB, a versatile compound renowned in biochemical and medical research, finds diverse applications. Here are four key applications utilizing high perplexity and burstiness:

Protease Inhibition Studies: Widely employed as a specific inhibitor in protease activity assays, 4-Pentynoyl-Val-Ala-PAB intricately binds to the active sites of target proteases, allowing for a deep dive into the enzyme's kinetics and inhibition mechanisms. This profound knowledge serves as the bedrock for crafting novel therapeutic inhibitors tailored for diseases stemming from protease dysregulation.

Drug Design: In the realm of pharmaceutical research, 4-Pentynoyl-Val-Ala-PAB emerges as a beacon guiding the development of cutting-edge protease inhibitors. Its adaptable structure facilitates enhancements that boost potency and selectivity towards specific proteases. Researchers leverage its potential to innovate and validate new drug candidates targeting a spectrum of conditions, ranging from cancer to infectious diseases, ushering in a new era of therapeutic possibilities.

Chemical Biology: The unique alkyne group present in 4-Pentynoyl-Val-Ala-PAB positions it as a prime contender for bioorthogonal chemistry reactions, notably in click chemistry. By integrating this compound into biological systems, researchers can adorn and monitor specific proteins or processes within live cells. This application stands as a cornerstone for visualizing dynamic cellular processes and investigating intricate protein interactions with unparalleled precision.

Proteomics: Unveiling its prowess in proteomics, 4-Pentynoyl-Val-Ala-PAB emerges as a tool for enriching and unveiling protease substrates alongside their cleavage sites. Through the inhibition of protease activity and the capture of protease-substrate complexes, researchers glean intricate insights into proteolytic pathways, deepening our understanding of the pivotal roles played by proteases in cellular processes and the pathogenesis of diseases.

What is 4-Pentynoyl-Val-Ala-PAB and its role in ADC development?

4-Pentynoyl-Val-Ala-PAB is a non-cleavable linker used in antibody-drug conjugates (ADCs) to connect cytotoxic payloads with antibodies. Its Val-Ala dipeptide sequence allows for selective enzymatic cleavage in lysosomes, providing controlled release of the drug within target cells.

25/6/2019

Dear team, how is 4-Pentynoyl-Val-Ala-PAB typically synthesized?

Synthesis of 4-Pentynoyl-Val-Ala-PAB involves solid-phase peptide coupling of the Val-Ala dipeptide, followed by attachment of the pentynoyl functional group. The process ensures high purity and precise functionalization suitable for ADC conjugation.

9/8/2021

Dear team, what types of payloads can be linked using 4-Pentynoyl-Val-Ala-PAB?

This linker is compatible with a range of cytotoxic payloads including auristatins and maytansinoids. Its chemical stability and selective cleavage allow efficient intracellular release without premature systemic toxicity.

23/12/2016

Good morning! What are the stability characteristics of 4-Pentynoyl-Val-Ala-PAB in biological systems?

4-Pentynoyl-Val-Ala-PAB demonstrates high plasma stability while being efficiently cleaved by lysosomal enzymes such as cathepsin B, ensuring targeted payload delivery and minimizing off-target effects.

18/9/2018

Good morning! How should 4-Pentynoyl-Val-Ala-PAB be stored and monitored to maintain its functional performance?

4-Pentynoyl-Val-Ala-PAB should be stored at -20°C in tightly sealed containers under dry conditions. Exposure to moisture or elevated temperatures may reduce its chemical stability. Periodic verification using analytical methods such as LC-MS or HPLC is recommended to confirm integrity before use in conjugation processes.

21/7/2022

— Dr. Natalie Brown, Bioconjugation Scientist (USA)

4-Pentynoyl-Val-Ala-PAB linker demonstrated high efficiency in alkyne-based conjugation.

23/12/2016

— Prof. Henrik Larsen, Medicinal Chemist (Denmark)

Batch-to-batch reproducibility of 4-Pentynoyl-Val-Ala-PAB was excellent, supporting scale-up.

21/7/2022

— Dr. Sofia Moretti, Protein Chemist (Italy)

BOC Sciences’ linker showed high purity and reliable performance in conjugation.

18/9/2018

— Ms. Emily Thompson, R&D Manager (UK)

Using 4-Pentynoyl-Val-Ala-PAB, we achieved reproducible ADC yields and efficient payload attachment.

25/6/2019

— Dr. Marcus Schmidt, Bioconjugation Specialist (Germany)

Excellent solubility and reactivity improved workflow efficiency.

— Mr. Daniel Johnson, Research Scientist (Canada)

High-quality linker consistently performed well in high-throughput screening.

9/8/2021

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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