Mal-PEG3-NHS ester - CAS 1537892-36-6

Mal-PEG3-NHS ester - CAS 1537892-36-6 Catalog number: BADC-00603

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Mal-PEG3-NHS ester is a non-cleavable ADC linker containing the Maleimide group. It can be used to prepare antibody conjugated drugs (ADCs).

Category
ADCs Linker
Product Name
Mal-PEG3-NHS ester
CAS
1537892-36-6
Catalog Number
BADC-00603
Molecular Formula
C17H22N2O9
Molecular Weight
398.37
Purity
≥95%
Mal-PEG3-NHS ester

Ordering Information

Catalog Number Size Price Quantity
BADC-00603 -- $-- Inquiry
Description
Mal-PEG3-NHS ester is a non-cleavable ADC linker containing the Maleimide group. It can be used to prepare antibody conjugated drugs (ADCs).
Synonyms
Mal-PEG3-NHS; 2,5-Dioxo-1-pyrrolidinyl 3-[2-[2-[2-(2,5-dioxo-2,5-dihydro-1-pyrrolyl)ethoxy]ethoxy]ethoxy]propanoate; Propanoic acid, 3-[2-[2-[2-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)ethoxy]ethoxy]ethoxy]-, 2,5-dioxo-1-pyrrolidinyl ester; 2,5-Dioxopyrrolidin-1-yl 3-(2-(2-(2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethoxy)ethoxy)ethoxy)propanoate; 1-{2-[2-(2-{3-[(2,5-Dioxo-1-pyrrolidinyl)oxy]-3-oxopropoxy}ethoxy)ethoxy]ethyl}-1H-pyrrole-2,5-dione; 1H-Pyrrole-2,5-dione, 1-[2-[2-[2-[3-[(2,5-dioxo-1-pyrrolidinyl)oxy]-3-oxopropoxy]ethoxy]ethoxy]ethyl]-
IUPAC Name
(2,5-dioxopyrrolidin-1-yl) 3-[2-[2-[2-(2,5-dioxopyrrol-1-yl)ethoxy]ethoxy]ethoxy]propanoate
Canonical SMILES
C1CC(=O)N(C1=O)OC(=O)CCOCCOCCOCCN2C(=O)C=CC2=O
InChI
InChI=1S/C17H22N2O9/c20-13-1-2-14(21)18(13)6-8-26-10-12-27-11-9-25-7-5-17(24)28-19-15(22)3-4-16(19)23/h1-2H,3-12H2
InChIKey
IIXXEVQHRSMNOB-UHFFFAOYSA-N
Density
1.39±0.1 g/cm3 (Predicted)
Solubility
Soluble in DCM, DMSO
Appearance
Pale Yellow Oily Matter
Shipping
Room temperature, or blue ice upon request.
Storage
Store at 2-8°C
Boiling Point
552.4±60.0°C (Predicted)

Mal-PEG3-NHS ester, a versatile chemical reagent in bioconjugation with diverse applications in bioscience and biotechnology, is a key player in various domains.

Protein Modification: Through the intricate process of PEGylation, Mal-PEG3-NHS ester assumes a crucial role in the modification of proteins by the addition of polyethylene glycol (PEG) chains to their surfaces. This modification significantly boosts protein stability, solubility, and in vivo half-life, establishing itself as a cornerstone in therapeutic protein development. The selective conjugation of PEG to lysine residues on proteins via the NHS ester group allows for targeted enhancements of their properties.

Antibody Conjugation: In addition to its role in protein modification, Mal-PEG3-NHS ester facilitates the conjugation of antibodies with diverse molecules like fluorescent dyes or drug compounds, paving the way for groundbreaking diagnostic applications and precise targeted therapy. The maleimide group within this compound exhibits specificity in reacting with thiol groups, enabling site-specific labeling of antibody fragments. This tailored conjugation strategy plays a pivotal role in the evolution of antibody-drug conjugates (ADCs) and the refinement of diagnostic assays with unparalleled accuracy.

Surface Coating: Leveraging its unique properties, Mal-PEG3-NHS ester emerges as an indispensable tool for surface coating applications aimed at reducing non-specific binding and enhancing biocompatibility across a spectrum of biomedical devices. By establishing PEGylated layers on surfaces, researchers create barriers to protein adsorption and cell adhesion, a strategic approach widely embraced in the design of biosensors, microarrays, and implantable devices to optimize performance and safety through tailored modifications.

Cellular Imaging: In the domain of cellular imaging, the versatility of Mal-PEG3-NHS ester shines brightly, facilitating the conjugation of imaging probes to biomolecules for unrivaled visualization of specific proteins and cellular components. This precise labeling assists researchers in delving into dynamic cellular processes and intricate protein interactions using cutting-edge imaging modalities like fluorescence microscopy.

1.Immobilization of hydrophobic peptidic ligands to hydrophilic chromatographic matrix: a preconcentration approach
Gautam S, Loh KC.
This study presents a methodology for covalent attachment of hydrophobic peptidic ligands to hydrophilic chromatographic matrices with improved coupling efficiency. Preconcentration was introduced through the use of polyethylene glycol (PEG)-based crosslinkers. Immobilization of model hydrophobic peptide pep12 (ITLISSEGYVSS) to hydrophilic silica-amine matrix was investigated in the absence/presence of PEG-based linker. The effect of linker densities 14.2, 27.6, and 56.4 μmol/g beads on coupling efficiency was investigated. Whereas a ligand coupling efficiency of 67% was obtained in the absence of the linker, incorporating PEG-based linker at low densities allowed a 30% increase in the coupling efficiency. Although the heterobifunctional crosslinker, maleimide-PEG-NHS (N-hydroxysuccinimide) ester, can be used to couple thiol-bearing ligands to amine-functionalized matrices, no method is available for quenching free amine moieties on the matrix after ligand immobilization. The efficacy of acylating agents, acetyl chloride and oxalyl chloride, in blocking free amine groups when immobilizing the model peptide pep14 (CITLISSEGYVSSK) to silica-amine matrix using maleimide-PEG-NHS ester crosslinker was investigated. Because oxalyl chloride was nonreactive to maleimides, it allowed successful coupling of pep14 to the maleimide termini of the linkers. Adsorption studies between pep14-immobilized microspheres and human immunoglobulin M (hIgM) suggested retention of ligand activity and a 95% decrease in nonspecific binding of proteins to the matrix.
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: Mal-PEG3-NHS ester
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