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Mal-PEG1-NHS ester

  CAS No.: 1807518-72-4   Cat No.: BADC-01002   Purity: ≥95% 4.5  

Mal-PEG1-NHS ester is a heterobifunctional linker with maleimide and NHS ester groups, enabling selective thiol-to-amine conjugation in ADC synthesis. Its short PEG1 spacer increases aqueous solubility and enhances bioconjugation efficiency for targeted drug delivery.

Mal-PEG1-NHS ester

Structure of 1807518-72-4

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Category
ADC Linker
Molecular Formula
C13H14N2O7
Molecular Weight
310.26
Shipping
Room temperature
Storage
Store at 2-8°C

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Synonyms
Mal-PEG1-SPA; Maleimide-PEG1-Succinimidyl Propionate; 2,5-Dioxopyrrolidin-1-yl 3-(2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethoxy)propanoate; Propanoic acid, 3-[2-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)ethoxy]-, 2,5-dioxo-1-pyrrolidinyl ester; 1-(2-{3-[(2,5-Dioxo-1-pyrrolidinyl)oxy]-3-oxopropoxy}ethyl)-1H-pyrrole-2,5-dione; 1H-Pyrrole-2,5-dione, 1-[2-[3-[(2,5-dioxo-1-pyrrolidinyl)oxy]-3-oxopropoxy]ethyl]-
IUPAC Name
(2,5-dioxopyrrolidin-1-yl) 3-[2-(2,5-dioxopyrrol-1-yl)ethoxy]propanoate
Canonical SMILES
C1CC(=O)N(C1=O)OC(=O)CCOCCN2C(=O)C=CC2=O
InChI
InChI=1S/C13H14N2O7/c16-9-1-2-10(17)14(9)6-8-21-7-5-13(20)22-15-11(18)3-4-12(15)19/h1-2H,3-8H2
InChIKey
AMRJPIJPLBUEHO-UHFFFAOYSA-N
Density
1.48±0.1 g/cm3 (Predicted)
Solubility
Soluble in DCM, DMSO
Flash Point
249.2±31.5 °C
Index Of Refraction
1.582
Vapor Pressure
0.0±1.2 mmHg at 25°C
Appearance
White Solid
Shelf Life
-20°C 3 years powder; -80°C 2 years in solvent
Shipping
Room temperature
Storage
Store at 2-8°C
Boiling Point
488.4±55.0°C (Predicted)
Form
Solid

Mal-PEG1-NHS ester is a highly reactive compound used in bioconjugation applications for selective labeling and functionalization of biomolecules. The maleimide (Mal) group reacts specifically with thiol groups, allowing for stable covalent bonding to proteins, peptides, or antibodies. The PEG1 spacer, a short polyethylene glycol chain, enhances the solubility, biocompatibility, and stability of the conjugate, making it more suitable for use in biological systems. The NHS (N-hydroxysuccinimide) ester is a widely used electrophilic group that reacts efficiently with amines, making Mal-PEG1-NHS ester ideal for attaching functional groups to amine-containing biomolecules. This versatile reagent is used in various fields, including drug delivery, diagnostics, and protein labeling.

One of the key applications of Mal-PEG1-NHS ester is in the development of targeted drug delivery systems, particularly antibody-drug conjugates (ADCs). The maleimide group facilitates the conjugation of the drug to an antibody, while the PEG1 spacer enhances the conjugate's solubility and stability in vivo. The NHS ester group allows the easy coupling of the drug or therapeutic payload to an amine-containing targeting molecule, ensuring specific and controlled delivery. By attaching cytotoxic agents to monoclonal antibodies, this conjugate approach allows drugs to be delivered directly to tumor cells, minimizing off-target effects and improving therapeutic efficacy. This method has been successfully applied in cancer therapies, where precise targeting is crucial for reducing systemic toxicity.

Mal-PEG1-NHS ester is also widely used in protein labeling for research purposes, particularly in proteomics and biomolecular studies. The NHS ester group reacts with amine groups on proteins, enabling the attachment of fluorescent dyes, biotin, or other functional groups for detection, tracking, and analysis. The PEG1 spacer ensures that the labeled proteins maintain their native structure and activity, which is critical for studying protein functions and interactions in complex biological environments. This application is particularly valuable in studying protein localization, biomolecular interactions, and enzyme activities, as it provides researchers with tools for visualizing and quantifying proteins within cells or tissues.

In addition, Mal-PEG1-NHS ester plays an important role in the development of diagnostic reagents. By coupling diagnostic agents, such as radiolabeled compounds or enzyme substrates, to specific targeting molecules, Mal-PEG1-NHS ester enables the creation of targeted imaging or detection systems. The maleimide group ensures selective conjugation to biomolecules, while the NHS ester facilitates the attachment of functional groups that are useful for imaging techniques like positron emission tomography (PET) or enzyme-linked immunosorbent assays (ELISA). This conjugate approach allows for the precise targeting and detection of specific biomarkers, enhancing the sensitivity and accuracy of diagnostic tests, especially in cancer and infectious disease diagnostics.

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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