Name: Mal-Tetra-EG-Osu
Brand: BOC Sciences
Rating: 5 (1 reviews)

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Synonyms

4,7,10,13-Tetraoxa-17-azanonadecanoic acid, 19-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-16-oxo-, 2,5-dioxo-1-pyrrolidinyl ester

IUPAC Name

(2,5-dioxopyrrolidin-1-yl) 3-[2-[2-[2-[3-(2,5-dioxopyrrol-1-yl)oxy-3-oxopropoxy]ethoxy]ethoxy]ethoxy]propanoate

Canonical SMILES

C1CC(=O)N(C1=O)OC(=O)CCOCCOCCOCCOCCC(=O)ON2C(=O)C=CC2=O

InChI

InChI=1S/C20H26N2O12/c23-15-1-2-16(24)21(15)33-19(27)5-7-29-9-11-31-13-14-32-12-10-30-8-6-20(28)34-22-17(25)3-4-18(22)26/h1-2H,3-14H2

InChIKey

WORQFUQTIWWCSE-UHFFFAOYSA-N

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-20°C

Mal-Tetra-EG-Osu is a versatile compound used primarily in bioconjugation techniques, particularly for the development of antibody-drug conjugates (ADCs). The maleimide (Mal) group enables selective conjugation to thiol-containing molecules, such as antibodies, peptides, or proteins, through stable covalent bonds. The Osu (N-hydroxysuccinimide ester) functionality is a reactive group that facilitates the efficient coupling of the compound to amine-containing biomolecules. This makes Mal-Tetra-EG-Osu ideal for attaching therapeutic agents or targeting molecules to antibodies in a site-specific manner, ensuring high stability and efficacy in the resulting conjugates. The tetraethylene glycol (EG) linker provides enhanced solubility and flexibility, optimizing the overall pharmacokinetics and bioavailability of the conjugates.

One of the most significant applications of Mal-Tetra-EG-Osu is in the design of targeted therapies, such as antibody-drug conjugates (ADCs), which are used for the treatment of various cancers. The compound allows for the efficient conjugation of a cytotoxic drug to a monoclonal antibody, enabling targeted delivery to cancer cells. The maleimide group reacts with the thiol groups on the antibody, while the Osu ester reacts with amine groups on the drug or other biomolecule. This conjugation results in a highly specific ADC, where the drug is released only in the tumor cells, minimizing off-target toxicity and enhancing therapeutic outcomes. The tetraethylene glycol linker improves the stability and solubility of the conjugate, ensuring longer circulation times and more effective drug delivery.

Mal-Tetra-EG-Osu is also widely used in the preparation of peptide-drug conjugates (PDCs) for targeted drug delivery. In PDCs, the compound enables the attachment of cytotoxic agents or imaging probes to peptide ligands, which are designed to specifically bind to disease markers or receptors. This targeted approach allows for the selective treatment of diseases, such as cancer, while minimizing damage to healthy tissues. The tetraethylene glycol spacer enhances the solubility of the conjugates in biological systems, improving their pharmacokinetics and reducing the likelihood of aggregation, which can impair therapeutic efficacy.

In addition to its role in drug delivery, Mal-Tetra-EG-Osu is used in molecular imaging applications, where it serves as a linker for attaching imaging agents to biomolecules. These imaging agents, such as fluorescent dyes or radiolabeled compounds, can be conjugated to antibodies or peptides, allowing for precise detection of disease biomarkers in vivo. The reactive Osu ester facilitates efficient conjugation, while the maleimide group ensures site-specific attachment. This enables high-resolution imaging and improved diagnostic capabilities for the detection of tumors, inflammation, or other disease conditions. The solubility and stability provided by the tetraethylene glycol linker further enhance the performance of the conjugates in imaging studies.