Name: Mal-Ph-CONH-PEG4-NHS ester
Brand: BOC Sciences
Rating: 5 (1 reviews)

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Synonyms

Propanoic acid, 3- [[13- [3- (2, 5- dihydro- 2, 5- dioxo- 1H- pyrrol- 1- yl) phenyl] - 13- oxo- 3, 6, 9- trioxa- 12- azatridec- 1- yl] oxy] - , 2, 5- dioxo- 1- pyrrolidinyl ester; 2,5-dioxopyrrolidin-1-yl 1-(3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)phenyl)-1-oxo-5,8,11,14-tetraoxa-2-azaheptadecan-17-oate; 3-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)-N-{15-[(2,5-dioxo-1-pyrrolidinyl)oxy]-15-oxo-3,6,9,12-tetraoxapentadec-1-yl}benzamide; Benzamide, 3-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-N-[15-[(2,5-dioxo-1-pyrrolidinyl)oxy]-15-oxo-3,6,9,12-tetraoxapentadec-1-yl]-

IUPAC Name

(2,5-dioxopyrrolidin-1-yl) 3-[2-[2-[2-[2-[[3-(2,5-dioxopyrrol-1-yl)benzoyl]amino]ethoxy]ethoxy]ethoxy]ethoxy]propanoate

Canonical SMILES

C1CC(=O)N(C1=O)OC(=O)CCOCCOCCOCCOCCNC(=O)C2=CC(=CC=C2)N3C(=O)C=CC3=O

InChI

InChI=1S/C26H31N3O11/c30-21-4-5-22(31)28(21)20-3-1-2-19(18-20)26(35)27-9-11-37-13-15-39-17-16-38-14-12-36-10-8-25(34)40-29-23(32)6-7-24(29)33/h1-5,18H,6-17H2,(H,27,35)

InChIKey

QDLKNPCHCJFKOJ-UHFFFAOYSA-N

Density

1.4±0.1 g/cm3

Solubility

Soluble in DMSO

Appearance

Pale Yellow Oily Matter

Shipping

Room temperature, or blue ice upon request.

Storage

Store at 2-8°C

Mal-Ph-CONH-PEG4-NHS ester is a specialized reagent used in bioconjugation and drug delivery applications. The compound features a maleimide group (Mal) for selective conjugation with thiol-containing molecules, such as proteins, peptides, or antibodies. The PEG4 spacer enhances the solubility and stability of the conjugate, while the NHS ester group allows for efficient coupling to amine-containing biomolecules. This makes Mal-Ph-CONH-PEG4-NHS ester ideal for creating stable, biocompatible conjugates in a variety of biomedical applications, including targeted therapy and diagnostics.

One of the primary applications of Mal-Ph-CONH-PEG4-NHS ester is in the development of antibody-drug conjugates (ADCs) for cancer treatment. In this context, the maleimide group facilitates the attachment of cytotoxic drugs or therapeutic molecules to antibodies via their thiol groups. The PEG4 spacer improves solubility and circulation time, enhancing the pharmacokinetics of the conjugate. The NHS ester group allows for conjugation to amine-containing biomolecules, such as peptides or small molecules, ensuring a stable and effective drug delivery system. This approach enables targeted delivery of chemotherapeutic agents to cancer cells, minimizing systemic toxicity and improving therapeutic efficacy.

Mal-Ph-CONH-PEG4-NHS ester is also useful in the development of peptide-drug conjugates (PDCs), which combine the specificity of peptides with the therapeutic potential of cytotoxic drugs. The PEG4 spacer provides solubility and stability, while the maleimide group facilitates conjugation to thiol-containing peptides. The NHS ester group enables the coupling of amine-containing drugs or payloads. This targeted delivery system allows for the precise treatment of diseases such as cancer, with the potential for reduced side effects and enhanced drug efficacy by ensuring that the cytotoxic drug is released only in the targeted area.

Another key application of Mal-Ph-CONH-PEG4-NHS ester is in the field of molecular imaging. By attaching imaging agents, such as fluorescent dyes or radiolabels, to peptides or antibodies, this compound allows for targeted imaging of disease sites. The PEG4 spacer ensures improved solubility and circulation time, while the maleimide group provides selective conjugation to thiol-containing molecules. The NHS ester group facilitates efficient coupling to amine-containing imaging agents, enabling precise and reliable detection of biomarkers associated with diseases such as cancer, inflammation, and infection. This application is crucial for the development of advanced diagnostic tools and personalized medicine.