64987-84-4

Basic information

• Product Name: 4-(2-N-Maleimido)methyl benzoic acid-NHS
• Synonyms: 4-(2-N-Maleimido)methyl benzoic acid-NHS;4-(MaleiMidoMethyl)-benzoic acid-NHS ester;2,5-dioxopyrrolidin-1-yl 4-((2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl)benzoate;4-Mal-MBz-NHS
• CAS NO: 64987-84-4
• Molecular Formula: C16H12N2O6
• Molecular Weight: 328.27628
• Mol File: 64987-84-4.mol
• Article Data: 0

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-(2-N-Maleimido)methyl benzoic acid-NHS(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2-N-Maleimido)methyl benzoic acid-NHS(64987-84-4)
• EPA Substance Registry System: 4-(2-N-Maleimido)methyl benzoic acid-NHS(64987-84-4)

Safety Data

• Hazardous Substances Data: 64987-84-4(Hazardous Substances Data)

Usage

Description

4-(2-N-Maleimido)methyl benzoic acid-NHS is a chemical compound that is widely used in bioconjugation reactions for attaching maleimide-functionalized molecules to primary amines on proteins and peptides. It features a maleimide group that readily reacts with thiol groups in proteins to form stable thioether linkages, and a N-hydroxysuccinimide (NHS) ester that facilitates easy coupling to amine groups. This versatile reagent is known for its stability and reactivity, making it a valuable tool in chemical biology and biomedical research.

Uses

Used in Bioconjugation:
4-(2-N-Maleimido)methyl benzoic acid-NHS is used as a coupling agent for the attachment of maleimide-functionalized molecules to primary amines on proteins and peptides. Its maleimide group forms stable thioether linkages with thiol groups in proteins, while the NHS ester allows for easy coupling to amine groups.
Used in Targeted Drug Delivery Systems:
In the pharmaceutical industry, 4-(2-N-Maleimido)methyl benzoic acid-NHS is used as a key component in the development of targeted drug delivery systems. Its ability to form stable linkages with proteins and peptides enables the creation of drug conjugates that can be directed to specific cells or tissues, improving the efficacy and reducing the side effects of treatments.
Used in Imaging Agents:
4-(2-N-Maleimido)methyl benzoic acid-NHS is used as a reactive moiety in the synthesis of imaging agents. By attaching maleimide-functionalized imaging probes to proteins or peptides, researchers can track the distribution and behavior of these biomolecules in biological systems, aiding in the study of disease mechanisms and the development of diagnostic tools.
Used in Immunodiagnostic Assays:
In the field of immunodiagnostics, 4-(2-N-Maleimido)methyl benzoic acid-NHS is used as a conjugation agent to attach antigens or other biomolecules to detection systems. This allows for the development of highly sensitive and specific assays for the detection of various biomarkers, contributing to improved diagnostic capabilities.
Used in Surface Modification for Biological Applications:
4-(2-N-Maleimido)methyl benzoic acid-NHS is used as a reactive component in the modification of surfaces for various biological applications. Its ability to form stable linkages with proteins and peptides enables the creation of surfaces with specific biological properties, such as improved biocompatibility, cell adhesion, or resistance to protein fouling. This is particularly useful in the development of biosensors, lab-on-a-chip devices, and other bioanalytical tools.