N-Propargylmaleimide TCI P2139

Description

N-Propargylmaleimide is a bifunctional chemical compound classified as a conjugation reagent for click chemistry, manufactured by TCI under catalog number P2139 and CAS number 209395-32-4. The molecule combines two essential functional groups in a single structure: a maleimide group that is highly reactive toward thiol groups, and a terminal alkyne group derived from the propargyl chain. In the laboratory, it serves as a molecular linker that allows researchers to covalently attach biomolecules such as proteins, peptides, or antibodies, and then connect them to other molecules through alkyne–azide cycloaddition. It therefore acts as an important bridge in the design of bioconjugates, biomolecule labeling, fluorescent probe construction, and drug delivery systems that require stable and selective chemical connections.

N-Propargylmaleimide is chosen for its compact and selective molecular design. The maleimide group reacts rapidly and specifically with thiol groups from cysteine residues under physiological conditions, so protein modification can be carried out without damaging the biological structure. Meanwhile, the terminal alkyne group from the propargyl chain serves as the click chemistry handle, enabling the alkyne–azide cycloaddition through which the modified biomolecule is connected to a second molecule of interest. This dual functionality means a single reagent can first modify a target biomolecule and then introduce a second functional connection in a controlled, stepwise manner. Its small size minimizes steric interference with the labeled biomolecule, making it a dependable building block for designing stable and selective bioconjugates.

In Indonesian research laboratories, N-Propargylmaleimide is typically used in chemical biology and biochemistry groups working on protein labeling, antibody conjugation, and the preparation of fluorescent probes for imaging studies. Researchers at universities, research institutes, and pharmaceutical development facilities employ it when they need to attach reporter molecules or drugs to proteins through a stable covalent bond, or when building antibody–drug conjugates and biosensor surfaces. Because the reagent enables two sequential, highly selective reactions, it fits well into the workflow of laboratories that increasingly adopt click chemistry as a standard strategy for constructing well-defined biomolecular tools for diagnostics and drug delivery research.

Laboratory Applications

• Protein and peptide labeling — The maleimide group reacts rapidly and specifically with thiol groups on cysteine residues, allowing researchers to attach a stable covalent tag to proteins and peptides under physiological conditions.

• Click chemistry conjugation — The terminal alkyne group enables alkyne–azide cycloaddition, making this reagent an ideal partner for connecting pre-modified biomolecules to azide-functionalized probes or surfaces.

• Antibody conjugation — Researchers can covalently attach antibodies to payload molecules or reporter groups through the thiol-reactive maleimide, producing well-defined conjugates for immunoassays and targeted delivery studies.

• Fluorescent probe preparation — After attachment to a biomolecule, the alkyne handle allows a second click reaction with an azide-functionalized fluorophore, enabling the construction of fluorescent probes for imaging applications.

• Drug delivery system development — The bifunctional design provides a stable and selective chemical connection between targeting biomolecules and drug carriers, supporting the assembly of delivery systems with controlled architecture.

Specifications

• Brand: TCI
• Catalog number: P2139
• CAS number: 209395-32-4
• Category: Chemistry > Chemical Biology > Conjugation Chemistry/Click Chemistry
• Chemical identity: N-Propargylmaleimide, a bifunctional conjugation reagent carrying a thiol-reactive maleimide group and a terminal alkyne group
• Pack size and physical form: not stated in the available data; storage: keep the container tightly closed in a cool, dry place, protected from moisture and light

Handling and Storage

N-Propargylmaleimide should be stored in its original, tightly sealed container in a cool, dry place, protected from direct light, moisture, and excessive heat. Work with the reagent in a well-ventilated area and wear appropriate personal protective equipment, including laboratory gloves, safety goggles, and a laboratory coat, when weighing or transferring the compound. Avoid contact with skin and eyes, and do not inhale dust or vapors. Use clean, dry spatulas and containers to prevent contamination, and keep the container closed immediately after each use. Follow standard laboratory waste disposal procedures when discarding unused material or contaminated packaging. Always consult the Safety Data Sheet provided by the supplier for specific hazard information before first use.