Description

4-[(2,5-Dioxopyrrolidin-1-Yl)Methyl]Benzoic Acid is a high-purity, heterobifunctional crosslinking agent featuring a reactive NHS ester and a carboxylic acid group. This molecular structure is critical for creating stable amide bonds with primary amines while offering a second site for further conjugation or modification. It is an essential building block for researchers and manufacturers developing advanced bioconjugates, functionalized materials, and pharmaceutical intermediates. This compound is primarily utilized in the biotechnology, pharmaceutical R&D, and advanced materials sectors.

Application

• Bioconjugation and Protein Labeling: Used to crosslink antibodies, enzymes, or other proteins with fluorescent dyes, drugs, or solid surfaces for diagnostics and therapeutics.
• Peptide Synthesis and Modification: Serves as a key intermediate for introducing functional handles or spacer arms during solid-phase peptide synthesis.
• Polymer and Biomaterial Functionalization: Enables the surface modification of polymers, nanoparticles, and hydrogels to introduce carboxylic acid groups for subsequent coupling reactions.
• Affinity Chromatography Ligand Immobilization: Facilitates the covalent attachment of proteins, peptides, or other ligands to chromatography resins like agarose or sepharose.
• Diagnostic Assay Development: Employed in the manufacture of enzyme-linked immunosorbent assay (ELISA) kits and other immunoassay components.
• Pharmaceutical Intermediate: Acts as a crucial synthon in the multi-step synthesis of targeted drug candidates, particularly antibody-drug conjugates (ADCs).
• Surface Plasmon Resonance (SPR) Chip Coating: Used to create carboxylated surfaces on sensor chips for the immobilization of biomolecules.

Basic Information

Product Name	4-[(2,5-Dioxopyrrolidin-1-Yl)Methyl]Benzoic Acid
CAS No.	923200-19-5
Molecular Formula	C13H11NO5
Molecular Weight	261.23 g/mol
Synonyms	4-(N-Succinimidylmethyl)benzoic acid; 4-(2,5-Dioxo-1-pyrrolidinylmethyl)benzoic Acid; 4-(N-Maleimidomethyl)benzoic Acid NHS ester analog; 4-[(2,5-Dioxo-1-pyrrolidinyl)methyl]benzoic Acid; 4-(Succinimidomethyl)benzoic Acid; p-(N-Succinimidomethyl)benzoic Acid; SMBA; NSC 339586
EINECS	Contact for details

Quality Control

Our 4-[(2,5-Dioxopyrrolidin-1-Yl)Methyl]Benzoic Acid is manufactured under a strict quality management system. Each batch undergoes comprehensive analytical testing, including HPLC for purity, NMR and IR for structural confirmation, and residual solvent analysis. We provide a detailed Certificate of Analysis (COA) with every shipment to ensure traceability and compliance with your research or production specifications. Our quality commitment supports applications requiring high-purity chemical intermediates.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 15-25°C. This product is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions to maintain stability and reactivity. Keep the container tightly sealed in a desiccator when not in use.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Melting Point	185 - 190 °C
Loss on Drying	≤ 0.5%
Heavy Metals (as Pb)	≤ 10 ppm
Residual Solvents (GC)	Meets ICH guidelines

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.