2,5-Dioxopyrrolidin-1-yl 4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoate - CAS 64191-06-6

2,5-Dioxopyrrolidin-1-yl 4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoate - CAS 64191-06-6 Catalog number: BADC-01546

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2,5-Dioxopyrrolidin-1-yl 4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoate is a linker widely used in antibody-drug conjugates (ADCs).

Category
ADCs Linker
Product Name
2,5-Dioxopyrrolidin-1-yl 4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoate
CAS
64191-06-6
Catalog Number
BADC-01546
Molecular Formula
C15H10N2O6
Molecular Weight
314.25
2,5-Dioxopyrrolidin-1-yl 4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoate

Ordering Information

Catalog Number Size Price Quantity
BADC-01546 -- $--
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Description
2,5-Dioxopyrrolidin-1-yl 4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoate is a linker widely used in antibody-drug conjugates (ADCs).
Synonyms
4-N-Maleimidobenzoicacid-NHS
IUPAC Name
(2,5-dioxopyrrolidin-1-yl) 4-(2,5-dioxopyrrol-1-yl)benzoate
Canonical SMILES
C1CC(=O)N(C1=O)OC(=O)C2=CC=C(C=C2)N3C(=O)C=CC3=O
InChI
InChI=1S/C15H10N2O6/c18-11-5-6-12(19)16(11)10-3-1-9(2-4-10)15(22)23-17-13(20)7-8-14(17)21/h1-6H,7-8H2
InChIKey
GSYZMVGSEGJHGT-UHFFFAOYSA-N
Purity
95%
Pictograms
Harmful
Signal Word
Warning

2,5-Dioxopyrrolidin-1-yl 4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoate is extensively used in the field of bioconjugation techniques. This compound acts as an effective crosslinker that facilitates the linkage of biomolecules such as peptides, proteins, and nucleic acids. The ester component in its structure reacts with primary amines present in these biomolecules, forming stable amide bonds. This characteristic is crucial for creating conjugates that are utilized in diagnostic assays, targeted drug delivery systems, and molecular imaging. The robustness and specificity of the conjugation reaction make it a valuable tool in the development of advanced biotechnological applications.

Another significant application of 2,5-Dioxopyrrolidin-1-yl 4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoate is in the synthesis of pharmaceutical intermediates. This compound serves as a key starting material in the synthesis of various bioactive molecules, particularly those used in anti-inflammatory and anticancer therapies. Its ability to form highly reactive intermediates allows for the introduction of specific functional groups necessary for the pharmacological activity of the final drug molecules. By leveraging this compound in synthetic pathways, pharmaceutical chemists can enhance the efficiency and yield of the drug development process, thereby accelerating the production of new therapeutic agents.

The compound is also employed in surface modification techniques, particularly for enhancing the biocompatibility and functionality of biomedical implants and devices. By grafting 2,5-Dioxopyrrolidin-1-yl 4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoate onto the surfaces of materials such as metals, polymers, and ceramics, researchers can introduce functional groups that improve cell adhesion, protein binding, and antimicrobial properties. This surface modification is essential for the development of advanced medical devices like stents, catheters, and biosensors, ensuring they perform effectively in clinical settings and promote patient healing and recovery.

In the realm of polymer chemistry, 2,5-Dioxopyrrolidin-1-yl 4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoate is utilized as a monomer for creating specialized functional polymers. These polymers exhibit unique properties, such as enhanced mechanical strength, thermal stability, and chemical resistance, which are advantageous for various industrial applications. For instance, functional polymers synthesized from this compound are used in the production of high-performance coatings, adhesives, and resins. Additionally, these polymers are explored in the development of smart materials with responsive behaviors to environmental stimuli, opening up new possibilities in material science and engineering.

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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