64156-72-5

Usage

Uses

Used in Bioconjugation Reactions:
SUCCINIMIDYL N-METHYLANTHRANILATE is used as a cross-linking agent in bioconjugation reactions for the attachment of biomolecules such as proteins, enabling the formation of stable amide bonds with primary amines.
Used in Immunoassays:
In the diagnostics industry, SUCCINIMIDYL N-METHYLANTHRANILATE is used as a key component in the development of immunoassays, where it helps in the conjugation of antibodies or other recognition elements to signaling molecules, enhancing the sensitivity and specificity of the assays.
Used in Protein Labeling:
SUCCINIMIDYL N-METHYLANTHRANILATE is utilized as a protein labeling agent, allowing for the covalent attachment of various functional groups or tags to proteins for tracking, detection, or modification purposes.
Used in Drug Delivery Systems:
In the pharmaceutical industry, SUCCINIMIDYL N-METHYLANTHRANILATE is used as a component in drug delivery systems, where it aids in the conjugation of therapeutic agents to targeting moieties or carriers, improving the drug's delivery, bioavailability, and therapeutic efficacy.

InChI:InChI=1/C12H12N2O4/c1-13-9-5-3-2-4-8(9)12(17)18-14-10(15)6-7-11(14)16/h2-5,13H,6-7H2,1H3

Upstream product

• 6066-82-6 1-hydroxy-pyrrolidine-2,5-dione 
• 119-68-6 N-Methylanthranilic acid 

Downstream Products

• 73281-70-6 1,4-dihydro-1-methyl-4-oxo-2-phenylquinoline-3-carboxylic acid ethyl ester 
• 1425330-60-4 ((S)-4-(2-(2-(methylamino)benzamido)acetamido)cyclopent-1-en-1-yl)(butyl)phosphinic acid 
• 1425330-68-2 ((S)-4-(4-(2-(methylamino)benzamido)butanamido)cyclopent-1-en-1-yl)(butyl)phosphinic acid 
• 1425330-62-6 ((S)-4-(5-(2-(methylamino)benzamido)pentanamido)cyclopent-1-en-1-yl)(butyl)phosphinic acid 
• 1425330-70-6 ((S)-4-(6-(2-(methylamino)benzamido)hexanamido)cyclopent-1-en-1-yl)(butyl)phosphinic acid 
• 1425330-64-8 ((R)-4-(6-(2-(methylamino)benzamido)hexanamido)cyclopent-1-en-1-yl)(butyl)phosphinic acid 
• 1425330-72-8 ((S)-4-(7-(2-(methylamino)benzamido)heptanamido)cyclopent-1-en-1-yl)(butyl)phosphinic acid 
• 1425330-66-0 ((S)-4-(8-(2-(methylamino)benzamido)octanamido)cyclopent-1-en-1-yl)(butyl)phosphinic acid 
• 1425330-74-0 ((S)-4-(11-(2-(methylamino)benzamido)undecanamido)cyclopent-1-en-1-yl)(butyl)phosphinic acid 

Relevant academic research and scientific papers

Mitochondrial Signs and Subcellular Imaging Provide Insight into the Antifungal Mechanism of Carabrone against Gaeumannomyces graminis var. tritici

Carabrone, a botanical bicyclic sesquiterpenic lactone, has broad-spectrum antifungal activity and is particularly efficient against the devastating phytopathogen Gaeumannomyces graminis var. tritici (Ggt). The antifungal mechanism of carabrone against Ggt, however, remains unclear. The main objective of this study was to investigate the subcellular localization of carabrone in Ggt to gain a better understanding of its mechanism of action. When Ggt was exposed to carabrone (EC50 value of 28.45 μg/mL) for 7 days, a decline in mitochondrial concentration together with some obvious alternations in mitochondrial structure, including hazy outlines, medullary transitions, excess accumulation of unclear settlings, and vacuolar degeneration, were observed, indicating that carbrone may act on the mitochondria directly. A fluorescent conjugate (TTY) was thus designed and synthesized as a surrogate of carabrone that possessed comparable antifungal activity against Ggt (EC50 of 33.68 μg/mL). Additionally, a polyclonal antibody specific to carabrone and with a high titer (256?000) was also prepared by immunizing mice. Subsequently, two imaging techniques, the use of the fluorescent conjugate (FC) and immunofluorescence (IF), were applied to determine the subcellular localization of carabrone. Both FC and IF fluorescent signals demonstrated its mitochondrial localization with a Pearson's coefficient of 0.83 for FC and 0.86 for IF. These results imply that carabrone exerts its antifungal activity against Ggt by interfering with mitochondrial function.

Design, synthesis, and pharmacological evaluation of fluorescent and biotinylated antagonists of ρ1 GABAC receptors

The ρ1 GABAC receptor is a ligand-gated chloride ion channel that shows promise as a therapeutic target for myopia, sleep disorders, memory and learning facilitation, and anxiety-related disorders. As such, there is a need for molecular probes to understand the role GABA C receptors play in physiological and pathological processes. To date, no labeled (either radioactive or fluorescent) GABAC selective ligand has been developed that can act as a marker for GABAC receptor visualization and localization studies. Herein, we report a series of fluorescent ligands containing different-sized linkers and fluorophores based around (S)-4-ACPBPA [(4-aminocyclopenten-1-yl)-butylphosphinic acid], a selective GABAC antagonist. One of these conjugates, (S)-4-ACPBPA-C5-BODIPY (13), displayed moderate potency (IC50 = 58.61 μM) and selectivity (>100 times) for ρ1 over α1β2γ2L GABAA receptors. These conjugates are novel lead agents for the development of more potent and selective fluorescent probes for studying the localization and function of GABAC receptors in living cells.

Reactions of N-hydroxysuccinimide esters of anthranilic acids with anions of β-keto esters. A new route to 4-oxo-3-quinolinecarboxylic acid derivatives

A new approach for the synthesis of 4-oxo-3-quinolinecarboxylic acid derivatives is described. This methodology involves the C-acylation of the anions of appropriate β-keto esters with novel N-hydroxysuccinimide esters of anthranilic acids. The intermedia