1234694-22-4

Usage

Uses

Used in Pharmaceutical Industry:
()-trans-C75 is used as a therapeutic agent for the treatment of obesity and related metabolic disorders due to its ability to inhibit fatty acid synthesis, reduce body weight, and improve insulin sensitivity.
Used in Metabolic Research:
()-trans-C75 is utilized as a research tool to study the role of FAS in fatty acid synthesis and its implications in obesity and metabolic disorders, providing insights into potential therapeutic targets for these conditions.
Used in Drug Development:
()-trans-C75 serves as a lead compound in the development of new pharmaceuticals aimed at treating obesity and metabolic syndrome, guiding the design of more effective and safer treatments based on its inhibitory action on FAS.
Used in Nutritional Science:
()-trans-C75 could be explored as a component in nutritional interventions or supplements to help manage obesity and improve metabolic health by modulating fatty acid synthesis and appetite regulation.

Upstream product

• 124-19-6 nonan-1-al 
• 60427-77-2 4-((4-methoxybenzyl)oxy)-2-methylene-4-oxobutanoic acid 
• 58588-90-2 α-bromomethyl-γ-butene lactone 
• 547-65-9 α-methylene-γ-butyrolactone 
• 7338-27-4 4-methoxy-2-methylene-4-oxobutanoic acid 
• 1234694-21-3 methyl (2S,3R)-4-methylene-5-oxo-2-octyltetrahydrofuran-3-carboxylate 

Relevant academic research and scientific papers

Total syntheses of paraconic acids and 1,10-seco-guaianolides via a barbier allylation/translactonization cascade of 3-(Bromomethyl)-2(5H)-furanone

A palladium-catalyzed Barbier allylation/translactonization cascade reaction was established for the rapid construction of β,γdisubstituted α-exo-methylene-γ-butyrolactone, an important motif in sesquiterpenes. Dimethyl zinc played significant roles in bo

Enzymatic resolution of α-methyleneparaconic acids and evaluation of their biological activity

Both enantiomers of three biologically relevant paraconic acids-MB-3, methylenolactocin, and C75-were obtained with enantioselectivities up to 99% by kinetic enzymatic resolutions. Good enantiomeric excesses were obtained for MB-3 and methylenolactocin, using α-chymotrypsin and aminoacylase as enantiocomplementary enzymes, while C75 was resolved with aminoacylase. They all were evaluated for their antiproliferative, antibacterial, and antifungal activities, showing weak effects and practically no difference between enantiomers in each case. At high concentrations (16-64μg/mL), (-)- C75 acted as an antimicrobial agent against Gram-positive bacteria.

The first kinetic enzymatic resolution of methyl ester of C75

Enantioselective hydrolysis of methyl ester of (±)-C75 was successfully accomplished by means of Acylase I from Aspergillus to afford (2,R,3S)-(+)-C75 with 96% e.e. The unreacted methyl ester was recovered with >99% e.e. This latter compound was either chemically or enzymatically hydrolyzed to furnish (2S,3,R)-(-)-C75 with >99% e.e.

INHIBITION OF FATTY ACID SYNTHASE AS A MEANS TO REDUCE ADIPOCYTE MASS

Weight loss was noted in nude mice treated with cerulenin, a non-competitive inhibitor of FAS. Sustained reduction of adipocyte mass in humans without toxicity would significantly impact disease prevention worldwide. Aside from psychological and self-este