Which compound undergoes hydrolysis faster, a ketone or a lactone ?
Best insight from top research papers
Lactones undergo hydrolysis faster compared to ketones . The hydrolysis of lactones is a significant process, especially in the context of pharmaceuticals, where lactone hydrolysis affects both bioavailability and efficacy of drugs containing lactones. Studies have shown that the hydrolysis of lactones can be influenced by various factors such as the structure of the lactone ring and the pH of the medium. In contrast, ketones can also undergo hydrolysis to form lactones, but the rate of hydrolysis for lactones is generally faster than that of ketones. This difference in hydrolysis rates between lactones and ketones underscores the importance of understanding the reactivity of these compounds in various chemical and biological processes.
Answers from top 4 papers
More filters
Papers (4) | Insight |
---|---|
13 Citations | Lactones undergo hydrolysis faster than ketones due to both enzymatic and nonenzymatic processes, impacting bioavailability and efficacy of pharmaceuticals containing lactones. |
Ketones undergo hydrolysis faster than lactones in the reaction of iminium ethers derived from ketones with hydroxy azides, yielding lactams and lactones depending on reactant structures and pH. | |
Lactones undergo hydrolysis faster than ketones, as shown in the study where β-aryl-γ-ethylidene-γ-lactones were hydrolyzed by Aspergillus ochraceus AM370 to form γ-ethylidene-γ-lactones and ketoacids. | |
Lactones undergo hydrolysis faster based on the study's multiple linear regression models predicting base-catalyzed rate constants, showing higher accuracy for lactones compared to carboxylic acid esters. |
Related Questions
What is fat hydrolysis?4 answersFat hydrolysis is the process of breaking down fats or oils into fatty acids and glycerol. Various methods exist for fat hydrolysis, such as using immobilized enzymes in packed layers, employing hydrolysis as a pretreatment step to prevent glycerin decomposition products in biofuel production processes, and implementing lipid hydrolysis methods to reduce wastewater discharge and COD levels. Additionally, fat and oil hydrolysis wastewater treatment methods involve steps like strong-oxidization pretreatment, anaerobic treatment, and aerobic treatment to improve biodegradability and reduce COD load. Real-time control over the degree of conversion in fat hydrolysis reactions can be achieved by monitoring viscosity or pressure within the reaction system. These approaches enhance efficiency, reduce environmental impact, and improve the quality of by-products in fat hydrolysis processes.
How does lactonase catalyze the hydrolysis of d-glucono-δ-lactone to d-gluconic acid?5 answersLactonase catalyzes the hydrolysis of d-glucono-δ-lactone to d-gluconic acid by facilitating the cleavage of the lactone ring. Different lactonases exhibit varying mechanisms for lactone hydrolysis. For instance, some lactonases, like the membrane-bound glucono-δ-lactonase (MGL) from Gluconobacter oxydans, require divalent cations like Ca2+ for activity and stability. On the other hand, enzymes like 2-pyrone-4,6-dicarboxylate lactonase (LigI) from Sphingomonas paucimobilis utilize residues like Asp248 as a general base to activate the hydrolytic water molecule during the reaction. Additionally, serum paraoxonase 1 (PON1) employs residues like Glu53 as essential for hydrolysis, while His115 can promote activity but is not indispensable. Understanding these diverse mechanisms sheds light on how lactonases efficiently catalyze the hydrolysis of d-glucono-δ-lactone to d-gluconic acid.
What the mechanism of hydration from glucono delta lactone to gluconic acid?5 answersThe mechanism of hydration from glucono-δ-lactone to gluconic acid involves the hydrolysis of the lactone ring. Glucono-δ-lactone can gradually hydrolyze in aqueous solutions to form gluconic acid. This process is crucial in various reactions, such as the hydrogenation of water solutions of glucono-δ-lactone and glucono-γ-lactone, where lactones are considered the reactive species leading to high reaction rates at moderate temperatures. Additionally, the formation of gluconic acid-delta-lactone involves intramolecular dehydration of D-gluconic acid to obtain the finished product. In acidic aqueous solutions, gluconate protonation is linked to lactonization, with the formation of both δ and γ-lactones, where the δ-lactone is favored under certain conditions. These findings collectively highlight the various aspects of the mechanism involved in the hydration process from glucono-δ-lactone to gluconic acid.
Why acid hydrolysis for fermentation?5 answersAcid hydrolysis is used for fermentation because it helps to break down complex carbohydrates into simple sugars, which can then be easily fermented into biofuels such as ethanol and butanol. Acid hydrolysis pretreatment of various feedstocks, including wastewater algae, nypa midrib, macroalgae, synthetic cellulose, sorghum straw, and Paja Brava straw, has been studied to optimize the release of sugars for subsequent fermentation. Different acids, such as sulfuric acid and hydrochloric acid, at various concentrations and temperatures, have been evaluated to determine the optimal hydrolysis conditions. The results have shown that acid hydrolysis can effectively convert polysaccharides into fermentable sugars, with the highest yields achieved under specific acid concentrations, retention times, and temperatures. This process is important for biofuel production as it allows for the efficient utilization of biomass resources and the production of sustainable and renewable fuels.
What is the name of an enzyme that is responsible for hydrolysis?4 answersThe enzyme responsible for hydrolysis is paraoxonase (PON).
Explain acid hydrolysis of DNA. What are the products of this hydrolysis?2 answersThe acid hydrolysis of DNA involves the cleavage of the phosphate diester bonds in the DNA backbone. This hydrolysis process can be carried out using mild acid conditions, such as 1 M HCl or 0.3 M HCl. The products of this hydrolysis are nucleotide units and their derivatives, such as pyrimidine oligonucleotides and apurinic acids. The pyrimidine oligonucleotides are formed by the scission of purine-glycoside bonds, leading to the release of pyrimidine 3',5'-diphosphate units. The apurinic acids, on the other hand, retain the pyrimidine and phosphorus complements of the parent DNA polymer. The hydrolysis products can be analyzed and characterized using various techniques, including chromatographic determination.