2034-56-2

Basic information

• Product Name: 11-hydroxytetradecanoic acid
• Synonyms: 11-hydroxytetradecanoic acid;11-hydroxymyristic acid
• CAS NO: 2034-56-2
• Molecular Formula: C₁₄H₂₈O₃
• Molecular Weight: 244.37
• Product Categories: Fatty Acid Derivatives & Lipids;Glycerols;Glycerols, Fatty Acid Derivatives & Lipids
• Mol File: 2034-56-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 381.7°Cat760mmHg
• Flash Point: 198.8°C
• Appearance: /
• Density: 0.969g/cm³
• Vapor Pressure: 2.14E-07mmHg at 25°C
• Refractive Index: 1.467
• CAS DataBase Reference: 11-hydroxytetradecanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 11-hydroxytetradecanoic acid(2034-56-2)
• EPA Substance Registry System: 11-hydroxytetradecanoic acid(2034-56-2)

Safety Data

• Hazardous Substances Data: 2034-56-2(Hazardous Substances Data)

Usage

Description

11-Hydroxytetradecanoic acid is a naturally occurring organic compound that belongs to the class of fatty acids. It is characterized by the presence of a hydroxyl group at the 11th carbon atom in its carbon chain. This unique structural feature endows it with specific properties and potential applications in various fields.

Uses

Used in Pheromone Production:
11-Hydroxytetradecanoic acid is used as a precursor in the synthesis of pheromones for Spodoptera littoralis, a species of moth. The compound plays a crucial role in the production of these chemical signals, which are essential for communication and mating among these insects. By understanding and utilizing the properties of 11-hydroxytetradecanoic acid, researchers can gain insights into the chemical ecology of these species and potentially develop novel pest control strategies.
Used in Chemical Research:
11-Hydroxytetradecanoic acid can also be employed as a research tool in the field of organic chemistry. Its unique structure makes it an interesting compound for studying the properties and reactivity of hydroxylated fatty acids. This can lead to the development of new synthetic methods, the discovery of novel chemical reactions, and the creation of new compounds with potential applications in various industries.
Used in Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, 11-hydroxytetradecanoic acid may have potential applications in the pharmaceutical industry. Its unique structure could be exploited for the development of new drugs or drug candidates, particularly in the areas of metabolic disorders, inflammation, or other conditions where fatty acid metabolism plays a role. Further research and development would be required to explore these possibilities and determine the compound's suitability for such applications.

InChI:InChI=1/C14H28O3/c1-2-10-13(15)11-8-6-4-3-5-7-9-12-14(16)17/h13,15H,2-12H2,1H3,(H,16,17)

Upstream product

• 544-63-8 n-tetradecanoic acid 

Relevant articles and documents

The CYPome of sorangium cellulosum so ce56 and identification of CYP109D1 as a new fatty acid hydroxylase

The first systematic study of the complete cytochrome P450 complement (CYPome) of Sorangium cellulosum So ce56, which is a producer of important secondary metabolites and has the largest bacterial genome sequenced to date, is presented. We describe the bioinformatic analysis of the So ce56 cytochrome P450 complement consisting of 21 putative P450 genes. Because fatty acids play a pivotal role during the complex life cycle of myxobacteria, we focused our studies on the characterization of fatty acid hydroxylases. Three novel potential fatty acid hydroxylases (CYP109D1, CYP264A1, and CYP266A1) were used for detailed characterization. One of them, CYP109D1 was able to perform subterminal hydroxylation of saturated fatty acids with the support of two autologous and one heterologous electron transfer system(s). The kinetic parameters for the product hydroxylation were derived.

Catalytic hydroxylation in biphasic systems using CYP102A1 mutants

Cytochrome P450 monooxygenases are biocatalysts that hydroxylate or epoxidise a wide range of hydrophobic organic substrates. Their technical application is, however, limited to a small number of whole-cell processes. The use of the isolated P450 enzymes is believed to be impractical due to their low stability, stoichiometric need of the expensive cofactor NAD(P)H and low solubility of most substrates in aqueous media. We investigated the behaviour of an isolated bacterial monooxygenase (mutants of CYP102A1) in a biphasic reaction system supported by cofactor recycling with the NADP +-dependent formate dehydrogenase from Pseudomonas sp 101. Using this experimental set-up cyclohexane, octane and myristic acid were hydroxylated. To reduce the process costs a novel NADH-dependent mutant of CYP102A1 was designed. For recycling of NADH an NAD+-dependent FDH was used. The stability of the monooxygenase mutants under the reaction conditions in the biphasic system was quite high as revealed by total turnover numbers of up to 12,850 in the NADPH-dependent cyclohexane hydroxylation and up to 30,000 in the NADH-dependent myristic acid oxidation.