Eicosanedioic Acid

Eicosanedioic acid is a natural product found in Pyrococcus furiosus, Pinus radiata, and Trypanosoma brucei with data available.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
Eicosanedioic Acid(CAS 2424-92-2)

CAT No: HB00133

CAS No:2424-92-2

Synonyms/Alias:Eicosanedioic acid;Icosanedioic acid;2424-92-2;1,20-eicosanedioic acid;1,18-octadecanedicarboxylic acid;UNII-SOD235TGNZ;SOD235TGNZ;Eicosan-1,20-dioic acid;octadecamethylenedicarboxylic acid;Octadecane-1,18-dicarboxylic acid;MFCD00059627;DTXSID7062407;CHEBI:73728;SL 20;SL-20;eicosanedioate;icosanedioate;Icosanedioic acid #;1,20-Icosanedioate;Eicosa-1,20-dioate;1,20-icosanedioic acid;eicosa-1,20-dioic acid;1,18-Octadecanedicarboxylate;SCHEMBL213967;Octadecane-1,18-dicarboxylate;DTXCID8037041;LMFA01170035;AKOS024462905;HY-W034595;SS-5128;AC-32521;SY048222;eicosadioic acid; eicosa-1,20-dioic acid;DB-125813;CS-0085745;E0320;W18722;Q27144072;679-934-1;

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M.F/Formula
C20H38O4
M.W/Mr.
342.5

Eicosanedioic Acid is a long-chain dicarboxylic acid, classified within the family of aliphatic diacids, characterized by a 20-carbon saturated backbone terminating in carboxyl groups at both ends. This compound is structurally significant due to its extended hydrocarbon chain and bifunctional reactive sites, making it a valuable building block in both biochemical and materials research. Its presence in metabolic pathways, as well as its utility in synthetic chemistry and polymer science, underscores its importance as a versatile reagent for a wide range of scientific investigations. Researchers leverage its unique molecular features to explore lipid metabolism, develop specialty polymers, and investigate the behavior of dicarboxylic acids in various chemical and biological systems.

Metabolic pathway studies: Eicosanedioic acid serves as a useful probe in the elucidation of fatty acid ω-oxidation and dicarboxylic acid metabolism. Its structural similarity to naturally occurring fatty acids enables researchers to track its incorporation and breakdown in cellular models, providing insights into peroxisomal and mitochondrial β-oxidation processes. By examining the fate of this compound in biological systems, scientists can investigate disorders related to lipid metabolism and the regulation of energy homeostasis.

Polymer synthesis research: As a bifunctional monomer, eicosanedioic acid is frequently employed in the synthesis of high-performance polyamides, polyesters, and other specialty polymers. Its extended carbon chain imparts desirable mechanical and thermal properties to the resulting materials, making it a preferred choice for the development of advanced engineering plastics and resins. The compound's well-defined structure allows for precise control over polymer architecture, which is critical for tailoring material properties to specific research or industrial requirements.

Surface modification and coatings: The dual carboxyl groups of eicosanedioic acid facilitate its use in the functionalization of surfaces, nanoparticles, and biomaterials. By forming covalent linkages with amines or hydroxyl groups on various substrates, it acts as a spacer or crosslinker to modify surface hydrophobicity, biocompatibility, or reactivity. Such modifications are essential in the design of advanced coatings, biomedical devices, and nanomaterials where tailored interfacial properties are required.

Analytical reference standard: In analytical chemistry, eicosanedioic acid is utilized as a reference standard or calibration compound for the identification and quantification of dicarboxylic acids in complex mixtures. Its defined chemical structure and stability make it suitable for use in chromatographic and spectrometric methods, aiding in the validation of analytical protocols. This application is particularly valuable in environmental, biochemical, and food science laboratories where accurate measurement of long-chain dicarboxylic acids is necessary.

Structure-activity relationship investigations: The unique combination of chain length and terminal functionality in eicosanedioic acid makes it a model compound for exploring structure-activity relationships within the dicarboxylic acid series. Researchers use it to study how variations in molecular architecture influence physical, chemical, and biological properties, such as solubility, reactivity, and interaction with biological membranes. These insights contribute to the rational design of novel compounds with tailored functionalities for research and industrial applications.

Shipping Condition
Room temperature in continental US; may vary elsewhere.
InChI
InChI=1S/C20H38O4/c21-19(22)17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20(23)24/h1-18H2,(H,21,22)(H,23,24)
InChI Key
JJOJFIHJIRWASH-UHFFFAOYSA-N

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