Tetradecanedioic acid is an alpha,omega-dicarboxylic acid that is tetradecane in which the methyl groups have been oxidised to the corresponding carboxylic acids. It has a role as a human metabolite. It is a conjugate acid of a tetradecanedioate(2-). It derives from a hydride of a tetradecane.
CAT No: R1940
CAS No:821-38-5
Synonyms/Alias:TETRADECANEDIOIC ACID;821-38-5;1,12-Dodecanedicarboxylic acid;Tetradecane-1,14-dioic acid;1,14-Tetradecanedioic acid;Dodecamethylenedicarboxylic acid;Tetradecanedicarboxylic acid;UNII-UEC3AC47H1;NSC 9504;Tetradecanedicarboxylate;1,14-Tetradecanedioate;NSC-9504;EINECS 212-476-9;MFCD00002743;Tetradecane-1,14-dioate;Dodecamethylenedicarboxylate;1,12-Dodecanedicarboxylate;UEC3AC47H1;1,12-DICARBOXYDODECANE;DTXSID5061166;CHEBI:76308;EC 212-476-9;tetradecanedioicacid;Tetradecanedioic acid, 99%;SCHEMBL20642;1.12-Dodecanedicarboxylic acid;DTXCID5048265;NSC9504;BCP32530;LMFA01170018;s6344;AKOS015839774;CS-W012535;HY-W011819;AC-32518;AS-14872;FT158325;SY050612;NS00007914;T0704;EN300-123432;23AAD309-89A3-4AA5-971E-EE57BBCFAE9A;Q27145872;Z1551900190;1,14-Tetradecanedioic acid;Tetradecane-1,14-dioic acid;1,12-Dodecanedicarboxylic acid;212-476-9;
Tetradecanedioic acid is a long-chain aliphatic dicarboxylic acid notable for its symmetrical structure and versatile chemical reactivity. As a saturated 14-carbon diacid, it occupies an important niche within organic synthesis and biochemical research, serving as a key building block for the preparation of specialty polymers, advanced materials, and functionalized derivatives. Its physicochemical properties, including hydrophobicity and reactivity at both terminal carboxyl groups, make it particularly valuable for studying structure-activity relationships, metabolic pathways, and the engineering of novel molecular architectures. The compound's relevance extends across multiple scientific disciplines, where it is used to probe enzyme specificity, model lipid metabolism, and develop innovative materials with tailored characteristics.
Polymer synthesis: Tetradecanedioic acid is widely employed in the synthesis of high-performance polyamides and polyesters, where its dicarboxylic nature enables the formation of linear, thermally stable polymers. Researchers utilize it as a monomer for producing specialty nylons and copolymers with enhanced flexibility, hydrophobicity, or chemical resistance. The controlled chain length and terminal functionality facilitate precise tuning of polymer properties, supporting the development of engineered plastics and fibers for demanding industrial and research applications.
Metabolic pathway studies: In biochemical research, this dicarboxylic acid serves as a model substrate for investigating peroxisomal β-oxidation and fatty acid metabolism. Its structural similarity to natural fatty acids makes it an effective probe for elucidating the enzymatic processing of long-chain dicarboxylates in cellular systems. By tracing its metabolic fate, scientists gain insights into the regulation of energy homeostasis, lipid catabolism, and the role of dicarboxylic acids in metabolic disorders or adaptive physiological responses.
Analytical reference standard: Due to its defined chemical structure and stability, tetradecanedioic acid is frequently used as an analytical reference standard in chromatography and mass spectrometry. Its application in method development and validation ensures accurate quantification of dicarboxylic acids in complex biological or environmental samples. As an internal or external standard, it supports the reliable identification and measurement of related metabolites, contaminants, or degradation products in research and quality control laboratories.
Surface modification and materials science: The bifunctional nature of this compound allows for its use in surface modification strategies, particularly in the creation of self-assembled monolayers or as a linker in functionalizing nanoparticles and biomaterials. By exploiting its terminal carboxyl groups, researchers can anchor diverse functional moieties onto surfaces, thereby tailoring interfacial properties for applications in biosensors, drug delivery systems, and advanced coatings. Its use enhances material compatibility, stability, and performance in a range of technological contexts.
Enzyme specificity assays: Tetradecanedioic acid is also utilized in enzymology to assess the substrate specificity of carboxylase, oxidase, and hydrolase enzymes. By serving as a defined substrate, it enables detailed kinetic studies and mechanistic investigations into enzyme-substrate interactions. These assays contribute to the characterization of novel biocatalysts, the optimization of biotransformation processes, and the exploration of metabolic engineering strategies aimed at producing value-added chemicals from renewable resources.
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