Docosanedioic acid is an alpha,omega-dicarboxylic acid that is docosane in which the methyl groups have been oxidised to the corresponding carboxylic acids.
CAT No: HB00135
CAS No:505-56-6
Synonyms/Alias:Docosanedioic acid;505-56-6;Felogenic acid;Phellogenic acid;1,22-Docosanedioic acid;1,20-Eicosanedicarboxylic acid;Docosan-1,22-dioic acid;FR7J081T20;NSC-56159;UNII-FR7J081T20;CHEBI:76319;DTXSID20198519;NSC 56159;Docosandioic acid;Docosanedioicacid;Felogenate;Phellogenate;MFCD00002806;1,22-Docosanedioate;Docosanedioic acid, 85%;1,20-Icosanedicarboxylate;1,20-Eicosanedicarboxylate;SCHEMBL151889;1,20-icosanedicarboxylic acid;DTXCID30121010;NSC56159;LMFA01170037;AKOS015892826;HY-W034918;DA-62984;DS-11641;CS-0086019;C19625;C75369;Q5287252;624-095-9;
Docosanedioic acid is a long-chain aliphatic dicarboxylic acid composed of a 22-carbon saturated backbone terminated by carboxyl groups at both ends. As a specialty fatty acid, it holds significant interest in biochemical research and industrial applications due to its distinctive physicochemical properties, such as high thermal stability, hydrophobicity, and chemical reactivity at the carboxyl termini. Its unique structure makes it a valuable building block for the synthesis of various functionalized molecules, and it is frequently utilized in studies exploring lipid metabolism, membrane biophysics, and the development of advanced polymeric materials. The compound's relevance extends to both fundamental research and applied science, where its role as a versatile intermediate or model compound enables a deeper understanding of long-chain dicarboxylic acid behavior in biological and synthetic systems.
Polymer and material synthesis: In material science, docosanedioic acid serves as a critical monomer for the production of specialty polyamides, polyesters, and other high-performance polymers. Its extended carbon chain imparts enhanced flexibility, hydrophobicity, and chemical resistance to the resulting materials, making them suitable for advanced engineering applications such as high-strength fibers, coatings, and films. The bifunctional carboxyl groups facilitate condensation reactions with diamines or diols, enabling the formation of tailored macromolecular architectures with controlled properties.
Lipid metabolism research: The compound is widely employed as a model substrate in biochemical investigations of fatty acid oxidation and peroxisomal β-oxidation pathways. By introducing docosanedioic acid into in vitro enzymatic assays or cellular systems, researchers can probe the activity and specificity of enzymes involved in the catabolism of very long-chain dicarboxylic acids. These studies contribute to a better understanding of metabolic disorders, peroxisomal function, and the regulation of lipid homeostasis in eukaryotic cells.
Surface modification and functionalization: Due to its amphiphilic nature and reactive carboxyl groups, docosanedioic acid is utilized in the surface modification of nanoparticles, metal oxides, and other substrates. Covalent attachment or adsorption of the acid onto surfaces can impart hydrophobicity, alter interfacial properties, or enable subsequent conjugation with bioactive molecules. Such functionalization strategies are valuable in the development of advanced coatings, nanomaterials, and biosensors, where precise control over surface chemistry is essential.
Analytical standards and reference material: In analytical chemistry, docosanedioic acid is often used as a reference compound or internal standard in chromatographic analyses of long-chain dicarboxylic acids. Its well-characterized retention behavior and chemical stability facilitate the quantitative determination of structurally related species in complex biological or environmental samples. Employing this compound as a standard enhances the accuracy and reproducibility of fatty acid profiling in research and quality control settings.
Supramolecular and self-assembly studies: The extended hydrophobic chain and terminal carboxyl groups of docosanedioic acid make it a valuable model for exploring supramolecular organization and self-assembly phenomena. Researchers utilize it to investigate the formation of micelles, vesicles, or layered structures in solution and at interfaces, contributing to the broader understanding of amphiphilic molecule behavior. Insights gained from such studies aid in the design of functional nanostructures and biomimetic materials with applications in drug delivery, catalysis, and materials science.
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