Hexacosanedioic acid is an alpha,omega-dicarboxylic acid that is hexacosane in which the methyl groups have been oxidized to the corresponding carboxylic acids. It is the conjugate acid of a hexacosanedioate(2-). It derives from a hydride of a hexacosane.
CAT No: 10-101-322
CAS No:3365-67-1
Synonyms/Alias:Hexacosanedioic acid;3365-67-1;HEXACOSANEDIOICACID;CHEBI:76334;DTXSID70429507;LMFA01170040;SCHEMBL542366;DTXCID10380340;MFCD00673440;HY-W613967;BS-47304;E75841;Q27145891;
Hexacosanedioic Acid is a long-chain aliphatic dicarboxylic acid, notable for its 26-carbon backbone and two terminal carboxyl groups. As a saturated fatty acid derivative, it plays a significant role in lipid metabolism research and is of interest in studies of peroxisomal function, fatty acid oxidation pathways, and the biosynthesis of complex lipids. Its unique structure makes it a valuable biochemical tool for investigating the function and regulation of very-long-chain dicarboxylic acids in both natural and engineered biological systems. Researchers utilize this compound to probe fundamental aspects of lipid biochemistry, membrane dynamics, and metabolic disorders related to fatty acid metabolism.
Metabolic pathway elucidation: Hexacosanedioic acid is frequently employed in the study of fatty acid β-oxidation, particularly within peroxisomal and mitochondrial contexts. Its extended chain length and dicarboxylic nature make it an ideal substrate for dissecting the enzymatic steps and regulatory mechanisms governing very-long-chain fatty acid catabolism. By tracking its metabolic fate using isotopic labeling or analytical detection methods, researchers can gain deeper insights into the roles of specific enzymes such as acyl-CoA oxidases and dicarboxylyl-CoA synthetases, as well as the impact of genetic or pharmacological perturbations on lipid processing.
Model compound for peroxisomal disorders: As a representative very-long-chain dicarboxylic acid, this molecule serves as a model substrate in studies of peroxisomal biogenesis disorders and related metabolic diseases. Accumulation of such dicarboxylic acids is a hallmark of impaired peroxisomal function, making hexacosanedioic acid a useful analyte in the development and validation of diagnostic assays. Its application in cell-based and in vitro systems aids in characterizing the biochemical consequences of enzyme deficiencies and in screening for potential modulators of peroxisomal activity.
Analytical standard in lipidomics: The compound is widely used as a reference standard in chromatographic and mass spectrometric analyses of complex lipid mixtures. Its well-defined structure and physicochemical properties allow for reliable calibration and quantification of dicarboxylic acids in biological samples. By incorporating it into lipidomics workflows, analysts can achieve greater accuracy in the identification and quantification of endogenous long-chain dicarboxylic acids, thereby enhancing the quality and reproducibility of metabolic profiling studies.
Material science and surfactant research: Owing to its bifunctional carboxyl groups and extended hydrophobic chain, hexacosanedioic acid is explored in the design and synthesis of advanced materials, including specialty surfactants, polymers, and surface modifiers. Its incorporation into macromolecular frameworks can impart unique physicochemical properties such as enhanced hydrophobicity, improved thermal stability, or tailored interfacial behavior. Researchers in applied chemistry and materials science utilize it to create novel compounds for coatings, lubricants, and nanomaterial functionalization.
Enzyme substrate specificity studies: The compound provides a valuable tool for probing the substrate preferences and catalytic mechanisms of enzymes involved in fatty acid metabolism. By serving as a test substrate in enzyme assays, it enables detailed characterization of chain-length specificity, regioselectivity, and kinetic parameters for acyl-CoA synthetases, oxidases, and hydrolases. These studies contribute to a more comprehensive understanding of lipid metabolic networks and support the development of enzyme engineering strategies for biotechnological applications.
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