Nonadecanedioic Acid is a long-chain α,ω-dicarboxylic acid displaying high hydrophobicity and predictable crystallinity. The extended carbon chain supports studies on lipid metabolism, polymer precursors, and surface-modifying agents. Researchers use it to explore esterification, oxidative degradation, and chain-length effects in biochemical systems. Its structural simplicity enables controlled reactivity analyses.
CAT No: HB00137
CAS No:6250-70-0
Synonyms/Alias:Nonadecanedioic acid;6250-70-0;1,19-Nonadecanedioic acid;Nonadecandioic acid;87WJ2SJA5M;1,17-Heptadecanedicarboxylic Acid;MFCD00039536;NONADECANEDIOIC-ACID;UNII-87WJ2SJA5M;Nonadecane-1,19-dioic acid;DTXSID00978093;.OMEGA.-CARBOXYSTEARIC ACID;SCHEMBL163715;OMEGA-CARBOXYSTEARIC ACID;Nonadecanedioic Acid, >/=98%;CHEBI:187096;IFAWYXIHOVRGHQ-UHFFFAOYSA-N;DTXCID801405421;LMFA01170135;AKOS026673935;FN75324;HY-W034596;AS-57302;SY055014;DB-054184;CS-0085874;N0663;H12013;678-303-8;
Nonadecanedioic Acid is a long-chain aliphatic dicarboxylic acid characterized by its nineteen-carbon backbone and terminal carboxyl groups. As a saturated diacid, it occupies a unique position among specialty chemicals and biochemical intermediates, offering distinct structural and physicochemical properties that are highly relevant in both research and industrial contexts. Its extended hydrocarbon chain imparts notable hydrophobicity, while the dual carboxylic functionalities enable diverse chemical modifications, rendering it valuable for studies in lipid metabolism, polymer science, and surface chemistry. The compound's rarity in natural systems and its synthetic accessibility make it an important tool for investigating metabolic pathways and for the design of advanced materials.
Metabolic Pathway Elucidation: Nonadecanedioic acid serves as a model substrate in the investigation of fatty acid omega-oxidation and dicarboxylic acid metabolism in both prokaryotic and eukaryotic systems. Its unique chain length allows researchers to probe the specificity and efficiency of enzymes involved in fatty acid catabolism, such as acyl-CoA oxidases and dicarboxylic acid transporters. By tracing its metabolic fate, scientists can gain insights into the regulation of peroxisomal and mitochondrial pathways, as well as the physiological consequences of altered long-chain dicarboxylic acid handling.
Polymer and Material Synthesis: The bifunctional nature of nonadecanedioic acid makes it an ideal monomer for the synthesis of specialty polyamides and polyesters. Its long aliphatic chain imparts flexibility, hydrophobicity, and enhanced thermal stability to resulting polymers, which are of significant interest for high-performance materials in coatings, adhesives, and engineering plastics. Researchers and formulation chemists utilize this diacid to tailor polymer properties for specific mechanical, barrier, or surface characteristics, supporting innovations in advanced material design.
Surface Modification Studies: The amphiphilic structure of nonadecanedioic acid enables its use in surface functionalization and self-assembled monolayer (SAM) formation on a variety of substrates, including metals and oxides. Its long hydrophobic tail and terminal carboxyl groups facilitate anchoring and orientation on surfaces, making it a valuable reagent for modifying wettability, adhesion, and biocompatibility. Such modified surfaces are essential in fields ranging from biosensor development to anti-fouling coatings and microfabrication.
Analytical Reference Standard: Due to its defined structure and distinct chromatographic properties, nonadecanedioic acid is commonly employed as an internal or external standard in analytical chemistry, particularly in the quantification of dicarboxylic acids by gas chromatography-mass spectrometry (GC-MS) or liquid chromatography techniques. Its use as a reference compound supports the accurate identification and quantification of related metabolites in complex biological or environmental samples, thereby enhancing the reliability and reproducibility of analytical workflows.
Chemical Derivatization and Probe Synthesis: The terminal carboxyl groups of nonadecanedioic acid provide versatile handles for derivatization, enabling the synthesis of a wide range of functional probes, labeled derivatives, and cross-linking agents. Researchers exploit these reactive sites to introduce fluorescent tags, isotopic labels, or affinity handles, facilitating advanced studies in molecular recognition, bio-conjugation, and structural biology. Such derivatized forms expand the utility of the parent compound in probing biological systems and developing novel analytical tools.
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