Heneicosanedioic acid

Heneicosanedioic acid is a long-chain fatty acid.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
Heneicosanedioic acid(CAS 505-55-5)

CAT No: 10-101-227

CAS No:505-55-5

Synonyms/Alias:Heneicosanedioic acid;Henicosanedioic acid;505-55-5;Henicosanedioicacid;Japonic acid;japanic acid;Japonic-acid;Heni-cosanedioic acid;Heneicosa-1,21-dioic acid;73CA8QKN34;japansaure;MFCD00045934;UNII-73CA8QKN34;SCHEMBL1674812;CHEBI:165385;LMFA01170036;BS-44443;SY248589;E74401;

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M.F/Formula
C21H40O4
M.W/Mr.
356.5

Heneicosanedioic acid is a long-chain aliphatic dicarboxylic acid characterized by a 21-carbon backbone with terminal carboxyl groups at both ends. As a member of the saturated dicarboxylic acid family, it is notable for its structural rigidity, hydrophobic chain, and bifunctional reactivity, making it a valuable intermediate in organic synthesis, polymer research, and lipid metabolism studies. Its unique molecular features position it as an important tool for researchers investigating the properties and applications of long-chain diacids and their derivatives in both biochemical and materials science contexts.

Polymer Synthesis: In the field of materials science, heneicosanedioic acid serves as a key monomer for the preparation of specialty polyamides and polyesters. The extended carbon chain imparts distinct flexibility, hydrophobicity, and mechanical strength to resulting polymers, which are of interest for the development of high-performance engineering plastics, fibers, and coatings. Its bifunctional carboxyl termini enable controlled polycondensation reactions, facilitating the design of polymers with tailored thermal and physical properties for advanced applications.

Surface Modification: Owing to its amphiphilic structure, this dicarboxylic acid is frequently utilized in surface engineering to modify the wettability and chemical functionality of substrates. Covalent attachment of the acid to metal, glass, or polymeric surfaces can introduce carboxyl groups, enabling subsequent conjugation with biomolecules or other functional entities. Such surface modifications are valuable in creating bioactive interfaces, enhancing sensor performance, or improving biocompatibility in analytical devices.

Lipid Metabolism Research: As a structural analog of naturally occurring long-chain fatty acids, heneicosanedioic acid is employed in biochemical studies to elucidate the metabolic pathways of dicarboxylic acids. Researchers use it to investigate the enzymatic oxidation, transport, and catabolism of long-chain diacids in cellular systems, contributing to a better understanding of lipid metabolism, peroxisomal function, and related metabolic disorders. Its well-defined structure makes it a useful probe for tracking metabolic flux and enzyme specificity.

Analytical Reference Standard: The compound's defined molecular weight and chemical stability render it suitable as a reference standard in chromatographic and mass spectrometric analyses. It is commonly used to calibrate instruments, validate analytical methods, and quantify long-chain dicarboxylic acids in complex biological or environmental samples. Accurate quantification of such acids can provide insights into metabolic profiling, environmental monitoring, and quality control processes.

Organic Synthesis Intermediate: Beyond its direct applications, heneicosanedioic acid functions as a versatile building block in organic synthesis. The presence of two terminal carboxyl groups allows for diverse chemical transformations, including esterification, amidation, and reduction reactions. These synthetic modifications enable the generation of a wide array of derivatives for use in research on surfactants, lubricants, and specialty chemicals, expanding the scope of molecular design in both academic and industrial laboratories.

Shipping Condition
Room temperature in continental US; may vary elsewhere.
InChI
InChI=1S/C21H40O4/c22-20(23)18-16-14-12-10-8-6-4-2-1-3-5-7-9-11-13-15-17-19-21(24)25/h1-19H2,(H,22,23)(H,24,25)
InChI Key
PWLXTFFHCFWCGG-UHFFFAOYSA-N

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