Heptadecanedioic Acid

Heptadecanedioic acid is an organic compound with the chemical formula C17H32O4. It is a white solid that is insoluble in water. It is used in the production of polyesters, polyamides, and other polymers. It is also used as a surfactant and as an intermediate in the synthesis of other chemicals.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
Heptadecanedioic Acid(CAS 2424-90-0)

CAT No: 10-101-226

CAS No:2424-90-0

Synonyms/Alias:Heptadecanedioic acid;2424-90-0;MFCD00673439;DTXSID0074340;HEPTADECANEDIOICACID;1,15-Pentadecanedicarboxylic Acid;heptadecanedioate;1,15-Pentadecanedicarboxylic acid; 1,17-Heptadecanedioic acid; Pentadecanedicarboxylic acid; ?-Carboxypalmitic acid;H0972;SCHEMBL160390;DTXCID3037040;CHEBI:165386;LMFA01170028;AKOS026673934;AS-57541;SY054092;DB-121160;CS-0085871;T72138;EN300-7363801;Z2574926761;680-034-6;

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M.F/Formula
C17H32O4
M.W/Mr.
300.4

Heptadecanedioic Acid is a long-chain aliphatic dicarboxylic acid notable for its odd-numbered carbon backbone and dual terminal carboxyl groups. As a saturated C17 diacid, it occupies a unique position among fatty acid derivatives, bridging the gap between naturally occurring even-chain dicarboxylic acids and synthetic analogs. Its structural features lend themselves to specialized roles in biochemical research, particularly in studies of lipid metabolism, membrane biophysics, and synthetic organic chemistry. The compound's robust chemical stability and amphiphilic nature make it a valuable tool for probing metabolic pathways, developing novel biomaterials, and supporting analytical applications.

Lipid Metabolism Research: Heptadecanedioic acid serves as a distinctive probe in the investigation of peroxisomal β-oxidation and other fatty acid catabolic pathways. Its odd-chain structure is not commonly found in mammalian systems, which enables researchers to track its metabolic fate with minimal background interference. By incorporating this diacid into cellular or in vivo models, scientists can elucidate the specificity and efficiency of enzymes involved in ω-oxidation and dicarboxylic acid metabolism, providing insights into metabolic disorders and the regulation of energy homeostasis.

Membrane Biophysics: The amphiphilic nature and defined chain length of this compound make it a useful model molecule for studying the physical properties of lipid bilayers and membrane-associated processes. Its incorporation into artificial membranes or lipid vesicles allows for controlled investigations of membrane fluidity, permeability, and interactions with proteins or small molecules. Such studies are critical for understanding the principles governing membrane structure and function, as well as for designing biomimetic systems in nanotechnology and drug delivery research.

Analytical Reference Standard: In analytical chemistry, heptadecanedioic acid is frequently employed as an internal or external standard for the quantification of dicarboxylic acids in complex biological or environmental samples. Its uncommon chain length reduces the likelihood of endogenous interference, enhancing the accuracy and reliability of chromatographic or mass spectrometric analyses. The compound's well-defined physicochemical properties facilitate method validation and calibration in lipidomics, metabolomics, and environmental monitoring.

Polymer and Material Science: The bifunctional nature of this diacid enables its use as a monomer or cross-linker in the synthesis of specialty polyamides, polyesters, and other advanced materials. Its odd-carbon backbone can impart unique mechanical and thermal properties to the resulting polymers, expanding the design space for high-performance materials in coatings, adhesives, and biomedical devices. The ability to tailor polymer architecture using such diacids is of considerable interest in both academic and industrial research settings.

Synthetic Organic Chemistry: Heptadecanedioic acid acts as a versatile building block for the preparation of complex organic molecules, including macrocycles, surfactants, and functionalized intermediates. Its terminal carboxyl groups enable diverse chemical transformations, such as amidation, esterification, and coupling reactions. Researchers leverage these attributes to construct novel compounds for chemical biology, materials science, and the development of analytical reagents, supporting a wide array of innovative synthetic strategies.

Shipping Condition
Room temperature in continental US; may vary elsewhere.
InChI
InChI=1S/C17H32O4/c18-16(19)14-12-10-8-6-4-2-1-3-5-7-9-11-13-15-17(20)21/h1-15H2,(H,18,19)(H,20,21)
InChI Key
QCNWZROVPSVEJA-UHFFFAOYSA-N

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