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177504

Sigma-Aldrich

Hexadecanedioic acid

96%

Sinônimo(s):

Thapsic acid

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R$ 384,00
5 G
R$ 514,00

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1 G
R$ 384,00
5 G
R$ 514,00

About This Item

Fórmula linear:
HOOC(CH2)14COOH
Número CAS:
Peso molecular:
286.41
Beilstein:
1792831
Número CE:
Número MDL:
Código UNSPSC:
12162002
ID de substância PubChem:
NACRES:
NA.23

R$ 384,00


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Nível de qualidade

Ensaio

96%

pf

120-123 °C (lit.)

cadeia de caracteres SMILES

OC(=O)CCCCCCCCCCCCCCC(O)=O

InChI

1S/C16H30O4/c17-15(18)13-11-9-7-5-3-1-2-4-6-8-10-12-14-16(19)20/h1-14H2,(H,17,18)(H,19,20)

chave InChI

QQHJDPROMQRDLA-UHFFFAOYSA-N

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Descrição geral

Hexadecanedioic acid (HDDA), also known as thapsic acid, is a straight-chain aliphatic dicarboxylic acid with the molecular formula C₁₆H30O₄. It features two carboxylic acid groups (-COOH) at each end of a saturated hydrocarbon chain, which imparts thermal stability, hydrophobicity, and biocompatibility to the polymers.

Aplicação

Hexadecanedioic acid can be used:
  • As a tracer (radiolabeled with Gallium-68), for cardiac metabolic imaging, enabling visualization of fatty acid metabolism in the heart during PET scans. Its biocompatibility and mimicry of natural fatty acid pathways enhance diagnostic assessments of cardiac function.
  • As a precursor to prepare noncross-linked terpolyester via melt polycondensation. This material can be used to fabricate ecofriendly food packaging materials.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)


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N Shirane et al.
Biochemistry, 32(49), 13732-13741 (1993-12-14)
Cytochrome P450BM-3 preferentially oxidized fatty acids with terminal double or triple bonds to the omega-2 hydroxylated fatty acids rather than, respectively, to the epoxide or diacid metabolites. The enzyme is inactivated during catalytic turnover of long, terminally unsaturated fatty acids
Young-Jae You et al.
European journal of medicinal chemistry, 39(2), 189-193 (2004-02-28)
Esters of 4'-demethyl-4-deoxypodophyllotoxin (DDPT) with alkanoic acids and alkanedioic acids were prepared and tested for cytotoxic and antitumor activity. Among 19 esters, esters of propanoic acid, tetradecanedioic acid, 13-carboxyundecanoic acid, and hexadecanedioic acid improved the antitumor activity compared with that
A Aarsland et al.
Journal of lipid research, 30(11), 1711-1718 (1989-11-01)
Previous work in this laboratory indicated that sulfur-substituted fatty acid analogues, 1.10-bis(carboxymethylthio)decane and alkylthioacetic acid, both non-beta-oxidizable compounds, and the beta-oxidizable alkylthiopropionic acid (1) caused, to different extents, dose-related hepatomegaly and proliferation of peroxisomes and enhanced peroxisomal fatty acid beta-oxidation.
J E Pettersen et al.
Journal of lipid research, 15(6), 551-556 (1974-11-01)
The activation of hexadecanedioic acid has been studied in subcellular fractions of human liver. The activation capacity in a total homogenate of human liver was found to be 0.5 micro mole/min/g wet wt of tissue, about 10% of that for
Vukic Soskic et al.
Journal of proteome research, 5(12), 3453-3458 (2006-12-02)
Serum and plasma are the major sources of human material for clinical molecular diagnostics and drug discovery. However, due to the high abundance of some proteins, of which serum albumin (SA) is most prominent, lower-abundance proteins often remain undetectable in

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