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Chemical Compound Review:

Thapsate hexadecanedioic acid

Synonyms: Thapsic acid, ACMC-1AM9Z, AG-F-70033, CHEBI:73722, HMDB00672, ...

Brasch, J. et al., Berge, R.K. et al., Scheller, U. et al., Frenkel, B. et al., Kalderon, B. et al., et al.

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High impact information on hexadecanedioic acid

As shown by substrate binding studies, the final product 1,16-hexadecanedioic acid acts as a competitive inhibitor of n-alkane binding and may be important for the metabolic regulation of the P450 activity [1].
Sensitization to insulin induced by beta,beta'-methyl-substituted hexadecanedioic acid (MEDICA 16) in obese Zucker rats in vivo [2].
The hypochylomicronemic effect of beta,beta'-methyl-substituted hexadecanedioic acid (MEDICA 16) is mediated by a decrease in apolipoprotein C-III [3].
beta,beta'-Methyl-substituted hexadecanedioic acid (MEDICA 16) shares some of the calorigenic-hypolipidemic characteristics of thyroid hormones [4].
As palmitic acid and hexadecanedioic acid only marginally affected these hepatic responses, it is conceivable that the potency of the selected compounds as proliferators of peroxisomes and inducers of the associated enzymes depends on their accessibility for beta-oxidation [5].

Anatomical context of hexadecanedioic acid

Furthermore, BCMTD and CMTTD as well as HDDA treatments increased the number of mitochondria, but the mitochondria tended to be smaller [6].

Gene context of hexadecanedioic acid

In this study we have used an agar dilution technique to test the effect of six other dicarboxylic acids (sebacic, undecanedioic, dodecanedioic, tridecanedioic, tetradecanedioic and hexadecanedioic acid, 10(-4)-10(-2) mol/l, pH 5.5) on in vitro growth of Trichophyton (T.) rubrum, T. mentagrophytes and Microsporum (M.) canis [7].

References

Oxygenation cascade in conversion of n-alkanes to alpha,omega-dioic acids catalyzed by cytochrome P450 52A3. Scheller, U., Zimmer, T., Becher, D., Schauer, F., Schunck, W.H. J. Biol. Chem. (1998) [Pubmed]
Sensitization to insulin induced by beta,beta'-methyl-substituted hexadecanedioic acid (MEDICA 16) in obese Zucker rats in vivo. Mayorek, N., Kalderon, B., Itach, E., Bar-Tana, J. Diabetes (1997) [Pubmed]
The hypochylomicronemic effect of beta,beta'-methyl-substituted hexadecanedioic acid (MEDICA 16) is mediated by a decrease in apolipoprotein C-III. Frenkel, B., Mayorek, N., Hertz, R., Bar-Tana, J. J. Biol. Chem. (1988) [Pubmed]
Tissue selective modulation of redox and phosphate potentials by beta,beta'-methyl-substituted hexadecanedioic acid. Kalderon, B., Hertz, R., Bar-Tana, J. Endocrinology (1992) [Pubmed]
Alkylthio acetic acids (3-thia fatty acids)--a new group of non-beta-oxidizable peroxisome-inducing fatty acid analogues--II. Dose-response studies on hepatic peroxisomal- and mitochondrial changes and long-chain fatty acid metabolizing enzymes in rats. Berge, R.K., Aarsland, A., Kryvi, H., Bremer, J., Aarsaether, N. Biochem. Pharmacol. (1989) [Pubmed]
Alkylthioacetic acid (3-thia fatty acids)--a new group of non-beta-oxidizable, peroxisome-inducing fatty acid analogues. I. A study on the structural requirements for proliferation of peroxisomes and mitochondria in rat liver. Berge, R.K., Aarsland, A., Kryvi, H., Bremer, J., Aarsaether, N. Biochim. Biophys. Acta (1989) [Pubmed]
Dicarboxylic acids affect the growth of dermatophytes in vitro. Brasch, J., Friege, B. Acta Derm. Venereol. (1994) [Pubmed]

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