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Key Documents

T1698

Sigma-Aldrich

Tetradecylthioacetic acid

≥97% (NMR)

Synonym(s):

TTA

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About This Item

Linear Formula:
C14H29-S-CH2COOH
CAS Number:
Molecular Weight:
288.49
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥97% (NMR)

color

white

solubility

DMSO: soluble ≥22 mg/mL

SMILES string

CCCCCCCCCCCCCCSCC(O)=O

InChI

1S/C16H32O2S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-19-15-16(17)18/h2-15H2,1H3,(H,17,18)

InChI key

IPBCWPPBAWQYOO-UHFFFAOYSA-N

Gene Information

human ... PPARA(5465)

Biochem/physiol Actions

PPARα agonist; activation in ranking order: PPARδ > PPARα > PPARγ
Tetradecylthioacetic acid (TTA) is known to modulate lipid homeostasis. TTA can increase fatty acid oxidation and ketogenesis, which can subsequently prevent adiposity and insulin resistance[1]. Furthermore, TTA can enhance cardiac functions during experimental heart failure[2].

Features and Benefits

This compound is featured on the Nuclear Receptors (PPARs) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Packaging

Packaged under nitrogen.

Preparation Note

Tetradecylthioacetic acid is soluble in DMSO at a concentration that is greater than or equal to 22 mg/ml.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Lise Madsen et al.
Journal of lipid research, 43(5), 742-750 (2002-04-25)
Tetradecylthioacetic acid (TTA) is a non-beta-oxidizable fatty acid analog, which potently regulates lipid homeostasis. Here we evaluate the ability of TTA to prevent diet-induced and genetically determined adiposity and insulin resistance. In Wistar rats fed a high fat diet, TTA
Erik Øie et al.
Lipids, 48(2), 139-154 (2012-12-26)
Changes in myocardial metabolism, including a shift from fatty acid to glucose utilization and changes in fatty acid availability and composition are characteristics of heart failure development. Tetradecylthioacetic acid (TTA) is a fatty acid analogue lacking the ability to undergo

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