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238422 Sigma-Aldrich

2-Bromohexadecanoic acid

~97%

Synonym: 2-Bromopalmitic acid

  • CAS Number 18263-25-7

  • Linear Formula CH3(CH2)13CH(Br)CO2H

  • Molecular Weight 335.32

  •  Beilstein/REAXYS Number 1726517

  •  EC Number 242-137-0

  •  MDL number MFCD00004215

  •  PubChem Substance ID 57648040

  •  NACRES NA.77

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Properties

Related Categories B, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience,
Quality Level   100
assay   ~97%
SMILES string   CCCCCCCCCCCCCCC(Br)C(O)=O
InChI   1S/C16H31BrO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15(17)16(18)19/h15H,2-14H2,1H3,(H,18,19)
InChI key   DPRAYRYQQAXQPE-UHFFFAOYSA-N
Gene Information   human ... PPARD(5467)

Description

General description

PPARδ (peroxisome proliferator-activated receptor, delta isoform) acts as a transcription factor for gene expression as well as playing a role in lipid metabolism regulation; activity of this receptor is ligand-regulated. 2-Bromohexadecanoic acid is a metabolically stable analoge of the fatty acid palmitic acid that has been shown to be a natural ligand for the PPARδ receptor. 2-Bromohexadecanoic acid has also been used in studies of fatty acid oxidation, palmitoylation, and glucose uptake.

Packaging

10, 50 g in poly bottle

Biochem/physiol Actions

2-Bromohexadecanoic acid is a PPARδ agonist. It has also been shown to inhibit fatty acid oxidation, inhibit DHHC-mediated palmitoylation, and promote glucose uptake in rat cardiac cells and the insulin-sensitive murine fibroblast line A31-IS.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
235.4 °F - closed cup
Flash Point(C) 
113 °C - closed cup

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

HPLC Analysis of α-Bromopalmitic Acid Enantiomers on Astec® CHIROBIOTIC® T2

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of α-Bromopalmitic Acid Enantiomers on Astec® CHIROBIOTIC® T2
Keywords: Chromatography, High performance liquid chromatography

Peer-Reviewed Papers
15

References

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