238422
2-Bromohexadecanoic acid
~97%, PPARδ agonist, solid
Sinónimos:
2-Bromopalmitic acid
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Fórmula lineal:
CH3(CH2)13CH(Br)CO2H
Número CAS:
Peso molecular:
335.32
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352203
EC Number:
242-137-0
MDL number:
Beilstein/REAXYS Number:
1726517
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Permítanos ayudarleNombre del producto
2-Bromohexadecanoic acid, ~97%
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)
SMILES string
CCCCCCCCCCCCCCC(Br)C(O)=O
InChI key
DPRAYRYQQAXQPE-UHFFFAOYSA-N
assay
~97%
form
solid
Quality Level
Gene Information
human ... PPARD(5467)
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Categorías relacionadas
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.
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.
Clase de almacenamiento
11 - Combustible Solids
wgk
WGK 3
flash_point_f
235.4 °F - closed cup
flash_point_c
113 °C - closed cup
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Joel Berger et al.
Annual review of medicine, 53, 409-435 (2002-01-31)
The peroxisome proliferator-activated receptors (PPARs) are a group of three nuclear receptor isoforms, PPAR gamma, PPAR alpha, and PPAR delta, encoded by different genes. PPARs are ligand-regulated transcription factors that control gene expression by binding to specific response elements (PPREs)
Kenji Hayata et al.
Journal of pharmacological sciences, 108(3), 348-354 (2008-11-15)
To obtain compounds that promote glucose uptake in muscle cells, the novel cell lines A31-IS derived from Balb/c 3T3 A31 and C2C12-IS from mouse myoblast C2C12 were established. In both cell lines, glucose consumption was induced by insulin and suppressed
Priyanka Tripathi et al.
Journal of lipid research, 62, 100021-100021 (2021-01-01)
Microtubules are polymers composed of αβ-tubulin subunits that provide structure to cells and play a crucial role in in the development and function of neuronal processes and cilia, microtubule-driven extensions of the plasma membrane that have sensory (primary cilia) or
Piergiorgio La Rosa et al.
Molecular endocrinology (Baltimore, Md.), 26(5), 762-774 (2012-03-27)
The estrogen receptor-α (ERα) is a transcription factor that regulates gene expression through the binding to its cognate hormone 17β-estradiol (E2). ERα transcriptional activity is regulated by E2-evoked 26S proteasome-mediated ERα degradation and ERα serine (S) residue 118 phosphorylation. Furthermore
Wei Yuan et al.
Proceedings of the National Academy of Sciences of the United States of America, 118(13) (2021-03-24)
The homeostasis of protein palmitoylation and depalmitoylation is essential for proper physiological functions in various tissues, in particular the central nervous system (CNS). The dysfunction of PPT1 (PPT1-KI, infantile neuronal ceroid lipofuscinosis [INCL] mouse model), which catalyze the depalmitoylation process
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