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Merck

238422

Sigma-Aldrich

2-Bromohexadecanoic acid

~97%

Sinónimos:

2-Bromopalmitic acid

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About This Item

Fórmula lineal:
CH3(CH2)13CH(Br)CO2H
Número de CAS:
Peso molecular:
335.32
Beilstein:
1726517
Número CE:
Número MDL:
Código UNSPSC:
12352203
ID de la sustancia en PubChem:
NACRES:
NA.77
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Ensayo

~97%

Formulario

solid

cadena SMILES

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)

Clave InChI

DPRAYRYQQAXQPE-UHFFFAOYSA-N

Información sobre el gen

human ... PPARD(5467)

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Descripción general

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.[1] 2-Bromohexadecanoic acid has also been used in studies of fatty acid oxidation, palmitoylation, and glucose uptake.

Acciones bioquímicas o fisiológicas

2-Bromohexadecanoic acid is a PPARδ agonist. It has also been shown to inhibit fatty acid oxidation, inhibit DHHC-mediated palmitoylation[2], and promote glucose uptake in rat cardiac cells and the insulin-sensitive murine fibroblast line A31-IS[3].

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

235.4 °F - closed cup

Punto de inflamabilidad (°C)

113 °C - closed cup

Equipo de protección personal

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
Benjamin C Jennings et al.
Journal of lipid research, 50(2), 233-242 (2008-10-02)
Pharmacologic approaches to studying palmitoylation are limited by the lack of specific inhibitors. Recently, screens have revealed five chemical classes of small molecules that inhibit cellular processes associated with palmitoylation (Ducker, C. E., L. K. Griffel, R. A. Smith, S.
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

Questions

  1. Does the solution need to be stored away from light?

    1 answer
    1. There is no indication that this product is light sensitive in solution. It is recommended that solutions be stored in aliquots at - 20 deg C for up to 1 month. Keep containers tightly sealed. Avoid repeated freeze/thaw cycles.

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