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Documentos Principais

21604

Sigma-Aldrich

2-Bromohexadecanoic acid

≥99.0% (GC)

Sinônimo(s):

2-Bromopalmitic acid

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About This Item

Fórmula linear:
CH3(CH2)13CH(Br)CO2H
Número CAS:
Peso molecular:
335.32
Beilstein:
1726517
Número CE:
Número MDL:
Código UNSPSC:
12352100
ID de substância PubChem:
NACRES:
NA.22

Ensaio

≥99.0% (GC)

Formulário

solid

pf

52-54 °C

solubilidade

methanol: soluble 1 g/10 mL, clear, colorless
chloroform: soluble
ethanol: soluble
water: insoluble

grupo funcional

bromo
carboxylic acid

cadeia de caracteres 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)

chave InChI

DPRAYRYQQAXQPE-UHFFFAOYSA-N

Informações sobre genes

human ... PPARD(5467)

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Descrição geral

2-Bromohexadecanoic acid, also known as 2-Bromopalmitic acid, is a long chain 2-haloalkanoic halogenated fatty acid that is commonly used as a building block in various organic reaction such as 2′-(2-bromohexadecanoyl)-docetaxel synthesis.

Aplicação

<ul>
<li><strong>Chemo-immunotherapy Applications:</strong> 2-Bromohexadecanoic acid has been utilized to create bioactive fatty acid analog-derived hybrid nanoparticles for chemo-immunotherapy against carcinoma, demonstrating potential in cancer treatment without the need for antibodies (Tan et al., 2023).</li>
<li><strong>Drug Target Identification for Coronavirus:</strong> 2-bromopalmitate (2-BP) can be used as an inhibitor and is used to suppressed SADS-CoV treatment (Luo et al., 2021).</li>
<li><strong>Cancer Therapy Enhancement:</strong> This compound has shown efficacy in sensitizing osteosarcoma cells to adriamycin-induced apoptosis through modulation of CHOP, indicating its therapeutic potential in enhancing cancer treatment (Xu et al., 2019).</li>
<li><strong>Membrane Protein Localization in Sertoli Cells: </strong>It has been involved in studies related to the localization of the androgen receptor to plasma membranes by binding to caveolin-1 in mouse Sertoli cells, contributing to the understanding of cellular signaling pathways. It is Used to inhibit palmitoylation of androgen receptor (AR) and used to evaluate the effect of the inhibitor on androgen receptor (AR) translocation (Deng et al., 2017).</li>
<li><strong>Palmitoylation Inhibition:</strong> 2-Bromohexadecanoic acid has been profiled as an irreversible inhibitor of palmitoylation, providing insights into the regulation of protein modifications and their implications in various diseases (Davda et al., 2013).</li>
</ul>

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

235.4 °F - closed cup

Ponto de fulgor (°C)

113 °C - closed cup

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves


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I Nagase et al.
FEBS letters, 461(3), 319-322 (1999-11-24)
Uncoupling protein 3 (UCP3), expressed abundantly in the skeletal muscle, is one of the carrier proteins dissipating the transmitochondrial electrochemical gradient as heat, and thereby has been implicated in the regulation of energy metabolism. We have investigated UCP3 mRNA expression
Molecular Dynamics Simulation Studies of Self-Assembly of Racemic (R)/(S)-2-Bromohexadecanoic Acid on a Graphite Surface: Enantio-pure or Enantio-mixed Domains?.
Ilan B, et al.
The Journal of Physical Chemistry C, 111(49), 18243-18250 (2007)
Francisco Garcia-Oscos et al.
Biological psychiatry, 71(7), 574-582 (2011-12-27)
Although it is known that stress elevates the levels of pro-inflammatory cytokines and promotes hyper-excitable central conditions, a causal relationship between these two factors has not yet been identified. Recent studies suggest that increases in interleukin 6 (IL-6) levels are
Abiy M Mohammed et al.
Biochemical pharmacology, 85(1), 109-114 (2012-10-25)
Phagocyte-like NADPH oxidase (Nox2) has been shown to play regulatory roles in the metabolic dysfunction of the islet β-cell under the duress of glucolipotoxic conditions and exposure to proinflammatory cytokines. However, the precise mechanisms underlying Nox2 activation by these stimuli
Jarrod R Fortwendel et al.
Eukaryotic cell, 11(8), 966-977 (2012-05-09)
Ras is a highly conserved GTPase protein that is essential for proper polarized morphogenesis of filamentous fungi. Localization of Ras proteins to the plasma membrane and endomembranes through posttranslational addition of farnesyl and palmitoyl residues is an important mechanism through

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