All Photos(1)
Synonym(s):
2-Bromopalmitic acid
Linear Formula:
CH3(CH2)13CH(Br)CO2H
CAS Number:
Molecular Weight:
335.32
Beilstein:
1726517
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
≥99.0% (GC)
form
solid
mp
52-54 °C
solubility
methanol: soluble 1 g/10 mL, clear, colorless
chloroform: soluble
ethanol: soluble
water: insoluble
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)
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Related Categories
Application
<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>
<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>
WGK
WGK 3
Flash Point(F)
235.4 °F
Flash Point(C)
113 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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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)
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
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.
A M Alonso et al.
Molecular and biochemical parasitology, 184(1), 39-43 (2012-04-10)
Protein palmitoylation is the reversible covalent attachment of palmitic acid onto proteins. This post-translational modification has been shown to play a part in diverse processes such as signal transduction, cellular localization and regulation of protein activity. Although many aspects of
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
Chromatograms
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