2-bromohexadecanoic acid

Names

[ Name ]:
2-bromohexadecanoic acid

[Synonym ]:
Hexadecanoic acid, 2-bromo-
2-bromopalmitate
2-Bromopalmitic acid
UNII:7EI4G5X28Z
2-bromopalmitate,(+-)-isomer
2-bromo-hexadecanoic acid
Hexadecanoic acid,2-bromo
EINECS 242-137-0
MFCD00004215
bromopalmitic acid
2-Bromohexadecanoic acid

Biological Activity

[Description]:

2-Bromohexadecanoic acid (2-Bromopalmitic acid) can be converted to 2-bromopalmitate (2-BP). 2-BP is a palmitoylation inhibitor targeting DHHC (Asp-His-His-Cys) protein palmitoyltransferase. 2-BP inhibits palmitoylation of GSDME-C during pyroptosis and inhibits BAK/BAX-Caspase 3-GSDME pathway-mediated pyroptosis[1].

[Related Catalog]:

Research Areas >> Cancer

Research Areas >> Infection

Research Areas >> Inflammation/Immunology

[References]

[1]. Hu L, et al. Chemotherapy-induced pyroptosis is mediated by BAK/BAX-caspase-3-GSDME pathway and inhibited by 2-bromopalmitate. Cell Death Dis. 2020 Apr 24;11(4):281.

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
403.4±18.0 °C at 760 mmHg

[ Melting Point ]:
52-54 °C

[ Molecular Formula ]:
C₁₆H₃₁BrO₂

[ Molecular Weight ]:
335.32

[ Flash Point ]:
197.8±21.2 °C

[ Exact Mass ]:
334.150726

[ PSA ]:
37.30000

[ LogP ]:
7.76

[ Vapour Pressure ]:
0.0±2.0 mmHg at 25°C

[ Index of Refraction ]:
1.480

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2915900090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2915900090

[ Summary ]:
2915900090 other saturated acyclic monocarboxylic acids and their anhydrides, halides, peroxides and peroxyacids; their halogenated, sulphonated, nitrated or nitrosated derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) MFN tariff:5.5% General tariff:30.0%

Articles

Local palmitoylation cycles define activity-regulated postsynaptic subdomains.

J. Cell Biol. 202(1) , 145-61, (2013)

Distinct PSD-95 clusters are primary landmarks of postsynaptic densities (PSDs), which are specialized membrane regions for synapses. However, the mechanism that defines the locations of PSD-95 cluste...

Estrogen receptor-alpha 36 mediates the anti-apoptotic effect of estradiol in triple negative breast cancer cells via a membrane-associated mechanism.

Biochim. Biophys. Acta 1843(11) , 2796-806, (2014)

17β-Estradiol can promote the growth and development of several estrogen receptor (ER)-negative breast cancers. The effects are rapid and non-genomic, suggesting that a membrane-associated ER is invol...

Identification of G protein alpha subunit-palmitoylating enzyme.

Mol. Cell. Biol. 29(2) , 435-47, (2009)

The heterotrimeric G protein alpha subunit (Galpha) is targeted to the cytoplasmic face of the plasma membrane through reversible lipid palmitoylation and relays signals from G-protein-coupled recepto...