2-Bromohexadecanoic acid (2-Bromopalmitic acid)

Alias: 2-bromopalmitate; 2-BP; 2-Bromopalmitate; 2BP; 2-Bromopalmitic acid; 2 BP; 2 Bromopalmitate; 2Bromopalmitate; 2Bromopalmitic acid; 2 Bromopalmitic acid;
Cat No.:V2808 Purity: ≥98%
2-Bromohexadecanoic acid (2-Bromopalmitic acid) is a 2-bromopalmitic acid that can be converted to 2-bromopalmitate (2-BP).
2-Bromohexadecanoic acid (2-Bromopalmitic acid) Chemical Structure CAS No.: 18263-25-7
Product category: Apoptosis
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
10mg
Other Sizes
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description
2-Bromohexadecanoic acid (2-Bromopalmitic acid) is a 2-bromopalmitic acid that can be converted to 2-bromopalmitate (2-BP). 2-BP is a palmitoylation inhibitor that targets the DHHC (Asp-His-His-Cys) protein palmitoyltransferase. 2-BP inhibits the palmitoylation of GSDME-C and inhibits pyroptosis mediated by the BAK/BAX-Caspase 3-GSDME pathway.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
After GSDME-N is cleaved, palmitoylation encourages the release of GSDME-C, whereas 2-BP prevents palmitoylation, prevents GSDME-C from being modified, and increases the interaction between GSDME-C and GSDME-N. 2-BP prevents apoptosis brought on by TNFa+CHX, but not complete cell death [1].
Cell Assay
For navitoclax or TNFα+CHX treatments, cells were pre-seeded overnight until cell density reached ~60%. The culture medium was switched to fresh medium containing relevant drugs and incubated for a period of time as indicated. To inhibit caspase activity or palmitoylation, cells were pre-incubated for 1 h with Q-VD-OPh or 2-BP, respectively. Unless otherwise specified, the concentrations of the drugs used are: 2 μM for navitoclax, 20 ng/mL for TNFα, 10 μg/mL for CHX, 50 μM for Q-VD-OPh, 50 μM for 2-BP, and 50 μM for actinomycin D [1].
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.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C16H31BRO2
Molecular Weight
335.32
Exact Mass
334.150726
Elemental Analysis
C, 57.31; H, 9.32; Br, 23.83; O, 9.54
CAS #
18263-25-7
Appearance
White to yellow solid
LogP
7.76
tPSA
37.3
SMILES
CCCCCCCCCCCCCCC(C(=O)O)Br
InChi Key
DPRAYRYQQAXQPE-UHFFFAOYSA-N
InChi Code
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)
Chemical Name
2-bromohexadecanoic acid
Synonyms
2-bromopalmitate; 2-BP; 2-Bromopalmitate; 2BP; 2-Bromopalmitic acid; 2 BP; 2 Bromopalmitate; 2Bromopalmitate; 2Bromopalmitic acid; 2 Bromopalmitic acid;
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : 100 mg/mL (298.22 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (7.46 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (7.46 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.9822 mL 14.9111 mL 29.8223 mL
5 mM 0.5964 mL 2.9822 mL 5.9645 mL
10 mM 0.2982 mL 1.4911 mL 2.9822 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
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