2-BROMOHEXADECANOIC ACID
- CAS No.
- 18263-25-7
- Chemical Name:
- 2-BROMOHEXADECANOIC ACID
- Synonyms
- 2-bromopalmitate;2-BROMOPALMITIC ACID;Hexadecanoic acid, 2-bromo-;ALPHA-BROMOPALMITATE;α-Bromopalmitic acid;A-BROMOPALMITIC ACID;Bromohexadecanoicacid;2-bromo-hexadecanoicaci;2-BROMOHEXADECANOIC ACID;2-Bromohexadecanoicacid97%
- CBNumber:
- CB6143327
- Molecular Formula:
- C16H31BrO2
- Molecular Weight:
- 335.32
- MDL Number:
- MFCD00004215
- MOL File:
- 18263-25-7.mol
- MSDS File:
- SDS
| Melting point | 52-54 °C |
|---|---|
| Boiling point | 403.4±18.0 °C(Predicted) |
| Density | 1.1985 (rough estimate) |
| refractive index | 1.4650 (estimate) |
| Flash point | 113 °C |
| storage temp. | RT |
| solubility | methanol: soluble1g/10 mL, clear, colorless |
| form | solid |
| pka | 2.97±0.21(Predicted) |
| color | White |
| BRN | 1726517 |
| Stability | Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 2 months. |
| CAS DataBase Reference | 18263-25-7(CAS DataBase Reference) |
| FDA UNII | 7EI4G5X28Z |
| EPA Substance Registry System | Hexadecanoic acid, 2-bromo- (18263-25-7) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P305+P351+P338 | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 26-36 | |||||||||
| WGK Germany | 3 | |||||||||
| HS Code | 2915907098 | |||||||||
| NFPA 704 |
|
2-BROMOHEXADECANOIC ACID price More Price(11)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 238422 | 2-Bromohexadecanoic acid ~97% | 18263-25-7 | 10g | $51.4 | 2024-03-01 | Buy |
| Sigma-Aldrich | 21604 | 2-Bromohexadecanoic acid ≥99.0% (GC) | 18263-25-7 | 1g | $102 | 2024-03-01 | Buy |
| Sigma-Aldrich | 238422 | 2-Bromohexadecanoic acid ~97% | 18263-25-7 | 50g | $197 | 2024-03-01 | Buy |
| SynQuest Laboratories | 2121-9-00 | 2-Bromohexadecanoic acid | 18263-25-7 | 50g | $221 | 2021-12-16 | Buy |
| Biorbyt Ltd | orb546166 | 2-bromopalmitic acid >98% | 18263-25-7 | 2g | $244.8 | 2021-12-16 | Buy |
2-BROMOHEXADECANOIC ACID Chemical Properties,Uses,Production
Description
2-Bromopalmitic acid (18263-25-7) inhibits?protein S-palmitoylation.1 Blocks palmitic acid-induced increase in cAMP levels in human primary melanocytes expressing the melanocortin-1 receptor which undergoes an essential palmitoylation as a prerequisite for receptor signaling.2
Chemical Properties
WHITE CRYSTALLINE POWDER
Uses
2-Bromopalmitic Acid is used in preparation of substituted purines and their analogs for inhibiting the expression of a pattern recognition receptor.
Definition
ChEBI: A bromo fatty acid that is hexadecanoic (palmitic) acid carrying a single bromo substituent at position 2.
General Description
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. 2-Bromohexadecanoic acid has also been used in studies of fatty acid oxidation, palmitoylation, and glucose uptake.
Biochem/physiol Actions
2-Bromohexadecanoic acid is a PPARδ agonist. It has also been shown to inhibit fatty acid oxidation, inhibit DHHC-mediated palmitoylation, and promote glucose uptake in rat cardiac cells and the insulin-sensitive murine fibroblast line A31-IS.
Purification Methods
Recrystallise the acid from pet ether (b 60-80o, charcoal) and finally from EtOH. The ethyl ester has b 177-178o/2mm, d28 1.0484, n D 1.4560. [IR: Sweet & Estes J Org Chem 21 1426 1956, Beilstein 2 IV 1184.]
References
1) Tsukamoto et al. (2013), Role of S-palmitoylation on IFITM5 for the interaction with FKBP11 in osteoblast cells; PLoS One, 8(9) e75831 2) Chen et al. (2017), Palmitoylation-dependent activation of MC1R prevents melanomagenesis; Nature, 549 399
2-BROMOHEXADECANOIC ACID Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21695 | 55 |
| Zhengzhou Alfa Chemical Co.,Ltd | +8618530059196 | sale04@alfachem.cn | China | 12431 | 58 |
| Career Henan Chemica Co | +86-0371-86658258 15093356674; | laboratory@coreychem.com | China | 30255 | 58 |
| sgtlifesciences pvt ltd | +8617013299288 | dj@sgtlifesciences.com | China | 12382 | 58 |
| Alfa Chemistry | +1-5166625404 | Info@alfa-chemistry.com | United States | 21317 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354 | support@targetmol.com | United States | 19973 | 58 |
| LEAPCHEM CO., LTD. | +86-852-30606658 | market18@leapchem.com | China | 43348 | 58 |
| Shanghai Acmec Biochemical Technology Co., Ltd. | +undefined18621343501 | product@acmec-e.com | China | 33349 | 58 |
| Aladdin Scientific | +1-833-552-7181 | sales@aladdinsci.com | United States | 57511 | 58 |
| Amadis Chemical Company Limited | 571-89925085 | sales@amadischem.com | China | 131981 | 58 |
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