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Key Documents

P9767

Sigma-Aldrich

Sodium palmitate

≥98.5%

Synonym(s):

Hexadecanoic acid sodium salt, Palmitic acid sodium salt

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About This Item

Linear Formula:
CH3(CH2)14COONa
CAS Number:
Molecular Weight:
278.41
Beilstein/REAXYS Number:
3575882
EC Number:
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.25

biological source

plant (palm)

Quality Level

assay

≥98.5%

form

powder

mp

283-290 °C (lit.)

functional group

ester

lipid type

saturated FAs

shipped in

ambient

storage temp.

2-8°C

SMILES string

[Na+].CCCCCCCCCCCCCCCC([O-])=O

InChI

1S/C16H32O2.Na/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18;/h2-15H2,1H3,(H,17,18);/q;+1/p-1

InChI key

GGXKEBACDBNFAF-UHFFFAOYSA-M

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Application

Sodium palmitate (PA) has been used:
  • to induce inflammation and thrombosis pathway in murine macrophage cell line RAW 264.7 cell line by activating reactive oxygen species (ROS) production, Janus-kinase (JNK) signalling and release of histone H3 by western blotting and cell viability by MTT assay
  • to induce lipogenesis in AML12 cells and primary hepatocytes to analyse the effect of irisin on PA induced lipogenesis and related signal pathways by western blot analysis and quantitative PCR analysis
  • as a component in free fatty acid mixture to induce cellular steatosis in HepG2 cell lines and determination of lipid accumulation by Oil-Red-O staining

Biochem/physiol Actions

Sodium palmitate is the sodium salt of palmitic acid, a component in hard soaps. Palmitic acid is a common saturated fatty acid and produced during fatty acid synthesis. Sodium palmitate enhances lipogenesis, cellular steatosis in various cell lines. Palmitate induces cell death in human epidermal growth factor receptor 2 (HER2)/neu-positive cells and breast cancer cell lines like MCF-7 due to enhanced fatty acid accumulation. Sodium palmitate induces lipoapoptosis in L02 and HepG2 liver cells by inducing glycogen synthase kinase-3β (GSK3β) expression.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Chemical composition of everyday products (2005)
Saturated free fatty acid sodium palmitate-induced lipoapoptosis by targeting glycogen synthase kinase-3 beta activation in human liver cells
Cao J, et al.
Digestive Diseases and Sciences, 59(2), 346-357 (2014)
Nicolas J Pillon et al.
Cell communication and signaling : CCS, 10(1), 30-30 (2012-10-20)
Obesity is associated with chronic low-grade inflammation. Within adipose tissue of mice fed a high fat diet, resident and infiltrating macrophages assume a pro-inflammatory phenotype characterized by the production of cytokines which in turn impact on the surrounding tissue. However
Hepatitis B virus X protein induces hepatic steatosis by enhancing the expression of liver fatty acid binding protein
Wu Y, et al.
Journal of Virology, 90(4), 1729-1740 (2016)
Linnéa Eriksson et al.
Cardiovascular diabetology, 11, 27-27 (2012-03-23)
The leading cause of death for patients suffering from diabetes is macrovascular disease. Endothelial dysfunction is often observed in type 2 diabetic patients and it is considered to be an important early event in the pathogenesis of atherogenesis and cardiovascular

Articles

Information on fatty acid synthesis and metabolism in cancer cells. Learn how proliferatively active cells require fatty acids for functions such as membrane generation, protein modification, and bioenergetic requirements. These fatty acids are derived either from dietary sources or are synthesized by the cell.

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