LM1302

Avanti

17:0-20:4 PS

1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-L-serine (ammonium salt), methanol solution

Empirical Formula (Hill Notation):
C43H79N2O10P
CAS Number:
Molecular Weight:
815.07

form

methanol solution

packaging

pkg of 1 × 1 mL (LM1302-1EA)

manufacturer/tradename

Avanti Polar Lipids LM1302

concentration

~10 μg/mL (Refer to C of A for lot specific concentration.)

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@@](COP([O-])(OC[C@](C([O-])=O)([H])[NH3+])=O)(OC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)COC(CCCCCCCCCCCCCCCC)=O.[NH4+]

General description

In humans, phosphoserine (PS) is present in the intracellular membranes and grey matter. It is localized to the nuclear envelope, endoplasmic reticulum, Golgi apparatus, outer mitochondrial membranes, plasma membranes and myelin.

Application

17:0-20:4 PS or 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-L-serine has been used as an internal standard:
  • in lipid extraction from isolated pure mitochondria for mass spectrometry (MS) analysis
  • for lipid quantification/analysis using liquid chromatography (LC)-MS
  • for phospholipid quantification by MS
  • in lysophospholipid acyltransferases (LPLAT) assay
  • in the preparation of total lipid extracts from lysosome samples by tert-butyl methyl ether (MTBE) lipid extraction protocol for analysis by LC-MS
  • for ratiometric quantification of phosphatidylserine (PS) using LC-MS

Biochem/physiol Actions

Phosphoserine (PS) maintains the nerve cell membrane and myelin sheath. It is found to be associated with cognitive disability in Alzheimer′s disease.

Packaging

2 mL Amber Glass Sealed Ampule (LM1302-1EA)

Signal Word

Danger

hazcat

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1

Target Organs

Eyes

storage_class_code

3 - Flammable liquids

WGK Germany

WGK 2

Flash Point(F)

49.5 °F - closed cup

Flash Point(C)

9.7 °C - closed cup

Certificate of Analysis

Certificate of Origin

Miki Eto et al.
International journal of molecular sciences, 13(12), 16267-16280 (2012-12-05)
Cellular membranes contain glycerophospholipids, which have important structural and functional roles in cells. Glycerophospholipids are first formed in the de novo pathway (Kennedy pathway) and are matured in the remodeling pathway (Lands' cycle). Recently, lysophospholipid acyltransferases functioning in Lands' cycle...
Di Ding et al.
Molecular neurobiology, 56(4), 2618-2639 (2018-07-28)
Neurons from the adult central nervous system (CNS) demonstrate limited mRNA transport and localized protein synthesis versus developing neurons, correlating with lower regenerative capacity. We found that deimination (posttranslational conversion of protein-bound arginine into citrulline) undergoes upregulation during early neuronal...
Laura Montani et al.
The Journal of cell biology, 217(4), 1353-1368 (2018-02-13)
Myelination calls for a remarkable surge in cell metabolism to facilitate lipid and membrane production. Endogenous fatty acid (FA) synthesis represents a potentially critical process in myelinating glia. Using genetically modified mice, we show that Schwann cell (SC) intrinsic activity...
Penelope Dimas et al.
eLife, 8 (2019-05-08)
Oligodendrocytes (OLs) support neurons and signal transmission in the central nervous system (CNS) by enwrapping axons with myelin, a lipid-rich membrane structure. We addressed the significance of fatty acid (FA) synthesis in OLs by depleting FA synthase (FASN) from OL...
Ulrike Bruning et al.
Cell metabolism, 28(6), 866-880 (2018-08-28)
The role of fatty acid synthesis in endothelial cells (ECs) remains incompletely characterized. We report that fatty acid synthase knockdown (FASNKD) in ECs impedes vessel sprouting by reducing proliferation. Endothelial loss of FASN impaired angiogenesis in vivo, while FASN blockade reduced...

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