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860529P

Avanti

C12 Sphingosyl PE (d17:1/12:0)

Avanti Research™ - A Croda Brand

Synonym(s):

N-lauroyl-D-erythro-sphingosyl phosphoethanolamine (C17 base)

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About This Item

Empirical Formula (Hill Notation):
C31H63N2O6P
CAS Number:
1246303-21-8
Molecular Weight:
590.82
UNSPSC Code:
12352211
NACRES:
NA.25
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Product Name

C12 Sphingosyl PE (d17:1/12:0), Avanti Research™ - A Croda Brand 860529P, powder

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 5 mg (860529P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860529P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

CCCCCCCCCCCC/C=C/[C@@]([H])(O)[C@@]([H])(NC(CCCCCCCCCCC)=O)COP([O-])(OCC[NH3+])=O

InChI

1S/C31H63N2O6P/c1-3-5-7-9-11-13-14-15-17-18-20-22-24-30(34)29(28-39-40(36,37)38-27-26-32)33-31(35)25-23-21-19-16-12-10-8-6-4-2/h22,24,29-30,34H,3-21,23,25-28,32H2,1-2H3,(H,33,35)(H,36,37)/b24-22+/t29-,30+/m0/s1

InChI key

ZIEWVPJUBVRCAL-DQBIDPIGSA-N

General description

C12 Sphingosyl PE (d17:1/12:0) or N-lauroyl-D-erythro-sphingosyl phosphoethanolamine (C17 base) is a synthetic phosphosphingolipid. Sphingosyl phosphoethanolamine (PE) is a derivative of sphingosine, wherein C-2 amine and C-1 hydroxyl groups of sphingosine backbone are substituted with lauric acid and PE groups, respectively.

Application

C12 Sphingosyl PE (d17:1/12:0) or N-lauroyl-D-erythro-sphingosyl phosphoethanolamine (C17 base) may be used:
  • as a lipid internal standard for Folch lipid extraction
  • as an internal standard for the extraction of lipids using Bligh and Dyer method
  • used as a standard to quantify ceramide phosphoethanolamine (CerPE) lipids present in Bacteroides thetaiotaomicron

Packaging

5 mL Amber Glass Screw Cap Vial (860529P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

wgk

WGK 3

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Ion Mobility-Mass Spectrometry (2019)
Eric M Brown et al.
Cell host & microbe, 25(5), 668-680 (2019-05-10)
Sphingolipids are structural membrane components and important eukaryotic signaling molecules. Sphingolipids regulate inflammation and immunity and were recently identified as the most differentially abundant metabolite in stool from inflammatory bowel disease (IBD) patients. Commensal bacteria from the Bacteroidetes phylum also
Hema Balakrishna Bhat et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 29(9), 3920-3934 (2015-06-11)
Ceramide phosphoethanolamine (CPE), a sphingomyelin analog, is a major sphingolipid in invertebrates and parasites, whereas only trace amounts are present in mammalian cells. In this study, mushroom-derived proteins of the aegerolysin family—pleurotolysin A2 (PlyA2; K(D) = 12 nM), ostreolysin (Oly;