999992C

16:0 Diether PC

Avanti Research^™ - A Croda Brand 999992C

• Synonym(s): 1,2-di-O-hexadecyl-sn-glycero-3-phosphocholine
• Empirical Formula (Hill Notation): C₄₀H₈₄NO₆P
• CAS Number: 36314-47-3
• Molecular Weight: 706.07
• UNSPSC Code: 12352211
• NACRES: NA.25

Properties

• form: liquid
• packaging: pkg of 1 × 1 mL (999992C-10mg)
• manufacturer/tradename: Avanti Research^™ - A Croda Brand 999992C
• concentration: 10 mg/mL (999992C-10mg)
• lipid type: phospholipids; cardiolipins
• shipped in: dry ice
• storage temp.: −20°C
• SMILES string: [O-]P(OCC[N+](C)(C)C)(OC[C@]([H])(OCCCCCCCCCCCCCCCC)COCCCCCCCCCCCCCCCC)=O
• InChI: 1S/C40H84NO6P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-35-44-38-40(39-47-48(42,43)46-37-34-41(3,4)5)45-36-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h40H,6-39H2,1-5H3
• InChI key: MWTIGLPPQBNUFP-UHFFFAOYSA-N

Description

General description

16:0 Diether PC (phosphocholine) is a zwitterionic lipid[1] having two hexadecane chains attached to the sn-1 and sn-2 positions of the glycerol backbone by ether bonds. It has choline as the alcohol moiety, attached to the phosphate group.[2]

application

16:0 Diether PC or 1,2-di-O-hexadecyl-sn-glycero-3-phosphocholine might be used:

• to examine the miscibility and phase behavior of the cationic 1,2-dipalmitoyl-sn-glycero-3-ethylphosphocholine (EDPPC)[1]
• as a component of unilamellar vesicles to study glycolipid transfer protein (GLTP)-mediated transfer of anthrylvinyl-galactosylceramide (AV-GalCer) from different ether phospholipid matrices[3]
• to compose large phospholipid bicelles to determine the three-dimensional backbone structure of the transmembrane domain of Vpu from human immunodeficiency virus (HIV)-1 by solid-state nuclear magnetic resonance (NMR) spectroscopy[4]
• as a non-ladderane phosphocholine (PC) lipid reference sample in reversed-phase liquid chromatography (LC) method to separate PC lipids[5]

Biochem/physiol Actions

Ether linked phospholipids serve as precursors for important signaling molecules. Ether glycerolipids act as membrane molecules and cellular mediators.[6] 16:0 Diether PC (phosphocholine) interdigitates even in the absence of chemical inducers or pressure.[1]

Packaging

5 mL Clear Glass Sealed Ampule (999992C-10mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Safety Information

• pictograms: GHS06,GHS08
• signalword: Danger
• hcodes: H302,H315,H319,H331,H336,H351,H361d,H372
• pcodes: P201 - P260 - P264 - P280 - P304 + P340 + P311 - P403 + P233
• Hazard Classifications: Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3
• target_organs: Central nervous system
• Storage Class: 6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects
• wgk_germany: WGK 3
• flash_point_f: does not flash
• flash_point_c: does not flash