857225P

C16 Cyclic LPA

1-O-hexadecyl-sn-glycero-2,3-cyclic-phosphate (ammonium salt), powder

• Synonym(s): 1-hexadecyl-sn-glycero-2,3-cyclic-phosphate (ammonium salt)
• Empirical Formula (Hill Notation): C₁₉H₄₂NO₅P
• CAS Number: 799268-68-1
• Molecular Weight: 395.51
• UNSPSC Code: 51191904
• NACRES: NA.25

Properties

• Assay: >99% (TLC)
• form: powder
• packaging: pkg of 1 × 1 mg (857225P-1mg)
• manufacturer/tradename: Avanti Research^™ - A Croda Brand 857225P
• lipid type: phospholipids; cardiolipins
• shipped in: dry ice
• storage temp.: −20°C
• SMILES string: O=P1([O-])O[C@H](COCCCCCCCCCCCCCCCC)CO1.[NH4+]

Description

General description

Cyclic phosphatidic acid (cPA) is a naturally occurring analog of the growth factor-like phospholipid mediator, lysophosphatidic acid (LPA). The sn-2 hydroxy group of CPA forms a 5-membered ring with the sn-3 phosphate.

Application

C16 Cyclic LPA or 1-O-hexadecyl-sn-glycero-2,3-cyclic-phosphate (ammonium salt) has been used as an internal standard for the quantification of lysophosphatidic acid (LPA) in proton samples using reversed-phase ultra-performance liquid chromatography-tandem mass spectrometer (UPLC-MS/MS).

Biochem/physiol Actions

cPA affects numerous cellular functions, including anti-mitogenic regulation of the cell cycle, induction of stress fiber formation, inhibition of tumor cell invasion and metastasis, and regulation of differentiation and survival of neuronal cells. Interestingly, many of these cellular responses caused by cPA oppose those of LPA despite the activation of apparently overlapping receptor populations.

Packaging

5 mL Amber Glass Screw Cap Vial (857225P-1mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3