产品名称
17:0 Cyclic LPA, Avanti Research™ - A Croda Brand 857324P, powder
InChI
1S/C20H39O6P.H3N/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20(21)24-17-19-18-25-27(22,23)26-19;/h19H,2-18H2,1H3,(H,22,23);1H3/t19-;/m1./s1
InChI key
QQOXNBRKDUFLHW-FSRHSHDFSA-N
SMILES string
O=P1([O-])O[C@H](COC(CCCCCCCCCCCCCCCC)=O)CO1.[NH4+]
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 1 mg (857324P-1mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 857324P
lipid type
phospholipids
cardiolipins
shipped in
dry ice
storage temp.
−20°C
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
17:0 Cyclic LPA or 1-heptadecanoyl-glycero-2,3-cyclic-phosphate (ammonium salt) has been used as an internal standard for the quantification of cyclic lysophosphatidic acid (LPA) esters 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.
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 (857324P-1mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
存储类别
11 - Combustible Solids
flash_point_f
No data available
flash_point_c
No data available
Standardization and Quantification of Lysophosphatidic Acid Compounds by Normal-Phase and Reversed-Phase Chromatography-Tandem Mass Spectrometry
Moore JD, et al.
Lysophospholipid Receptors: Signaling and Biochemistry, 137-137 (2013)
Standardization and Quantification of Lysophosphatidic Acid Compounds by Normal-Phase and Reversed-Phase Chromatography-Tandem Mass Spectrometry
Moore JD, et al.
Lysophospholipid Receptors: Signaling and Biochemistry, 137-137 (2013)
Standardization and Quantification of Lysophosphatidic Acid Compounds by Normal-Phase and Reversed-Phase Chromatography-Tandem Mass Spectrometry
Moore JD, et al.
Lysophospholipid Receptors: Signaling and Biochemistry, 137-137 (2013)
Cyclic phosphatidic acid elicits neurotrophin-like actions in embryonic hippocampal neurons.
Fujiwara Y, et al.
Journal of Neurochemistry, 87, 1272-1283 (2003)
Inhibition of cell proliferation by a unique lysophosphatidic acid, PHYLPA, isolated from Physarum polycephalum: signaling events of antiproliferative action by PHYLPA.
Murakami-Murofushi K, et al.
Cell Structure and Function, 18, 363-370 (1993)
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