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Merck

857323P

Avanti

16:0 Cyclic LPA

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

Sinónimos:

1-hexadecanoyl-sn-glycero-2,3-cyclic-phosphate (ammonium salt); cPA; cLPA

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About This Item

Fórmula empírica (notación de Hill):
C19H40NO6P
Número de CAS:
Peso molecular:
409.50
UNSPSC Code:
51191904
NACRES:
NA.25

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 mg (857323P-1mg)

manufacturer/tradename

Avanti Research - A Croda Brand 857323P

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

O=P1([O-])O[C@H](COC(CCCCCCCCCCCCCCC)=O)CO1.[NH4+]

Categorías relacionadas

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. 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.

Application

16:0 Cyclic LPA may be used for the extraction recovery of cyclic phosphatidic acid (cPA) at different pH conditions using Bligh-Dyer method.

Packaging

5 mL Amber Glass Screw Cap Vial (857323P-1mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3


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Certificados de análisis (COA)

Lot/Batch Number

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Quantitative determination of cyclic phosphatidic acid in human serum by LC/ESI/MS/MS
Shan L, et al.
Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences, 862(1-2), 161-167 (2008)
Naturally occurring analogs of lysophosphatidic acid elicit different cellular responses through selective activation of multiple receptor subtypes.
Fischer DL, et al.
Molecular Pharmacology, 54, 979-988 (1998)
Inhibition of tumor invasion and metastasis by a novel lysophosphatidic acid (cyclic LPA).
Mukai M, et al.
International Journal of Cancer. Journal International Du Cancer, 81, 918-922 (1999)
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)
Cyclic phosphatidic acid elicits neurotrophin-like actions in embryonic hippocampal neurons.
Fujiwara Y, et al.
Journal of Neurochemistry, 87, 1272-1283 (2003)

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