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857328P

Avanti

18:1 Cyclic LPA

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

Synonyme(s) :

1-(9Z-octadecenoyl)-sn-glycero-2,3-cyclic-phosphate (ammonium salt)

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About This Item

Formule empirique (notation de Hill):
C21H42NO6P
Numéro CAS:
799268-72-7
Poids moléculaire :
435.54
Code UNSPSC :
51191904
Nomenclature NACRES :
NA.25

Pureté

>99% (TLC)

Forme

powder

Conditionnement

pkg of 1 × 1 mg (857328P-1mg)

Fabricant/nom de marque

Avanti Research™ - A Croda Brand 857328P

Type de lipide

cardiolipins
phospholipids

Conditions d'expédition

dry ice

Température de stockage

−20°C

Chaîne SMILES 

O=C(CCCCCCC/C=C\CCCCCCCC)OC[C@@H]1COP(O1)([O-])=O.[NH4+]

Catégories apparentées

Description générale

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

18:1 Cyclic LPA has been used for the preparation of liposomes. It has also been used for the extraction recovery of cyclic phosphatidic acid (cPA) at different pH conditions using Bligh−Dyer method.

Conditionnement

5 mL PTFE Vial with Screw Cap (857328P-1mg)

Informations légales

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Certificats d'analyse (COA)

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Oleoyl-L-α-lysophosphatidic acid sodium salt ≥98%, solid

Sigma-Aldrich

L7260

Oleoyl-L-α-lysophosphatidic acid sodium salt

Sigma-Aldrich

Sigma-Aldrich

04482

DEAE-Dextran

Quantitative determination of cyclic phosphatidic acid in human serum by LC/ESI/MS/MS
Shan L, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 862(1-2), 161-167 (2008)
Kitti Koprivanacz et al.
Cellular signalling, 32, 66-75 (2017-01-21)
Src homology 3 or SH3 domains constitute one of the most common protein domains in signal transduction, generally characterized by their binding to proline-rich sequences on interacting signaling proteins. Caskin1, a scaffold protein regulating cortical actin filaments, enriched in neural
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)
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