857225P
Avanti
C16 Cyclic LPA
1-O-hexadecyl-sn-glycero-2,3-cyclic-phosphate (ammonium salt), powder
Sinônimo(s):
1-hexadecyl-sn-glycero-2,3-cyclic-phosphate (ammonium salt)
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About This Item
Fórmula empírica (Notação de Hill):
C19H42NO5P
Número CAS:
Peso molecular:
395.51
Código UNSPSC:
51191904
NACRES:
NA.25
Produtos recomendados
Ensaio
>99% (TLC)
forma
powder
embalagem
pkg of 1 × 1 mg (857225P-1mg)
fabricante/nome comercial
Avanti Research™ - A Croda Brand 857225P
tipo de lipídio
phospholipids
cardiolipins
Condições de expedição
dry ice
temperatura de armazenamento
−20°C
cadeia de caracteres SMILES
O=P1([O-])O[C@H](COCCCCCCCCCCCCCCCC)CO1.[NH4+]
Descrição geral
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.
Aplicação
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).
Ações bioquímicas/fisiológicas
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.
Embalagem
5 mL Amber Glass Screw Cap Vial (857225P-1mg)
Informações legais
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Código de classe de armazenamento
11 - Combustible Solids
Classe de risco de água (WGK)
WGK 3
Certificados de análise (COA)
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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)
Yuko Fujiwara
Biochimica et biophysica acta, 1781(9), 519-524 (2008-06-17)
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
K Murakami-Murofushi et al.
Cell structure and function, 18(5), 363-370 (1993-10-01)
The unique Physarum lysophosphatidic acid, PHYLPA, having a cyclopropane in the fatty acid moiety and a cyclic phosphate at C-2 and C-3 positions of the glycerol, inhibited proliferation of human fibroblast cells, TIG-3 and TIG-7, which were cultured in a
M Mukai et al.
International journal of cancer, 81(6), 918-922 (1999-06-11)
Fetal calf serum (FCS) and 1-oleoyl lysophosphatidic acid (LPA) were previously found to be potent inducers of invasion (transcellular migration) in an in vitro system. A novel LPA, composed of cyclic phosphate and cyclopropane-containing hexadecanoic acid (PHYLPA), first isolated from
Yuko Fujiwara et al.
Journal of neurochemistry, 87(5), 1272-1283 (2003-11-19)
Cyclic phosphatidic acid (cPA; 1-acyl-sn-glycerol-2,3-cyclic phosphate) is an analog of the growth factor-like phospholipid mediator lysophosphatidic acid (LPA). As brain tissue is the richest source of cPA we tested its effects on hippocampal neurons from day 16/17 embryonic rat cultured
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