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Merck
CN

857225P

Avanti

C16 Cyclic LPA

Avanti Research - A Croda Brand

别名:

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

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关于此项目

经验公式(希尔记法):
C19H42NO5P
化学文摘社编号:
分子量:
395.51
UNSPSC Code:
51191904
NACRES:
NA.25
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产品名称

C16 Cyclic LPA, 1-O-hexadecyl-sn-glycero-2,3-cyclic-phosphate (ammonium salt), powder

InChI key

ACJRKXHGGHOLQE-FSRHSHDFSA-N

SMILES string

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

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

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

存储类别

11 - Combustible Solids

wgk

WGK 3


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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)
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)
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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