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Merck
CN

857328P

Avanti

18:1 Cyclic LPA

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

别名:

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

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About This Item

经验公式(希尔记法):
C21H42NO6P
分子量:
435.54
UNSPSC代码:
51191904
NACRES:
NA.25

检测方案

>99% (TLC)

形式

powder

包装

pkg of 1 × 1 mg (857328P-1mg)

制造商/商品名称

Avanti Research - A Croda Brand 857328P

脂质类型

cardiolipins
phospholipids

运输

dry ice

储存温度

−20°C

SMILES字符串

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

一般描述

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.

应用

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.

包装

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

法律信息

Avanti Research is a trademark of Avanti Polar Lipids, LLC

储存分类代码

11 - Combustible Solids

WGK

WGK 3


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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, 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
Cyclic phosphatidic acid elicits neurotrophin-like actions in embryonic hippocampal neurons.
Fujiwara Y, et al.
Journal of Neurochemistry, 87, 1272-1283 (2003)
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
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

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