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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
CAS号:
799268-72-7
分子量:
435.54
UNSPSC代码:
51191904
NACRES:
NA.25
价格与库存信息目前不能提供

方案

>99% (TLC)

表单

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+]

InChI

1S/C21H39O6P.H3N/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(22)25-18-20-19-26-28(23,24)27-20;/h9-10,20H,2-8,11-19H2,1H3,(H,23,24);1H3/b10-9-;/t20-;/m1./s1

InChI key

BQDHONSGIYYBPK-JGSYTFBMSA-N

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,[1] induction of stress fiber formation,[2] inhibition of tumor cell invasion and metastasis,[3] and regulation of differentiation and survival of neuronal cells.[4]
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.[5] It has also been used for the extraction recovery of cyclic phosphatidic acid (cPA) at different pH conditions using Bligh−Dyer method.[6]

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

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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油酰基-L-α-溶血磷脂酸 钠盐 ≥98%, solid

Sigma-Aldrich

L7260

油酰基-L-α-溶血磷脂酸 钠盐

Sigma-Aldrich

Sigma-Aldrich

04482

DEAE 葡聚糖

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)
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)
D J Fischer et al.
Molecular pharmacology, 54(6), 979-988 (1998-12-18)
Lysophosphatidic acid (LPA), plasmalogen-glycerophosphate (alkenyl-GP) and, cyclic-phosphatidic acid (cyclic-PA) are naturally occurring phospholipid growth factors (PLGFs). PLGFs elicit diverse biological effects via the activation of G protein-coupled receptors in a variety of cell types. In NIH3T3 fibroblasts, LPA and alkenyl-GP
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