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857324P

Avanti

17:0 Cyclic LPA

Avanti Research - A Croda Brand 857324P, powder

同義詞:

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

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About This Item

經驗公式(希爾表示法):
C20H42NO6P
CAS號碼:
分子量::
423.52
分類程式碼代碼:
51191904
NACRES:
NA.25

化驗

>99% (TLC)

形狀

powder

包裝

pkg of 1 × 1 mg (857324P-1mg)

製造商/商標名

Avanti Research - A Croda Brand 857324P

脂質類型

phospholipids
cardiolipins

運輸包裝

dry ice

儲存溫度

−20°C

SMILES 字串

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

InChI

1S/C20H39O6P.H3N/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20(21)24-17-19-18-25-27(22,23)26-19;/h19H,2-18H2,1H3,(H,22,23);1H3/t19-;/m1./s1

InChI 密鑰

QQOXNBRKDUFLHW-FSRHSHDFSA-N

一般說明

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.

應用

17:0 Cyclic LPA or 1-heptadecanoyl-glycero-2,3-cyclic-phosphate (ammonium salt) has been used as an internal standard for the quantification of cyclic lysophosphatidic acid (LPA) esters in proton samples using reversed-phase ultra-performance liquid chromatography-tandem mass spectrometer (UPLC-MS/MS).

生化/生理作用

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.

包裝

5 mL Amber Glass Screw Cap Vial (857324P-1mg)

法律資訊

Avanti Research is a trademark of Avanti Polar Lipids, LLC

儲存類別代碼

11 - Combustible Solids

閃點(°F)

No data available

閃點(°C)

No data available


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

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