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Merck
CN

LM1701

Avanti

17:1 Lyso PA

Avanti Research™ - A Croda Brand

Synonym(s):

1-(10Z-heptadecenoyl)-sn-glycero-3-phosphate (ammonium salt)

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About This Item

Empirical Formula (Hill Notation):
C20H42NO7P
CAS Number:
1246298-35-0
Molecular Weight:
439.52
UNSPSC Code:
51191904
NACRES:
NA.25

Key Documents

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Product Name

17:1 Lyso PA, Avanti Research™ - A Croda Brand

InChI

1S/C20H39O7P.H3N/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20(22)26-17-19(21)18-27-28(23,24)25;/h7-8,19,21H,2-6,9-18H2,1H3,(H2,23,24,25);1H3/b8-7-;/t19-;/m1./s1

InChI key

LBIQHMMMFNLTFC-FROQVYCJSA-N

SMILES string

O[C@](COP([O-])(O)=O)([H])COC(CCCCCCCC/C=C\CCCCCC)=O.[NH4+]

assay

>99% (TLC)

form

methanol solution

packaging

pkg of 1 × 1 mL (LM1701-1EA)

manufacturer/tradename

Avanti Research™ - A Croda Brand

concentration

~10 μg/mL (Refer to C of A for lot specific concentration. )

application(s)

lipidomics
metabolomics

shipped in

dry ice

storage temp.

−20°C

Application

17:1 Lyso PA or 1-(10Z-heptadecenoyl)-sn-glycero-3-phosphate (ammonium salt) has been used as an internal standard for unsaturated lysophosphatidic acid (LPA) ester and cyclic LPA ethers in reversed-phase ultra-performance liquid chromatography-tandem mass spectrometry (UPLC/MS/MS).

Biochem/physiol Actions

Lysophosphatidic acid (Lyso PA) is considered as a biological modulator of various functions in the cell. It is a potent signaling molecule with growth-factor-like actions. Lyso PA regulates cell proliferation, survival, cytoskeletal modification and calcium influx. It is associated with smooth-muscle contraction and platelet aggregation. It is also known to regulate blood pressure. Lyso PA possess extensive biological actions and is involved in the progression of several human cancer.

General description

Lysophosphatidic acid (Lyso PA) is a water-soluble lipid, localized to all cells and tissues in mammals.

Packaging

2 mL Amber Glass Sealed Ampule (LM1701-1EA)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1

target_organs

Eyes

Storage Class

3 - Flammable liquids

wgk

WGK 2

flash_point_f

49.5 °F - closed cup

flash_point_c

9.7 °C - closed cup

Regulatory Information

危险化学品
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Gordon B Mills et al.
Nature reviews. Cancer, 3(8), 582-591 (2003-08-02)
The bioactive phospholipid lysophosphatidic acid (LPA) stimulates cell proliferation, migration and survival by acting on its cognate G-protein-coupled receptors. Aberrant LPA production, receptor expression and signalling probably contribute to cancer initiation, progression and metastasis. The recent identification of ecto-enzymes that
Mu-En Lin et al.
Prostaglandins & other lipid mediators, 91(3-4), 130-138 (2010-03-25)
Lysophosphatidic acid (LPA), a water-soluble phospholipid, has gained significant attention in recent years since the discovery that it acts as a potent signaling molecule with wide-ranging effects on many different target tissues. There are currently five identified G protein-coupled receptors
T Sasagawa et al.
Journal of nutritional science and vitaminology, 44(6), 809-818 (1999-04-10)
Abnormal phospholipid metabolism may play an important role in the progression of atherosclerosis in renal failure. We analyzed plasma phospholipid and lysophospholipid contents and fatty acid composition in the phospholipids of 18 patients with renal failure on hemodialysis (HD) and
Andrew Draganski et al.
The journal of sexual medicine, 15(5), 645-653 (2018-04-28)
Curcumin, a naturally occurring anti-inflammatory compound, has shown promise in pre-clinical studies to treat erectile dysfunction (ED) associated with type-1 diabetes. However, poor bioavailability following oral administration limits its efficacy. The present study evaluated the potential of topical application of

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