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857130P

Avanti

18:1 Lyso PA

Avanti Research™ - A Croda Brand

Szinonimák:

oleoyl lysophosphatidic acid; 1-(9Z-octadecenoyl)-sn-glycero-3-phosphate (sodium salt); PA(18:1(9Z)/0:0); 18:1 LPA; o-LPA; 110681

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About This Item

Tapasztalati képlet (Hill-képlet):
C21H40O7PNa
CAS-szám:
325465-93-8
Molekulatömeg:
458.50
MDL-szám:
MFCD00133427
UNSPSC kód:
51191904
NACRES:
NA.25

leírás

1-oleoyl-2-hydroxy-sn-glycero-3-phosphate (sodium salt)

Teszt

>99% (LPA; may contain up to 10% of the 2-LPA isomer, TLC)

Forma

powder

kiszerelés

pkg of 1 × 1 g (857130P-1g)
pkg of 2 × 100 mg (857130P-200mg)
pkg of 1 × 25 mg (857130P-25mg)

gyártó/kereskedő neve

Avanti Research™ - A Croda Brand

lipidtípus

cardiolipins
phospholipids

kiszállítva

dry ice

tárolási hőmérséklet

−20°C

SMILES string

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

InChI

1S/C21H41O7P.Na/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)27-18-20(22)19-28-29(24,25)26;/h9-10,20,22H,2-8,11-19H2,1H3,(H2,24,25,26);/q;+1/p-1/b10-9-;/t20-;/m1./s1

Nemzetközi kémiai azonosító kulcs

XGRLSUFHELJJAB-JGSYTFBMSA-M

Általános leírás

Lysophosphatidic acid (LPA) belongs to a class of phospholipids, which has a glycerol backbone attached through a phosphate group, an aliphatic chain and a hydroxyl group. The phosphate group is linked to the sn-3 position and the aliphatic chain is linked to either sn-1 or sn-2 position. The hydroxyl group is connected to the remaining sn-1 or sn-2 position.

Alkalmazás

18:1 Lyso PA or 1-oleoyl-2-hydroxy-sn-glycero-3-phosphate has been used: to study its effects on intracellular calcium concentration [Ca2+]i transient in pheochromocytoma cell 12 (PC12) cells and primary astrocytes. It has also been used to study its effects on blood glucose level and physical endurance in fasted mice.

Biokémiai/fiziológiai hatások

Biological responses to LPA: Cell Proliferation, Inhibition of differentiation (neuroblastoma cells, myoblasts), Platelet aggregation, Smooth muscle contraction, Neurotransmitter release, Stress fibre formation/cell rounding/neurite retraction, Cell-surface-fibronectin binding, Tumor cell invasion, Chemotaxis (dictyostelium amoebae), Cl--mediated membrane depolarization (fibroblasts), Inhibition of connexin 43 based cell-cell communication, Increased tight junction permeability (brain endothelial cells). Note: The bioactivity of LPA appears to require long (i.e., C16 to C18) acyl carbon chains of the type usually found associated with membrane lipids although optimum requirements for a single type of acyl carbon chain are not universal. The bioactivity decreases with shorter chain length. In serum, oleoyl and palmitoyl fatty acid containing LPA are the predominant species.

Kiszerelés

5 mL Clear Glass Sealed Ampule (857130P-200mg)
5 mL Clear Glass Sealed Ampule (857130P-25mg)
60 mL Amber Wide Mouth Screw Cap Glass Bottle (857130P-1g)

Jogi információk

Avanti Research is a trademark of Avanti Polar Lipids, LLC

gyakran vásárolják ezzel a termékkel együtt

Product No.
Leírás
Árazás

Tárolási osztály kódja

11 - Combustible Solids

WGK

WGK 3

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Analitikai tanúsítványok (COA)

Lot/Batch Number

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Dokumentumtár megtekintése

Byung-Hwan Lee et al.
Neuroscience letters, 612, 256-260 (2015-12-27)
Ginseng has a long history of use as a tonic for restoration of vigor. One example of ginseng-derived tonic effect is that it can improve physical stamina under conditions of stress. However, the active ingredient and the underlying molecular mechanism
Synthesis of sphingosine analogues: stereoselective synthesis of 3-deoxysphingosine and cis-isomers.
T Kawate et al.
Chemical & pharmaceutical bulletin, 45(12), 2116-2118 (1998-01-20)
Vishal Kumar Gupta et al.
Apoptosis : an international journal on programmed cell death, 25(1-2), 135-150 (2019-12-24)
Lysophosphatidic acid (LPA) is a bioactive lipid, which plays an indispensable role in various physiological and pathological processes. Moreover, an elevated level of LPA has been observed in malignancies of different origins and implicated in their progression via modulation of
Yunzhou Dong et al.
Mediators of inflammation, 2017, 2754756-2754756 (2017-03-30)
Lysophosphatidic acid (LPA), a naturally occurring bioactive phospholipid, activates G protein-coupled receptors (GPCRs), leading to regulation of diverse cellular events including cell survival and apoptosis. Despite extensive studies of the signaling pathways that mediate LPA-regulated cell growth and survival, the
Ethan Sagher et al.
Cancer cell international, 14, 75-75 (2014-10-18)
The small molecule NSC676914A was previously identified as an NF-κB inhibitor in TPA-stimulated HEK293 cells (Mol Can Ther 8:571-581, 2009). We hypothesized that this effect would also be seen in ovarian cancer cells, and serve as its mechanism of cytotoxicity.
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