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840857C

Avanti

16:0-18:1 PA

1-palmitoyl-2-oleoyl-sn-glycero-3-phosphate (sodium salt), chloroform

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Synonym(s):
1-hexadecanoyl-2--(9Z-octadecenoyl)-sn-glycero-3-phosphate (sodium salt); POPA; PA(16:0/18:1(9Z)); 110616
Empirical Formula (Hill Notation):
C37H70O8PNa
CAS Number:
169437-35-8
Molecular Weight:
696.91
NACRES:
NA.25

Assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 2.5 mL (840857C-25mg)
pkg of 2 × 4 mL (840857C-200mg)
pkg of 5 × 4 mL (840857C-500mg)

manufacturer/tradename

Avanti Polar Lipids 840857C

concentration

10 mg/mL (840857C-25mg)
25 mg/mL (840857C-200mg)
25 mg/mL (840857C-500mg)

lipid type

phospholipids
cardiolipins

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

InChI

1S/C37H71O8P.Na/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(39)45-35(34-44-46(40,41)42)33-43-36(38)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2;/h17-18,35H,3-16,19-34H2,1-2H3,(H2,40,41,42);/q;+1/p-1/b18-17-;/t35-;/m1./s1

InChI key

PPYXMAJBOKWTQX-RYRMQHSSSA-M

General description

16:0-18:1 PA (1-palmitoyl-2-oleoyl-sn-glycero-3-phosphate (sodium salt)/POPA) has eight oxygen atoms and one hydroxyl hydrogen atom. POPA is an anionic lipid.

Application

16:0-18:1 PA (1-palmitoyl-2-oleoyl-sn-glycero-3-phosphate (sodium salt)) has been used to study its effects on the monogalactosyldiacylglycerol (MGDG) synthase activity of chloroplast envelope and in liposome Pull-Down Assay with the C2-like domain of SEIPIN.

Biochem/physiol Actions

Phosphatidic acid (PA) serves as a precursor for phosphatidylcholine or phosphatidylserine. It is involved in influencing the membrane curvature and signaling.

Packaging

5 mL Clear Glass Sealed Ampule (840857C-200mg)
5 mL Clear Glass Sealed Ampule (840857C-25mg)
5 mL Clear Glass Sealed Ampule (840857C-500mg)

also commonly purchased with this product

Product No.
Description
Pricing

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

Target Organs

Central nervous system

Storage Class Code

6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 3

Flash Point(F)

does not flash

Flash Point(C)

does not flash

Regulatory Information

危险化学品
易制毒化学品（2类）

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Allison Dickey et al.
Biophysical journal, 95(6), 2636-2646 (2008-06-03)
To better understand bilayer property dependency on lipid electrostatics and headgroup size, we use atomistic molecular dynamics simulations to study negatively charged and neutral lipid membranes. We compare the negatively charged phosphatidic acid (PA), which at physiological pH and salt
Renhong Yan et al.
Developmental cell, 47(2), 248-256 (2018-10-09)
The biogenesis of lipid droplets (LDs) and the development of adipocytes are two key aspects of mammalian fat storage. SEIPIN, an integral membrane protein of the endoplasmic reticulum (ER), plays a critical role in both LD formation and adipogenesis. The
Bixia Zhang et al.
Plant physiology (2020-04-26)
Cinnamate 4-hydroxylase (C4H, CYP73A) is a cytochrome P450 monooxygenase associated externally with endoplasmic reticulum of plant cells. The enzyme uses NADPH-cytochrome P450 reductase (CPR) as a donor of electrons and hydroxylates cinnamic acid to form 4-coumaric acid in phenylpropanoid metabolism.
Nadezhda Y Davydova et al.
The Biochemical journal, 476(23), 3661-3685 (2019-11-22)
In this study, we investigate the ability of ethanol-inducible CYP2E1 to interact with other cytochrome P450 species and affect the metabolism of their substrates. As a model system, we used CYP2E1-enriched human liver microsomes (HLM) obtained by the incorporation of
R J Perrin et al.
The Journal of biological chemistry, 275(44), 34393-34398 (2000-08-23)
alpha-Synuclein has been centrally implicated in neurodegenerative disease, and a normal function in developmental synaptic plasticity has been suggested by studies in songbirds. A variety of observations suggest the protein partitions between membrane and cytosol, a behavior apparently conferred by
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