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840857P

Avanti

16:0-18:1 PA

powder

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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

description

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

Assay

>99% (TLC)

form

powder

packaging

pkg of 2 × 100 mg (840857P-200mg)
pkg of 5 × 100 mg (840857P-500mg)
pkg of 1 × 25 mg (840857P-25mg)

manufacturer/tradename

Avanti Polar Lipids

lipid type

cardiolipins
phospholipids

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

Phosphatidic acid (PA), the smallest and simplest phospholipid is produced from phosphatidylcholine with the help of phospholipase D. This glycerophospholipid is an ester of glycerol, which possess two long-chain fatty acids (LCFAs) at C1 and C2 and phosphoric acid at C3 positions.

Application

16:0-18:1 PA is suitable for use
  • in liposomes preparation
  • for lipid extraction of mitochondria
  • to generate multilamellar phospholipid vesicles

Biochem/physiol Actions

Phosphatidic acid (PA) may induce negative curvature in the cytoplasmic leaflet of the plasma membrane, which enables the development of the hemi fusion intermediates, that is essential for the fusion of two membranes.

Packaging

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Membrane polar lipids
Stillwell W
An Introduction to Biological Membranes: Composition, Structure and Function, 63-87 (2016)
Muscle Lipid Metabolism
Muscle and Exercise Physiology, 271-284 (2019)
The Molecular Mechanisms Underlying Synaptic Transmission: A View of the Presynaptic Terminal
The synapse : structure and function, 1(2), 21-109 (2014)
Surfactant protein A (SP-A) binds to phosphatidylserine and competes with annexin V binding on late apoptotic cells
Jakel A, et al.
Protein & cell, 1(2), 188-197 (2010)
Mitochondrial translocation of alpha-synuclein is promoted by intracellular acidification
Cole NB, et al.
Experimental Cell Research, 314(10), 2076-2089 (2008)
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