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Merck
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830845P

Avanti

14:0 PA

Avanti Research™ - A Croda Brand

Synonym(s):

1,2-ditetradecanoyl-sn-glycero-3-phosphate (sodium salt); DMPA; PA(14:0/14:0)

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About This Item

Empirical Formula (Hill Notation):
C31H60O8PNa
CAS Number:
80724-31-8
Molecular Weight:
614.77
MDL number:
MFCD00153886
UNSPSC Code:
51191904
NACRES:
NA.25

Key Documents

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Product Name

14:0 PA, Avanti Research™ - A Croda Brand

form

powder

SMILES string

[Na+].[P](=O)([O-])(OC[C@H](OC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCC)O

InChI

1S/C31H61O8P.Na/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(32)37-27-29(28-38-40(34,35)36)39-31(33)26-24-22-20-18-16-14-12-10-8-6-4-2;/h29H,3-28H2,1-2H3,(H2,34,35,36);/q;+1/p-1/t29-;/m1./s1

InChI key

UBSPGYHFNIKQIP-XXIQNXCHSA-M

description

1,2-dimyristoyl-sn-glycero-3-phosphate (sodium salt)

assay

>99% (TLC)

packaging

pkg of 1 × 200 mg (830845P-200mg)
pkg of 1 × 25 mg (830845P-25mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand

lipid type

phospholipids
cardiolipins

shipped in

dry ice

storage temp.

−20°C

Application

14:0 PA may be used to prepare liposomes. It may also be used as a phospholipid (PL) standard to quantify phosphatidic acid (PA).

Biochem/physiol Actions

Phosphatidic acid might serve as a modulator of phagocyte respiratory burst. It also acts as a precursor of diacylglycerol and lysophosphatidic acid.

General description

Phosphatidic acid is obtained from glycerophospholipid with the help of phospholipase D. 14:0 PA/a negatively charged 1,2-dimyristoyl-sn-glycero-3-phosphate (DMPA) carries a phosphoric acid head group.

Packaging

5 mL Amber Glass Screw Cap Vial (830845P-200mg)
5 mL Amber Glass Screw Cap Vial (830845P-25mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Wenjie Wang et al.
The journal of physical chemistry. B, 116(24), 7213-7220 (2012-05-23)
Although a minor component of the lipidome, phosphatidic acid (PA) plays a crucial role in nearly all signaling pathways involving cell membranes, in part because of its variable electrical charge in response to environmental conditions. To investigate how charge is
Extraction and profiling of plant polar glycerol lipids
Liu, Yu and Wang, Xuemin
Bio-protocol (2016)
Encapsulation and release of a hydrophobic drug from hydroxyapatite coated liposomes
Xu Q, et al.
Biomaterials, 28(16), 2687-2694 (2007)
Chiaki Murakami et al.
The Journal of biological chemistry, 295(10), 2932-2947 (2020-01-26)
The δ isozyme of diacylglycerol kinase (DGKδ) plays critical roles in lipid signaling by converting diacylglycerol (DG) to phosphatidic acid (PA). We previously demonstrated that DGKδ preferably phosphorylates palmitic acid (16:0)- and/or palmitoleic acid (16:1)-containing DG molecular species, but not
Glycerolipids in signal transduction
Lambeth JD and Ryu SH
New comprehensive biochemistry, 31, 237-255 (1996)
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