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Merck

840475P

Avanti

18:1 (Δ9-Cis) PG

Avanti Research - A Croda Brand

Sinónimos:

1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1′racglycerol) (sodium salt); DOPG; PG(18:1(9Z)/18:1(9Z))

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About This Item

Fórmula empírica (notación de Hill):
C42H78O10PNa
Número de CAS:
Peso molecular:
797.03
MDL number:
UNSPSC Code:
51191904
NACRES:
NA.25
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description

1,2-dioleoyl-sn-glycero-3-phospho-(1′-rac-glycerol) (sodium salt)

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 g (840475P-1g)
pkg of 2 × 100 mg (840475P-200mg)
pkg of 5 × 100 mg (840475P-500mg)
pkg of 1 × 25 mg (840475P-25mg)

manufacturer/tradename

Avanti Research - A Croda Brand

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

InChI

1S/C42H79O10P.Na/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(45)49-37-40(38-51-53(47,48)50-36-39(44)35-43)52-42(46)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2;/h17-20,39-40,43-44H,3-16,21-38H2,1-2H3,(H,47,48);/q;+1/p-1/b19-17-,20-18-;/t39?,40-;/m

Inchi Key

IUVFCFQZFCOKRC-IPKKNMRRSA-M

General description

Phosphoglyceride (PG) are also referred as glycerophospholipid. It is an important component of membrane bilayers. It has three-carbon backbone of glycerol, two long-chain fatty acids, esterified to hydroxyl groups on carbons 1 and 2 of the glycerol and phosphoric acid esterified to the C3 hydroxyl group of glycerol.[1] It is found at high levels in the membranes of all cells and at low levels in fat stores.[2] 1,2-dioleoyl-sn-glycero-3-phospho-(1′-rac-glycerol) (DOPG)/18:1 (Δ9-Cis) PG has two hydroxyl groups in its head group. It is an anionic lipid.[3]

Application

18:1 (Δ9-Cis) PG has been used:
  • in the preparation of giant unilamellar vesicle (GUV)[4]
  • in the preparation 200 nm large unilamellar vesicles (LUV)[5]
  • as a supplement in native macrophage membranes to generate membrane liposomes with an artificially modified electrical charge[6]

Biochem/physiol Actions

Phosphoglycerides (PG)/glycerophospholipids play a key role in cell signaling systems. It also serves as an anchor for proteins in cell membranes.[2]

Packaging

5 mL Clear Glass Sealed Ampule (840475P-200mg)
5 mL Clear Glass Sealed Ampule (840475P-25mg)
5 mL Clear Glass Sealed Ampule (840475P-500mg)
60 mL Amber Wide Mouth Screw Cap Glass Bottle (840475P-1g)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3


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Membrane Structure and Dynamics
Cell Biology, 227- 239 (2017)
Lipids
Medical Biochemistry, 99- 119 (2017)
Isoeugenol has a non-disruptive detergent-like mechanism of action
Hyldgaard M, et al.
Frontiers in Microbiology, 6, 754-754 (2015)
Tripartite Chimeras Comprising Functional Domains Derived from the Cytosolic NADPH Oxidase Components p47phox, p67phox, and Rac1 Elicit Activator-independent Superoxide Production by Phagocyte Membranes AN ESSENTIAL ROLE FOR ANIONIC MEMBRANE PHOSPHOLIPIDS
Berdichevsky Y, et al.
The Journal of biological chemistry, 282(30), 22122- 22139 (2007)
Morten Hyldgaard et al.
Frontiers in microbiology, 6, 754-754 (2015-08-19)
Isoeugenol is an essential oil constituent of nutmeg, clove, and cinnamon. Despite isoeugenol's promising antimicrobial activity, no studies have yet investigated its mode of antibacterial action at the molecular level. The aim of this study is to clarify isoeugenol's antibacterial

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