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Merck

840475P

Avanti

18:1 (Δ9-Cis) PG

Avanti Research - A Croda Brand

Sinônimo(s):

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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Sobre este item

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

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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

SMILES string

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

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

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

Classe de armazenamento

11 - Combustible Solids

wgk

WGK 3


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Certificados de análise (COA)

Lot/Batch Number

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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)
Using protein-fatty acid complexes to improve vitamin D stability
Pedersen JN, et al.
Journal of Dairy Science, 99(10), 7755-7767 (2016)
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)

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