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Merck
CN

74384

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

≥98.0% (TLC)

Synonym(s):

(9Z)-9-Octadecenoic acid 1-[[[(2,3-dihydroxypropoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl ester monosodium salt, 1,2-Di(9Z-octadecenoyl)-sn-glycero-3-phospho-(1′-rac-glycerol) sodium salt, L-α-Phosphatidyl-DL-glycerol, dioleoyl, L-α-Phosphatidyl-DL-glycerol, dioleoyl sodium salt, DOPG-Na, PG(18:1(9Z)/18:1(9Z))

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About This Item

Linear Formula:
C42H78O10PNa
CAS Number:
67254-28-8
Molecular Weight:
797.03
UNSPSC Code:
51191904
PubChem Substance ID:
329765660
NACRES:
NA.85

Key Documents

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SMILES string

[Na].CCCCCCCC\C=C\CCCCCCCC(=O)OCC(COP(O)(=O)OCC(O)CO)OC(=O)CCCCCCC\C=C\CCCCCCCC

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-;/m1./s1

InChI key

IUVFCFQZFCOKRC-IPKKNMRRSA-M

biological source

synthetic

assay

≥98.0% (TLC)

form

powder

functional group

phospholipid

lipid type

phosphoglycerides

storage temp.

−20°C

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General description

The lipid DOPG has significant influence on multidrug transport. The DOPG membrane content can alter substrate transport of small multidrug transporters (SMR) proteins by an order of magnitude.

Biochem/physiol Actions

Remodeling of diacylphosphatidylglycerols by transesterification was studied in a phosphatidylglycerol-deficient microbe grown with exogenous DOPG.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

PG(18:1(9Z)/18:1(9Z))

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG8359
BCCF4100
BCCD1769
BCCB3647
BCCB0577

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Hajnalka Laczko-Dobos et al.
Biochimica et biophysica acta, 1801(2), 163-170 (2009-10-28)
The phosphatidylglycerol deficient DeltapgsA mutant of Synechocystis PCC6803 provided a unique experimental system for investigating in vivo retailoring of exogenously added dioleoylphosphatidylglycerol in phosphatidylglycerol-depleted cells. Gas chromatographic analysis of fatty acid composition suggested that diacyl-phosphatidylglycerols were synthesized from the artificial
Agnieszka Esseling-Ozdoba et al.
Plant physiology, 147(4), 1699-1709 (2008-06-28)
The cell plate is the new cell wall, with bordering plasma membrane, that is formed between two daughter cells in plants, and it is formed by fusion of vesicles (approximately 60 nm). To start to determine physical properties of cell
Kalypso Charalambous et al.
BMC biochemistry, 9, 31-31 (2008-11-27)
Membrane proteins are influenced by their surrounding lipids. We investigate the effect of bilayer composition on the membrane transport activity of two members of the small multidrug resistance family; the Escherichia coli transporter, EmrE and the Mycobacterium tuberculosis, TBsmr. In
Anan Yaghmur et al.
PloS one, 3(4), e2072-e2072 (2008-05-01)
Awad et al. reported on the Ca(2+)-induced transitions of dioleoyl-phosphatidylglycerol (DOPG)/monoolein (MO) vesicles to bicontinuous cubic phases at equilibrium conditions. In the present study, the combination of rapid mixing and time-resolved synchrotron small-angle X-ray scattering (SAXS) was applied for the
Kaichiro Endo et al.
Photosynthesis research, 139(1-3), 267-279 (2018-07-25)
X-ray crystallographic analysis (1.9-Å resolution) of the cyanobacterial photosystem II (PSII) dimer showed the presence of five phosphatidylglycerol (PG) molecules per reaction center. One of the PG molecules, PG772, is located in the vicinity of the QB-binding site. To investigate

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