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858125P

Avanti

18:1 Lyso PG

Avanti Research™ - A Croda Brand

Synonym(s):

1-oleoy-sn-glycero-3-phospho-(1′racglycerol) (sodium salt); PG(18:1(9Z)/0:0); 110714

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About This Item

Empirical Formula (Hill Notation):
C24H46O9PNa
CAS Number:
326495-24-3
Molecular Weight:
532.58
MDL number:
MFCD00674367
UNSPSC Code:
51191904
NACRES:
NA.25

Key Documents

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Product Name

18:1 Lyso PG, 1-oleoyl-2-hydroxy-sn-glycero-3-phospho-(1′-rac-glycerol) (sodium salt), powder

InChI

1S/C24H47O9P.Na/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-24(28)31-19-23(27)21-33-34(29,30)32-20-22(26)18-25;/h9-10,22-23,25-27H,2-8,11-21H2,1H3,(H,29,30);/q;+1/p-1/b10-9-;/t22?,23-;/m1./s1

InChI key

STLDIXSFXILIFT-AXFOVFEGSA-M

SMILES string

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

assay

>99% (LPG; may contain up to 10% of the 2-LPG isomer, TLC)

form

powder

packaging

pkg of 1 × 1 g (858125P-1g)
pkg of 5 × 100 mg (858125P-500mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 858125P

shipped in

dry ice

storage temp.

−20°C

Application

18:1 Lyso PG may be used:
  • for the preparation of liposomes
  • to determine the effects of phosphoglycerol(PG) and cardiolipin (CL) in F0F1 ATPase c subunit (F0-c) transformation
  • as an acyl acceptor to determine the substrate specificity of recombinant G0/G1 switch gene 2 (G0S2) for acyl acceptors

Biochem/physiol Actions

Lyso phosphoglycerol (Lyso PG) serves as a substrate for lysophosphatidylglycerol acyltransferase 1 (LPGAT1) for the synthesis of phosphoglycerol. Accumulation of lysophospholipids in bacterial membranes disturbs the membrane integrity due to its detergent-like physical property.

General description

18:1 Lyso phosphoglycerol is a lyso-phospholipid detergent. Lyso-phospholipids are synthesized in γ-proteobacteria. They are non bilayer- forming lipids, present in very minute amounts.

Packaging

5 mL Clear Glass Sealed Ampule (858125P-500mg)
60 mL Amber Wide Mouth Screw Cap Glass Bottle (858125P-1g)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

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Membrane insertion of F0 c subunit of F0F1 ATPase depends on glycolipozyme MPIase and is stimulated by YidC
Nishikawa H, et al.
Biochemical and Biophysical Research Communications, 487(2), 477-482 (2017)
Identification of an intrinsic lysophosphatidic acid acyltransferase activity in the lipolytic inhibitor G0/G1 switch gene 2 (G0S2)
Zhang X, et al.
Faseb Journal, 33(5), 6655-6666 (2019)
Lipid bilayer modules as determinants of K+ channel gating
Syeda R, et al.
Test, 289(7), 4233-4243 (2014)
Expression, purification and reconstitution of the C-terminal transmembrane domain of scavenger receptor BI into detergent micelles for NMR analysis
Chadwick A, et al.
Protein Expression and Purification, 107, 35-42 (2015)
Hideo Shindou et al.
The Journal of biological chemistry, 284(1), 1-5 (2008-08-23)
Cell membranes contain several classes of glycerophospholipids, which have numerous structural and functional roles in the cells. Polyunsaturated fatty acids, including arachidonic acid and eicosapentaenoic acid, are located at the sn-2 (but not sn-1)-position of glycerophospholipids in an asymmetrical manner.
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