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Merck
CN

840520P

Avanti

16:0 Lysyl PG

Avanti Polar Lipids

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别名:
Lysyl-DPPG
经验公式(希尔记法):
C44H89Cl2N2O11P
分子量:
924.06
UNSPSC代码:
51191904
NACRES:
NA.25

描述

1,2-dipalmitoyl-sn-glycero-3-[phospho-rac-(3-lysyl(1-glycerol))] (chloride salt)

检测方案

>99% (up to 15% acyl migration on lysine, TLC)

形式

powder

包装

pkg of 1 × 1 mg (840520P-1mg)
pkg of 1 × 5 mg (840520P-5mg)

制造商/商品名称

Avanti Polar Lipids

脂质类型

bioactive lipids
phospholipids

运输

dry ice

储存温度

−20°C

SMILES字符串

OC(COC([C@@](CCCC[NH3+])([H])[NH3+])=O)COP(O)(OC[C@]([H])(OC(CCCCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCCCC)=O)=O.[Cl-].[Cl-]

一般描述

Lysyl PG is one of the predominant lipid constituents of gram-positive bacteria and Enterococcus faecalis.

应用

16:0 Lysyl PG is suitable for use:
  • as a standard for lipidomics analysis by using three-dimensional hydrophilic interaction liquid chromatography-ion mobility-mass spectrometry (HILIC-IM-MS)
  • to analyse the influence of peptides on the phase transition behavior of lipids by fourier transform infrared spectroscopy
  • in the preparation of artificial vesicles modelled on the lipid composition of Staphylococcal membranes to study the effect of galloyl catechins

生化/生理作用

Lysyl phosphatidylglycerol (Lysyl-PG) is formed by lysinylation of PG in the presence of multiprotein resistance factor (MprF). MprF flips lysyl-PG from inner to outer membrane leaflet, increasing the positive charge on the membrane. Lysyl PG is essential for domain formation and antibiotic resistance.

包装

5 mL Amber Glass Screw Cap Vial (840520P-1mg)
5 mL Amber Glass Screw Cap Vial (840520P-5mg)

WGK

WGK 3

闪点(°F)

No data available

闪点(°C)

No data available

法规信息

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Diffraction studies on natural and model lipid bilayers
Sebastiani F, et al.
The European physical journal. C, Particles and fields, 213(1), 355-365 (2012)
Multiple peptide resistance factor (MprF)-mediated resistance of Staphylococcus aureus against antimicrobial peptides coincides with a modulated peptide interaction with artificial membranes comprising lysyl-phosphatidylglycerol
Andra J, et al.
Journal of Biochemistry and Molecular Biology Research, 286(21), 18692-18700 (2011)
Christian Sohlenkamp et al.
Molecular plant-microbe interactions : MPMI, 20(11), 1421-1430 (2007-11-06)
Lysyl-phosphatidylglycerol (LPG) is a well-known membrane lipid in several gram-positive bacteria but is almost unheard of in gram-negative bacteria. In Staphylococcus aureus, the gene product of mprF is responsible for LPG formation. Low pH-inducible genes, termed IpiA, have been identified
Staphylococcal phenotypes induced by naturally occurring and synthetic membrane-interactive polyphenolic beta-lactam resistance modifiers
Palacios L, et al.
Testing, 9(4), e93830-e93830 (2014)
Lucia Palacios et al.
PloS one, 9(4), e93830-e93830 (2014-04-05)
Galloyl catechins, in particular (-)-epicatechin gallate (ECg), have the capacity to abrogate β-lactam resistance in methicillin-resistant strains of Staphylococcus aureus (MRSA); they also prevent biofilm formation, reduce the secretion of a large proportion of the exoproteome and induce profound changes

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