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840520P

Avanti

16:0 Lysyl PG

Avanti Research™ - A Croda Brand

Synonyme(s) :

Lysyl-DPPG

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About This Item

Formule empirique (notation de Hill):
C44H89Cl2N2O11P
Numéro CAS:
1246303-06-9
Poids moléculaire :
924.06
Code UNSPSC :
51191904
Nomenclature NACRES :
NA.25

Description

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

Pureté

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

Forme

powder

Conditionnement

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

Fabricant/nom de marque

Avanti Research™ - A Croda Brand

Type de lipide

bioactive lipids
phospholipids

Conditions d'expédition

dry ice

Température de stockage

−20°C

Chaîne SMILES 

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

Description générale

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

Application

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

Actions biochimiques/physiologiques

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.

Conditionnement

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

Informations légales

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

No data available

Point d'éclair (°C)

No data available

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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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)
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)
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
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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