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840520P

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16:0 Lysyl PG

Avanti Research™ - A Croda Brand

Sinonimo/i:

Lysyl-DPPG

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CHF 262.00
5 MG
CHF 595.00

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1 MG
CHF 262.00
5 MG
CHF 595.00

About This Item

Formula empirica (notazione di Hill):
C44H89Cl2N2O11P
Numero CAS:
1246303-06-9
Peso molecolare:
924.06
Codice UNSPSC:
51191904
NACRES:
NA.25

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Descrizione

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

Saggio

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

Stato

powder

Confezionamento

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

Produttore/marchio commerciale

Avanti Research™ - A Croda Brand

Tipo di lipide

bioactive lipids
phospholipids

Condizioni di spedizione

dry ice

Temperatura di conservazione

−20°C

Stringa SMILE

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

InChI

1S/C44H87N2O11P.2ClH/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32-42(48)53-37-40(57-43(49)33-28-26-24-22-20-18-16-14-12-10-8-6-4-2)38-56-58(51,52)55-36-39(47)35-54-44(50)41(46)31-29-30-34-45;;/h39-41,47H,3-38,45-46H2,1-2H3,(H,51,52);2*1H/t39?,40-,41+;;/m1../s
CDKVLSICTGSTLD-WEQCYVBHSA-N

Descrizione generale

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

Applicazioni

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)[1]
  • to analyse the influence of peptides on the phase transition behavior of lipids by fourier transform infrared spectroscopy[2]
  • in the preparation of artificial vesicles modelled on the lipid composition of Staphylococcal membranes to study the effect of galloyl catechins[3]

Azioni biochim/fisiol

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.[1] Lysyl PG is essential for domain formation and antibiotic resistance.[4]

Confezionamento

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

Note legali

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

No data available

Punto d’infiammabilità (°C)

No data available

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Certificati d'analisi (COA)

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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)
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
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
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