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850356C

Avanti

4ME 16:0 PC

Avanti Research - A Croda Brand

Synonym(s):

1,2-di-(3,7,11,15-tetramethylhexadecanoyl)-sn-glycero-3-phosphocholine; PC(16:0(3me,7me,11me,15me)/16:0(3me,7me,11me,15me))

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About This Item

Empirical Formula (Hill Notation):
C48H96NO8P
CAS Number:
Molecular Weight:
846.25
UNSPSC Code:
51191904
NACRES:
NA.25

description

1,2-diphytanoyl-sn-glycero-3-phosphocholine, chloroform

Assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 2.5 mL (850356C-25mg)
pkg of 1 × 20 mL (850356C-500mg)
pkg of 2 × 4 mL (850356C-200mg)

manufacturer/tradename

Avanti Research - A Croda Brand

concentration

10 mg/mL (850356C-25mg)
25 mg/mL (850356C-200mg)
25 mg/mL (850356C-500mg)

shipped in

dry ice

storage temp.

−20°C

General description

4ME 16:0 PC/DPhPC (1,2-diphytanoyl-sn-glycero-3-phosphocholine is a synthetic lipid. It has ester linkages between acyl chains and glycerol backbone and also between the headgroup and glycerol backbone. This neutral lipids possess high steric asymmetry. It remains in fluid or viscous liquid crystalline state over a wide range of temperature.
Lipids containing diphytanoyl fatty acid chains have been used to produce stable planar lipid membranes (see References). Diphytanoyl phosphatidylcholine does not exhibit a detectable gel to liquid crystalline phase transition from -120°C to +120°C.The list of Phosphatidylcholine products offered by Avanti is designed to provide compounds having a variety of physical properties. Products available include short chain (C3-C8 are water soluble and hygroscopic), saturated, multi-unsaturated and mixed acid PC′s. All of the products are purified by HPLC, and special precautions are taken to protect the products from oxidization and hydrolysis.

Application

4ME 16:0 PC is suitable for use:
  • to study its phase behaviour and its interactions with the representative antimicrobial peptide PGLa from Xenopus laevis (peptidyl-glycylleucine-carboxyamide
  • to improve the mechanical stability of planar lipid bilayer membrane
  • to prepare giant unilamellar vesicles (GUVs)

Biochem/physiol Actions

4ME 16:0 PC/DPhPC (1,2-diphytanoyl-sn-glycero-3-phosphocholine can be used as a bilayer mimic for electrophysiological measurements. It is stable under mechanical stress but the ester linkages are liable to hydrolysis under acidic or alkaline conditions.

Packaging

30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (850356C-500mg)
5 mL Clear Glass Sealed Ampule (850356C-200mg)
5 mL Clear Glass Sealed Ampule (850356C-25mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

Target Organs

Central nervous system, Liver,Kidney

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Formation and characterization of planar lipid bilayer membranes from synthetic phytanyl-chained glycolipids
Baba T, et al.
Biochimica et Biophysica Acta - Biomembranes, 1421(1), 91-102 (1999)
Patrick Urban et al.
Langmuir : the ACS journal of surfaces and colloids, 34(44), 13368-13374 (2018-10-23)
Controlling lateral interactions between lipid molecules in a bilayer membrane to guide membrane organization and domain formation is a key factor for studying and emulating membrane functionality in synthetic biological systems. Here, we demonstrate an approach to reversibly control lipid
Zahra Aminipour et al.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 146, 133-142 (2019-11-08)
Doxorubicin is an anti-cancer drug that is important for breast cancer therapy. In this study, the effects of the membrane potential of breast cancer cells (-30 mV) and normal breast epithelial cells (-60 mV) on doxorubicin (DOX) permeability was studied. To achieve
H Lindsey et al.
Biochimica et biophysica acta, 555(1), 147-167 (1979-07-19)
We report here on a series of studies aimed at characterization of the structural and dynamical properties of the synthetic lipid diphytanoyl phosphatidylcholine, in multilamellar dispersions and vesicle suspensions. The lipid exhibits no detectable gel to liquid crystalline phase transition
Diphytanoyl lipids as model systems for studying membrane-active peptides
Kara S, et al.
Biochimica et Biophysica Acta - Biomembranes, 1859(10), 1828-1837 (2017)

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