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About This Item
Empirical Formula (Hill Notation):
C49H86N2O11PNa
CAS Number:
Molecular Weight:
933.18
MDL number:
NACRES:
NA.25
UNSPSC Code:
12352211
Product Name
16:0 PE MCC, 1,2-dipalmitoyl-sn-glycero-3-phosphoethanolamine-N-[4-(p-maleimidomethyl)cyclohexane-carboxamide] (sodium salt), chloroform
assay
>99% (TLC)
form
liquid
packaging
pkg of 1 × 2.5 mL (780200C-25mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 780200C
concentration
10 mg/mL (780200C-25mg)
application(s)
advanced drug delivery
shipped in
dry ice
storage temp.
−20°C
Application
16:0 PE MCC (1,2-dipalmitoyl-sn-glycero-3-phosphoethanolamine-N-4-(p-maleimidomethyl)cyclohexane-carboxamide) may be used:
- in the preparation of liposomes for conjugation with human immune deficiency virus (HIV-1) envelope glycoprotein trimers
- in the preparation of oligonucleotide-modified vesicles
- in the functionalization of the flat silicon wafers
- in lipid vesicle preparation
Biochem/physiol Actions
1,2-dipalmitoyl-sn-glycero-3-phosphoethanolamine-N-[4-(p-maleimidomethyl)cyclohexane-carboxamide](1,2-Bis(diphenylphosphino)ethane (DPPE)-MCC) in functionalized liposomes aids in covalent attachment via the maleimide group. It acts as a vehicle in peptide transport studies.
General description
1,2-dipalmitoyl-sn-glycero-3-phosphoethanolamine-N-[4-(p-maleimidomethyl)cyclohexane-carboxamide] (16:0 PE MCC) is a lipid that comprises phosphoethanolamine linked to two palmitic acid by its phosphate group and to a maleimide moiety through its amino group. The maleimide group is a thiol acceptor and 16:0 PE MCC is a maleimide-based lipidating reagent.
Packaging
5 mL Clear Glass Sealed Ampule (780200C-25mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
signalword
Danger
Hazard Classifications
Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3
target_organs
Central nervous system
wgk
WGK 3
Regulatory Information
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J T Elliott et al.
Bioconjugate chemistry, 11(6), 832-841 (2000-11-23)
Two maleimide-containing diacylglycerol derivatives were synthesized to permit the anchoring of short peptides and longer polypeptides to phospholipid bilayers and membranes. The maleimide was introduced at the site normally occupied by a phospholipid headgroup. The first lipid, the dipalmitoyl ester
Malin Edvardsson et al.
Analytical chemistry, 81(1), 349-361 (2008-11-28)
A novel setup was recently developed, combining quartz crystal microbalance with dissipation monitoring (QCM-D) and optical reflectometry for measurements on one and the same surface of, for example, biomolecular adlayers and interactions ( Rev. Sci. Instr. 2008 , 79 075107
Bärbel Lorenz et al.
Biophysical chemistry, 150(1-3), 54-63 (2010-03-12)
A versatile model system to study membrane-membrane interactions in great detail is introduced. Based on colloidal probe microscopy with membrane covered spherical probes attached to tip-less cantilevers the interaction forces and adhesion energies are quantified down to single molecule resolution.
Xiaoming Zhang et al.
Biochemical and biophysical research communications, 349(3), 920-924 (2006-09-15)
Human serum albumin (HSA) patterns have been successfully fabricated for the deposition of lipid bilayer, 1,2-dimyristoyl-sglycerophosphate (DMPA), by making use of the micro-contact printing (microCP) technique and liposome fusion. Confocal laser scanning microscopy (CLSM) results indicate that lipid bilayer has
K Gradauer et al.
Journal of controlled release : official journal of the Controlled Release Society, 172(3), 872-878 (2013-10-22)
The aim of the present study was the in vivo evaluation of thiomer-coated liposomes for an oral application of peptides. For this purpose, salmon calcitonin was chosen as a model drug and encapsulated within liposomes. Subsequently, the drug loaded liposomes
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