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780200C

Avanti

16:0 PE MCC

1,2-dipalmitoyl-sn-glycero-3-phosphoethanolamine-N-[4-(p-maleimidomethyl)cyclohexane-carboxamide] (sodium salt), chloroform

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Synonym(s):
1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine-N-[4-(p-maleimidomethyl)cyclohexane-carboxamide] (sodium salt)
Empirical Formula (Hill Notation):
C49H86N2O11PNa
CAS Number:
384832-87-5
Molecular Weight:
933.18
UNSPSC Code:
12352211
NACRES:
NA.25

Assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 2.5 mL (780200C-25mg)

manufacturer/tradename

Avanti Polar Lipids 780200C

concentration

10 mg/mL (780200C-25mg)

application(s)

advanced drug delivery

shipped in

dry ice

storage temp.

−20°C

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.

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.

Packaging

5 mL Clear Glass Sealed Ampule (780200C-25mg)

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

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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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
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.
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
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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