850311C

Avanti

DOCP

2-((2,3-bis(oleoyloxy)propyl)dimethylammonio)ethyl hydrogen phosphate, chloroform

Empirical Formula (Hill Notation):
C43H82NO8P
CAS Number:
Molecular Weight:
772.09
NACRES:
NA.25

assay

>99% (TLC)

packaging

pkg of 1 × 2.5 mL (850311C-25mg)
pkg of 2 × 4 mL (850311C-200mg)

manufacturer/tradename

Avanti Polar Lipids 850311C

concentration

10 mg/mL (850311C-25mg)
25 mg/mL (850311C-200mg)

shipped in

dry ice

storage temp.

−20°C

General description

Inverse-phosphocholine lipids, a remix of a common phospholipid, contain headgroups with an inverted charge orientation relative to phosphocholine (PC) lipids. The iPC lipid headgroup has a quaternary amine adjacent to the bilayer interface and a phosphate that extends into the aqueous phase. Therefore iPC lipids afford a unique opportunity to investigate the biophysical and bioactivity-related ramifications of a charge inversion at the bilayer surface.
DOCP is a zwitterionic /negatively charged lipid. It possess an inverse headgroup This synthetic molecule has stronger affinity than 1,2-dioleoyl-sn-glycero-3-phospho-L-serine (DOPS).

Application

DOCP is suitable for use in the preparation of large unilamellar vesicles (LUVs) and in the preparation of liposomes.

Packaging

5 mL Clear Glass Sealed Ampule (850311C-25mg)
5 mL Clear Glass Sealed Ampule (850311C-200mg)

Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

hazcat

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

storage_class_code

6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK Germany

WGK 3

Flash Point(F)

does not flash

Flash Point(C)

does not flash

Certificate of Analysis

Certificate of Origin

Partition of Positively and Negatively Charged Tryptophan Ions in Membranes with Inverted Phospholipid Heads: Simulations and Experiments
Cardenas AE, et al.
The Journal of Physical Chemistry B (2019)
A Stable Lipid/TiO2 Interface with headgroup-inversed phosphocholine and a comparison with SiO2
Wang F and Liu J
Journal of the American Chemical Society, 137(36), 11736-11742 (2015)
Inorganic cadmium affects the fluidity and size of phospholipid based liposomes
Kerek EM and Prenner EJ
Biochimica et Biophysica Acta - Biomembranes, 1858(12), 3169-3181 (2016)
Charge and Coordination Directed Liposome Fusion onto SiO2 and TiO2 Nanoparticles
Wang X, et al.
Langmuir, 35(5), 1672-1681 (2018)
Emily K Perttu et al.
Journal of the American Chemical Society, 134(10), 4485-4488 (2012-03-01)
Zwitterionic inverse-phosphocholine (iPC) lipids contain headgroups with an inverted charge orientation relative to phosphocholine (PC) lipids. The iPC lipid headgroup has a quaternary amine adjacent to the bilayer interface and a phosphate that extends into the aqueous phase. Neutral iPC...

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