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850311C

Avanti

DOCP

Avanti Polar Lipids 850311C

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Synonym(s):
2-((2,3-bis(oleoyloxy)propyl)dimethylammonio)ethyl hydrogen phosphate
Empirical Formula (Hill Notation):
C43H82NO8P
CAS Number:
1360461-57-9
Molecular Weight:
772.09
UNSPSC Code:
51191904
NACRES:
NA.25

Assay

>99% (TLC)

form

liquid

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)

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

General description

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).
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.

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-200mg)
5 mL Clear Glass Sealed Ampule (850311C-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 Oral - STOT SE 3

Target Organs

Liver,Kidney, Respiratory system

WGK

WGK 3

Regulatory Information

易制毒化学品（2类）
危险化学品

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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Charge and Coordination Directed Liposome Fusion onto SiO2 and TiO2 Nanoparticles
Wang X, et al.
Langmuir, 35(5), 1672-1681 (2018)
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)
Yibo Liu et al.
Langmuir : the ACS journal of surfaces and colloids, 34(32), 9337-9348 (2018-03-13)
Phospholipids are a major component of the cell membrane. In most natural phospholipids, the phosphate acts as a bridge, connecting the other portion of the polar headgroup with the hydrophobic tails. Such bridging phosphate is chemically quite inert. Synthetic lipids
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