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850355P

Avanti

16:0 PC (DPPC)

1,2-dipalmitoyl-sn-glycero-3-phosphocholine, powder

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Synonym(s):
1,2-dihexadecanoyl-sn-glycero-3-phosphocholine; DPPC; PC(16:0/16:0)
Empirical Formula (Hill Notation):
C40H80NO8P
CAS Number:
Molecular Weight:
734.04
NACRES:
NA.25

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 g (850355P-1g)
pkg of 1 × 200 mg (850355P-200mg)
pkg of 1 × 25 mg (850355P-25mg)
pkg of 1 × 500 mg (850355P-500mg)

manufacturer/tradename

Avanti Polar Lipids 850355P

lipid type

phospholipids
cardiolipins

shipped in

dry ice

storage temp.

−20°C

SMILES string

[O-]P(OCC[N+](C)(C)C)(OC[C@]([H])(OC(CCCCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCCCC)=O)=O

InChI

1S/C40H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41(3,4)5)49-40(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h38H,6-37H2,1-5H3

InChI key

KILNVBDSWZSGLL-UHFFFAOYSA-N

General description

1,2-dihexadecanoyl-sn-glycero-3-phosphocholine (DPPC) is synthesized from unsaturated phosphatidylcholine (PC) by direct de novo synthesis via α1,2-dipalmitoyl diacylglycerol intermediate. The enzyme cholinephosphotransferase catalyzes the conversion of 1,2-dipalmitoyl diacylglycerol to DPPC. Synthesis of DPPC also occurs via remodeling pathway involving deacylation of unsaturated PC.
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 for oxidization and hydrolysis.

Application

16:0 PC (DPPC) has been used in the generation of thymoquinone (TQ) liposomes, gold nanorods and calcium chloride encapsulated liposomes and bilayers for biophysical studies.

Biochem/physiol Actions

1,2-dihexadecanoyl-sn-glycero-3-phosphocholine (DPPC) is a surfactant and reduces surface tension. It is used in combination with 1,2-dioleoyl-sn-glycero-3-phosphocholine (DOPC) for lipid bilayer generation. DPPC alone and in combination with other phospholipid is effective in drug encapsulation and delivery.

Packaging

20 mL Clear Glass Screw Cap Vial (850355P-1g)
20 mL Clear Glass Screw Cap Vial (850355P-500mg)
5 mL Amber Glass Screw Cap Vial (850355P-200mg)
5 mL Amber Glass Screw Cap Vial (850355P-25mg)

also commonly purchased with this product

Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Identification and characterization of a lysophosphatidylcholine acyltransferase in alveolar type II cells
Chen X, et al.
Proceedings of the National Academy of Sciences of the USA, 103(31), 11724-11729 (2006)
Norbert Kučerka et al.
Langmuir : the ACS journal of surfaces and colloids, 33(12), 3134-3141 (2017-03-10)
Interactions of calcium (Ca2+) and zinc (Zn2+) cations with biomimetic membranes made of dipalmitoylphosphatidylcholine (DPPC) were studied by small angle neutron diffraction (SAND). Experiments show that the structure of these lipid bilayers is differentially affected by the two divalent cations.
Phenotypic basis for matrix stiffness-dependent chemoresistance of breast cancer cells to doxorubicin
Joyce MH, et al.
Frontiers in Oncology, 8, 203-208 (2018)
Formation of nanopores in DiynePC-DPPC complex lipid bilayers triggered by on-demand photo-polymerization
Chun MJ, et al.
Royal Society of Chemistry Advances, 8(49), 27988-27994 (2018)
S Q Choi et al.
Nature communications, 2, 312-312 (2011-05-19)
Two-dimensional films of surface-active agents-from phospholipids and proteins to nanoparticles and colloids-stabilize fluid interfaces, which are essential to the science, technology and engineering of everyday life. The 2D nature of interfaces present unique challenges and opportunities: coupling between the 2D

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