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850355P

Avanti

16:0 PC (DPPC)

Avanti Research™ - A Croda Brand

Synonym(s):

1,2-dihexadecanoyl-sn-glycero-3-phosphocholine; DPPC; PC(16:0/16:0)

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About This Item

Empirical Formula (Hill Notation):
C40H80NO8P
CAS Number:
63-89-8
Molecular Weight:
734.04
MDL number:
MFCD00036903
UNSPSC Code:
51191904
NACRES:
NA.25
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description

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

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 Research™ - A Croda Brand

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)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

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Storage Class

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)
View All Related Papers

Global Trade Item Number

SKUGTIN
850355P-1G04061835230341
850355P-200MG04061835230358
850355P-25MG04061835230365
850355P-500MG04061835230372