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Merck
CN

P1527

1,2-Di-O-hexadecyl-sn-glycero-3-phosphocholine

≥99% (TLC)

Synonym(s):

(7R)-7-(Hexadecyloxy)-4-hydroxy-N,N,N-trimethyl-3,5,9-trioxa-4-phosphapentacosan-1-aminium 4-oxide, inner salt, 1-Hexadecyl-2-hexadecyl-sn-glycero-3-phosphocholine, 3-sn-Phosphatidylcholine, 1,2-dihexadecyl, L-α-Lecithin dihexadecyl ether, L-α-Phosphatidylcholine, di-O-hexadecyl, L-β,γ-Dihexadecyl-α-lecithin, DCPC, Glycerol-3-sn-phosphorylcholine 1,2-bis(hexadecyl ether), PC(O-16:0/O-16:0)

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About This Item

Empirical Formula (Hill Notation):
C40H84NO6P
CAS Number:
36314-47-3
Molecular Weight:
706.07
UNSPSC Code:
12352211
NACRES:
NA.25
PubChem Substance ID:
24898214
EC Number:
252-968-0
Beilstein/REAXYS Number:
4168071
MDL number:
MFCD00066564

Key Documents

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InChI key

DACAUPQETXAEBT-UHFFFAOYSA-N

InChI

1S/C40H85NO6P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-35-44-38-40(39-47-48(42,43)46-37-34-41(3,4)5)45-36-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h40H,6-39H2,1-5H3,(H,42,43)

SMILES string

[O-]P(OCC[N+](C)(C)C)(OC[C@]([H])(OCCCCCCCCCCCCCCCC)COCCCCCCCCCCCCCCCC)=O

assay

≥99% (TLC)

form

powder

functional group

phospholipid

lipid type

phosphoglycerides

shipped in

ambient

storage temp.

−20°C

Application

1,2-Di-O-hexadecyl-sn-glycero-3-phosphocholine (DHPC) may be suitable for use in coating hydrophobic styrene-divinylbenzene. It may also be suitable for spreading onto the subphase to form monolayer to perform penetration studies of phospholipase A2 (PLA2).

Biochem/physiol Actions

1,2-Di-O-hexadecyl-sn-glycero-3-phosphocholine (DHPC) is a nonhydrolyzable ether analog of phosphocholine.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBN5822V
1420009V
1420009
066K1716
105K1065

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A Structure-Function Study of the C2 Domain of Cytosolic Phospholipase A2 IDENTIFICATION OF ESSENTIAL CALCIUM LIGANDS AND HYDROPHOBIC MEMBRANE BINDING RESIDUES
Bittova L, et al.
The Journal of biological chemistry, 274(14), 9665-9672 (1999)
Roles of Trp31 in high membrane binding and proinflammatory activity of human group V phospholipase A2
Han SK, et al.
The Journal of biological chemistry, 274(17), 11881-11888 (1999)
Maria Oranges et al.
Chemistry and physics of lipids, 212, 130-137 (2018-02-08)
Electron spin echo envelope modulation (ESEEM) and conventional electron paramagnetic resonance (EPR) of site-specifically spin-labelled phospholipids are used to investigate the effect of ether-linked chains on the water-penetration and polarity profiles, as well as the phase behaviour and chain flexibility

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