P1527

Sigma-Aldrich

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

≥99% (TLC)

Synonym(s):
DCPC, 1-Hexadecyl-2-hexadecyl-sn-glycero-3-phosphocholine, 3-sn-Phosphatidylcholine, 1,2-dihexadecyl, Glycerol-3-sn-phosphorylcholine 1,2-bis(hexadecyl ether), PC(O-16:0/O-16:0), L-α-Phosphatidylcholine, di-O-hexadecyl, L-β,γ-Dihexadecyl-α-lecithin, (7R)-7-(Hexadecyloxy)-4-hydroxy-N,N,N-trimethyl-3,5,9-trioxa-4-phosphapentacosan-1-aminium 4-oxide, inner salt, L-α-Lecithin dihexadecyl ether
Empirical Formula (Hill Notation):
C40H84NO6P
CAS Number:
Molecular Weight:
706.07
Beilstein/REAXYS Number:
4168071
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.25

Quality Level

assay

≥99% (TLC)

form

powder

functional group

phospholipid

shipped in

ambient

storage temp.

−20°C

SMILES string

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

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)

InChI key

DACAUPQETXAEBT-UHFFFAOYSA-N

Related Categories

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.

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
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)
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...
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)

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