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Merck
CN

L5629

Sigma-Aldrich

1-Dodecanoyl-sn-glycero-3-phosphocholine

~99%

Synonym(s):

L-α-Lysophosphatidylcholine, lauroyl, Lysolecithin, lauroyl

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About This Item

Empirical Formula (Hill Notation):
C20H42NO7P
CAS Number:
20559-18-6
Molecular Weight:
439.52
MDL number:
MFCD00133434
UNSPSC Code:
12352211
PubChem Substance ID:
24896409

Key Documents

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description

zwitterionic

Assay

~99%

mol wt

439.52 g/mol

functional group

ester

shipped in

ambient

storage temp.

−20°C

SMILES string

O[C@](COP([O-])(OCC[N+](C)(C)C)=O)([H])COC(CCCCCCCCCCC)=O

InChI

1S/C20H43NO7P/c1-5-6-7-8-9-10-11-12-13-14-20(23)26-17-19(22)18-28-29(24,25)27-16-15-21(2,3)4/h19,22H,5-18H2,1-4H3,(H,24,25)

InChI key

HFADNALDARCBSD-UHFFFAOYSA-N

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
080F83551

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A Gow et al.
Biochemistry, 29(5), 1142-1147 (1990-02-06)
The binding of myelin basic protein to lysolauroylphosphatidylcholine (lysoLPC) and lysolauroylphosphatidylethanolamine was investigated at neutral pH using gel partition chromatography and equilibrium dialysis at 20 and 37 degrees C. The results show that the protein-lysolipid interactions are highly cooperative and
Peng Lin et al.
Peptides, 28(8), 1514-1519 (2007-08-21)
An antifungal peptide with a molecular mass of 9412 and an N-terminal sequence exhibiting notable homology to those of lipid transfer proteins was isolated from seeds of the vegetable Brassica campestris. The purification protocol entailed ion exchange chromatography on Q-Sepharose
The polar group conformation of a lysophosphatidylcholine analogue in solution. A high-resolution nuclear magnetic resonance study.
H Hauser et al.
Journal of molecular biology, 137(3), 265-282 (1980-03-05)
L Chernomordik et al.
Biophysical journal, 69(3), 922-929 (1995-09-01)
To fuse, membranes must bend. The energy of each lipid monolayer with respect to bending is minimized at the spontaneous curvature of the monolayer. Two lipids known to promote opposite spontaneous curvatures, lysophosphatidylcholine and arachidonic acid, were added to different
Conformation of phospholipids. Crystal structure of a lysophosphatidylcholine analogue.
H Hauser et al.
Journal of molecular biology, 137(3), 249-264 (1980-03-05)
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