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Merck

P0537

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

≥99% (TLC), lyophilized powder

Sinónimos:

(7R,18Z,21Z)-4-Hydroxy-N,N,N-trimethyl-10-oxo-7-[[(9Z,12Z)-1-oxo-9,12-octadecadien-1-yl]oxy]-3,5,9-trioxa-4-phosphaheptacosa-18,21-dien-1-aminium 4-oxide, inner salt, 1,2-Di(cis-9,12-octadecadienoyl)-sn-glycero-3-phosphocholine, 1,2-Dilinoleoyl-sn-3-glycerophosphorylcholine, 3-sn-Phosphatidylcholine, 1,2-dilinoleoyl, L-α-Dilinoleoyl phosphatidylcholine, L-Dilinoleoyllecithin, Dilinoleoyl-L-α-phosphatidylcholine, PC(18:2(9Z,12Z)/18:2(9Z,12Z))

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About This Item

Fórmula empírica (notación de Hill):
C44H80NO8P
Número CAS:
Peso molecular:
782.08
UNSPSC Code:
51191904
NACRES:
NA.25
PubChem Substance ID:
EC Number:
213-647-0
Beilstein/REAXYS Number:
5212188
MDL number:

Nombre del producto

1,2-Dilinoleoyl-sn-glycero-3-phosphocholine, ≥99% (TLC), lyophilized powder

InChI key

FVXDQWZBHIXIEJ-LNDKUQBDSA-N

InChI

1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h14-17,20-23,42H,6-13,18-19,24-41H2,1-5H3/b16-14-,17-15-,22-20-,23-21-/t42-/m1/s1

SMILES string

[O-]P(OCC[N+](C)(C)C)(OC[C@]([H])(OC(CCCCCCC/C=C\C/C=C\CCCCC)=O)COC(CCCCCCC/C=C\C/C=C\CCCCC)=O)=O

biological source

synthetic (organic)

assay

≥99% (TLC)

form

lyophilized powder

functional group

amine
ester

lipid type

phosphoglycerides

shipped in

ambient

storage temp.

−20°C

Quality Level

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Packaging

Packaged under Argon.

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Lars V Schäfer et al.
Proceedings of the National Academy of Sciences of the United States of America, 108(4), 1343-1348 (2011-01-06)
Cell membranes are comprised of multicomponent lipid and protein mixtures that exhibit a complex partitioning behavior. Regions of structural and compositional heterogeneity play a major role in the sorting and self-assembly of proteins, and their clustering into higher-order oligomers. Here
Jeffery B Klauda et al.
The journal of physical chemistry. B, 114(23), 7830-7843 (2010-05-26)
A significant modification to the additive all-atom CHARMM lipid force field (FF) is developed and applied to phospholipid bilayers with both choline and ethanolamine containing head groups and with both saturated and unsaturated aliphatic chains. Motivated by the current CHARMM
Joakim P M Jämbeck et al.
The journal of physical chemistry. B, 116(10), 3164-3179 (2012-02-23)
An all-atomistic force field (FF) has been developed for fully saturated phospholipids. The parametrization has been largely based on high-level ab initio calculations in order to keep the empirical input to a minimum. Parameters for the lipid chains have been
Joel H Nyström et al.
Biophysical journal, 99(2), 526-533 (2010-07-21)
Cholesterol is distributed unevenly between different cellular membrane compartments, and the cholesterol content increases from the inner bilayers toward the plasma membrane. It has been suggested that this cholesterol gradient is important in the sorting of transmembrane proteins. Cholesterol has
Wei Liu et al.
Free radical biology & medicine, 50(1), 166-178 (2010-11-05)
We report herein that oxidation of a mitochondria-specific phospholipid tetralinoleoyl cardiolipin (L(4)CL) by cytochrome c and H(2)O(2) leads to the formation of 4-hydroxy-2-nonenal (4-HNE) via a novel chemical mechanism that involves cross-chain peroxyl radical addition and decomposition. As one of

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