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P0537

Sigma-Aldrich

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

≥99% (TLC), lyophilized powder

Synonym(s):

(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

Empirical Formula (Hill Notation):
C44H80NO8P
CAS Number:
998-06-1
Molecular Weight:
782.08
Beilstein/REAXYS Number:
5212188
EC Number:
213-647-0
MDL number:
MFCD00135289
UNSPSC Code:
51191904
PubChem Substance ID:
24898112
NACRES:
NA.25

biological source

synthetic (organic)

Quality Level

200

assay

≥99% (TLC)

form

lyophilized powder

functional group

amine
ester

lipid type

phosphoglycerides

shipped in

ambient

storage temp.

−20°C

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

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

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Related Categories

Packaging

Packaged under Argon.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000376454
0000344339
0000344339
0000376454
0000282383

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Megan M Koerner et al.
Biophysical journal, 101(2), 362-369 (2011-07-20)
Due to thermal motion and molecular polarizability, electrical interactions in biological systems have a dynamic character. Zwitterions are dipolar molecules that typically are highly polarizable and exhibit both a positive and a negative charge depending on the pH of the
Aniket Magarkar et al.
The journal of physical chemistry. B, 116(14), 4212-4219 (2012-03-17)
PEGylation is an effective mechanism to prolong the bloodstream lifetime, and thus efficacy, of drug delivery liposomes. The mechanism through which poly(ethylene glycol) (PEG) increases bloodstream lifetime is, however, not completely understood. The interaction with salt ions found in the
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
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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