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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:
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

InChI key

FVXDQWZBHIXIEJ-LNDKUQBDSA-N

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Packaging

Packaged under Argon.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000376454
0000344339
0000376454
0000254037
0000282383

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Chunhua Wang et al.
The journal of physical chemistry. B, 115(1), 196-203 (2010-12-17)
Weak interactions of neurotransmitters and the lipid matrix in the synaptic membrane have been hypothesized to play a role in synaptic transmission of nerve signals, particularly with respect to receptor desensitization (Cantor, R. S. Biochemistry 2003, 42, 11891). The strength
Jan Domański et al.
Biochimica et biophysica acta, 1818(4), 984-994 (2011-09-03)
We studied compositionally heterogeneous multi-component model membranes comprised of saturated lipids, unsaturated lipids, cholesterol, and α-helical TM protein models using coarse-grained molecular dynamics simulations. Reducing the mismatch between the length of the saturated and unsaturated lipid tails reduced the driving
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
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
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