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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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Christoph Stoll et al.
Biochimica et biophysica acta, 1808(1), 474-481 (2010-10-05)
Unilamellar liposomes composed of natural phospholipids provide a new promising class of protective agents for hypothermic storage, cryopreservation, or freeze-drying of red blood cells (RBCs). In this study, FTIR spectroscopy, MALDI-TOF MS, and colorimetric assays were used to investigate the
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
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
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
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
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