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Merck
CN

850376P

Avanti

18:1 (Δ9-Trans) PC

Avanti Research™ - A Croda Brand

Synonym(s):

1,2-di-(9E-octadecenoyl)-sn-glycero-3-phosphocholine; PC(18:1(9E)/18:1(9E))

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About This Item

Empirical Formula (Hill Notation):
C44H84NO8P
CAS Number:
56782-46-8
Molecular Weight:
786.11
MDL number:
MFCD00065534
UNSPSC Code:
51191904
NACRES:
NA.25

Key Documents

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Product Name

18:1 (Δ9-Trans) PC, 1,2-dielaidoyl-sn-glycero-3-phosphocholine, powder

SMILES string

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

InChI

1S/C44H84NO8P/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/h20-23,42H,6-19,24-41H2,1-5H3/b22-20+,23-21+

InChI key

SNKAWJBJQDLSFF-DQPVQCHKSA-N

assay

>99% (TLC)

form

powder

packaging

pkg of 2 × 100 mg (850376P-200mg), pkg of 1 × 25 mg (850376P-25mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 850376P

lipid type

phospholipids
cardiolipins

shipped in

dry ice

storage temp.

−20°C

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General description

18:1 (Δ9-Trans) PC (1,2-dielaidoyl-sn-glycero-3-phosphocholine) is a lipid derivative having a phosphocholine backbone. It also has two 18 carbon fatty acid chains, each having one trans double bond at the 9th carbon. It is an isomeric glycerophosphocholine.
The list of Phosphatidylcholine products offered by Avanti is designed to provide compounds having a variety of physical properties. Products available include short chain (C3-C8 are water soluble and hygroscopic), saturated, multi-unsaturated and mixed acid PC′s. All of the products are purified by HPLC, and special precautions are taken to protect the products for oxidization and hydrolysis.

Application

18:1 (Δ9-Trans) PC (1,2-dielaidoyl-sn-glycero-3-phosphocholine) may be used:
  • in the preparation of liposomes/vesicles to examine peptide-mediated leakage
  • as a standard phospholipid and a model compound to study the effect of several matrix-assisted laser desorption/ionization (MALDI) matrixes on the degree of the fragmentation of different phospholipids
  • as a phosphatidylcholine standard to demonstrate the analytical utility of performing ozonolysis (LC-Oz-IM-MS)

Biochem/physiol Actions

18:1 (Δ9-Trans) PC (1,2-dielaidoyl-sn-glycero-3-phosphocholine) can help paclitaxel in forming thermodynamically stable systems. It has efficient drug penetration ability into the lipid monolayers when compared to other lipids.

Packaging

5 mL Clear Glass Sealed Ampule (850376P-200mg)
5 mL Clear Glass Sealed Ampule (850376P-25mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

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Lingyun Zhao et al.
Journal of colloid and interface science, 285(1), 326-335 (2005-03-31)
Molecular interactions between paclitaxel, an anticancer drug, and phospholipids of various chain unsaturations and headgroup types were investigated in the present study by Langmuir film balance and differential scanning calorimetry. Both the lipid monolayer at the air-water interface and the
Rachel A Harris et al.
Analytical chemistry, 90(3), 1915-1924 (2018-01-18)
The increasing focus on lipid metabolism has revealed a need for analytical techniques capable of structurally characterizing lipids with a high degree of specificity. Lipids can exist as any one of a large number of double bond positional isomers, which
Junling Ren et al.
Scientific reports, 6, 34201-34201 (2016-10-01)
In this study, we have employed graphene oxide as a matrix to simultaneously and directly quantify serum nonesterified and esterified fatty acids (FAs) using matrix-assisted laser/desorption ionization-Fourier transform ion cyclotron resonance mass spectrometry (MALDI-FTICR MS). Twelve serum nonesterified FAs combined
F Nicol et al.
Biophysical journal, 78(2), 818-829 (2000-02-02)
To better understand the influence of phospholipid acyl-chain composition on the formation of pores by cytotoxic amphipathic helices in biological membranes, the leakage of aqueous contents induced by the synthetic peptide GALA (WEAALAEALAE ALAEHLAEALAEALEALAA) from large unilamellar phospholipid vesicles of

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