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850464P

Avanti

18:0-14:0 PC

Avanti Research - A Croda Brand

Synonyme(s) :

1-octadecanoyl-2-tetradecanoyl-sn-glycero-3-phosphocholine; SMPC; PC(18:0/14:0)

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A propos de cet article

Formule empirique (notation de Hill) :
C40H80NO8P
Numéro CAS:
Poids moléculaire :
734.04
MDL number:
UNSPSC Code:
51191904
NACRES:
NA.25
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Nom du produit

18:0-14:0 PC, 1-stearoyl-2-myristoyl-sn-glycero-3-phosphocholine, powder

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 25 mg (850464P-25mg)

manufacturer/tradename

Avanti Research - A Croda Brand 850464P

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

[O-]P(OCC[N+](C)(C)C)(OC[C@]([H])(OC(CCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCCCCCC)=O)=O

InChI

1S/C40H80NO8P/c1-6-8-10-12-14-16-18-19-20-21-23-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41(3,4)5)49-40(43)33-31-29-27-25-22-17-15-13-11-9-7-2/h38H,6-37H2,1-5H3/t38-/m1/s1

InChI key

MZWGYEJOZNRLQE-KXQOOQHDSA-N

General description

Phosphatidylcholines (PCs) are phospholipids, that are abundantly present in the membrane. The fatty acids in the sn-1 and sn-2 positions of PCs are covalently attached to a glycerol with the help of ester bonds.
Phosphatidylcholine (PC) is a choline containing, zwitterionic phospholipid. It is the abundant phospholipid, constituting between 30-60%. PC has a head group consisting of phosphate, choline and glycerol esterified at C1 and C2 positions with long-chain fatty acyl alcohol. In the structure, quaternary amine choline is essential for its function. The tail group contains both saturated and unsaturated long-chain fatty acyl alcohol. In eukaryotes, the fatty acid chain length may vary up to C26.

Application

18:0-14:0 PC (1-stearoyl-2-myristoyl-sn-glycero-3-phosphocholine) may be used in liposomes to study its interference in the proliferation of several cell lines by transmission electron microscopy (TEM).
18:0-14:0 PC (1-stearoyl-2-myristoyl-sn-glycero-3-phosphocholine) has been used:
  • as a standard for ultraperformance liquid chromatography-triple quadrupole time-of-flight mass spectrometry (UPLC–QTOF) for the lipid profiling of human plasma
  • as a standard for liquid chromatography-mass spectrometry(LC-MS)
  • in vesicle preparation

Biochem/physiol Actions

Phosphatidylcholine (PC) may participate in the signaling of neuronal differentiation.
Phosphatidylcholine (PC) is the precursor for the synthesis of sphingomyelin and phosphatidylserine. PC is essential for the synthesis of second messengers like fatty acids, diacylglycerol (DAG), phosphatidic acid (PA) and lysophosphatidylcholine. The primary source of PC in the mammals is through Cytidine diphosphate (CDP)-choline/Kennedy pathway by the utilization of choline. 18:0-14:0 PC (1-stearoyl-2-myristoyl-sn-glycero-3-phosphocholine/SMPC) has two saturated chains of stearoyl (C18) and myristoyl (C14). The vesicles formed by SMPC behaves like solid shells and exhibit only weak shape fluctuations.

Packaging

5 mL Amber Glass Screw Cap Vial (850464P-25mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC


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Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Consulter la Bibliothèque de documents



Biochemistry of Lipids, Lipoproteins and Membranes (2015)
Bending stiffness of biological membranes: What can be measured by neutron spin echo?
Mell M, et al.
The European physical journal. E, Soft matter, 36(7), 75-75 (2013)
Development of lipidomic platform and phosphatidylcholine retention time index for lipid profiling of rosuvastatin treated human plasma
Choi JM, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 944, 157-165 (2014)



Numéro d'article de commerce international

RéférenceGTIN
850464P-25MG04061835230907