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Documentos Principais

850464P

Avanti

18:0-14:0 PC

1-stearoyl-2-myristoyl-sn-glycero-3-phosphocholine, powder

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C40H80NO8P
Número CAS:
Peso molecular:
734.04
Número MDL:
Código UNSPSC:
51191904
NACRES:
NA.25

Ensaio

>99% (TLC)

Formulário

powder

embalagem

pkg of 1 × 25 mg (850464P-25mg)

fabricante/nome comercial

Avanti Research - A Croda Brand 850464P

tipo de lipídio

cardiolipins
phospholipids

Condições de expedição

dry ice

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

[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

chave InChI

MZWGYEJOZNRLQE-KXQOOQHDSA-N

Descrição geral

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.
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.

Aplicação

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

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).

Ações bioquímicas/fisiológicas

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.
Phosphatidylcholine (PC) may participate in the signaling of neuronal differentiation.

Embalagem

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

Informações legais

Avanti Research is a trademark of Avanti Polar Lipids, LLC

geralmente comprado junto com este produto

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable


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Visite a Biblioteca de Documentos

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)
Regulation of endogenic metabolites by rosuvastatin in hyperlipidemia patients: An integration of metabolomics and lipidomics
Lee H, et al.
Chemistry and Physics of Lipids, 214, 69-83 (2018)
Microenvironmental differences and changes in bilayers of unilamellar vesicles probed by spectroscopic and kinetic parameters
Wen S, et al.
Journal of Colloid and Interface Science, 278(2), 488-496 (2004)

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