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L1881

Sigma-Aldrich

1-Oleoyl-sn-glycero-3-phosphocholine

synthetic, ≥99%

Synonyme(s) :

(7R,18Z)-4,7-Dihydroxy-N,N,N-trimethyl-10-oxo-3,5,9-trioxa-4-phosphaheptacos-18-en-1-aminium 4-oxide, inner salt, 1-(9Z-Octadecenoyl)-sn-glycero-3-phosphocholine, 1-cis-9-Octadecenoyl-sn-glycero-3-phosphocholine, 1-Oleoyl-2-hydroxy-sn-glycerol-3-phosphocholine, 1-Oleoyl-sn-glycero-3-phosphorylcholine, 3-sn-Lysophosphatidylcholine, 1-oleoyl, L-γ-Oleoyl-α-lysolecithin, Lysolecithin, oleoyl, PC(18:1(9Z)/0:0), PC(18:1/0:0)

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About This Item

Formule empirique (notation de Hill):
C26H52NO7P
Numéro CAS:
Poids moléculaire :
521.67
Numéro Beilstein :
4033747
Numéro MDL:
Code UNSPSC :
12352211
ID de substance PubChem :
Nomenclature NACRES :
NA.25

Source biologique

synthetic

Pureté

≥99%

Forme

powder

Groupe fonctionnel

phospholipid

Type de lipide

phosphoglycerides

Conditions d'expédition

ambient

Température de stockage

−20°C

Chaîne SMILES 

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

InChI

1S/C26H52NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)32-23-25(28)24-34-35(30,31)33-22-21-27(2,3)4/h12-13,25,28H,5-11,14-24H2,1-4H3/b13-12-/t25-/m1/s1

Clé InChI

YAMUFBLWGFFICM-PTGWMXDISA-N

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Application

1-Oleoyl-sn-glycero-3-phosphocholine may be used as a reference for the analysis of lysolecithins extracted from tissues and cell membranes.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


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Consulter la Bibliothèque de documents

Gerd Schmitz et al.
Atherosclerosis, 208(1), 10-18 (2009-07-03)
Lysophosphatidylcholine (LPC) is a major plasma lipid that has been recognized as an important cell signalling molecule produced under physiological conditions by the action of phospholipase A(2) on phosphatidylcholine. LPC transports glycerophospholipid components such as fatty acids, phosphatidylglycerol and choline
Lynda M Foulds et al.
Biology of reproduction, 79(3), 525-536 (2008-05-30)
The ability of the gametes to escape detection by the immune system is vital to successful human reproduction. Furthermore, the observed capacity of the testis in some species to support tissue grafts without rejection (immunological privilege) indicates that spermatogenic cells
Swati Anand et al.
Biomarkers in medicine, 9(6), 563-575 (2015-06-17)
We sought serum biomarkers predictive of pre-eclampsia (PE). Sera obtained at 12-14 weeks of pregnancy from 24 cases who later developed PE and 24 controls with uncomplicated pregnancies were processed and analyzed using a serum proteomic approach. Many statistically significant
Yoshinori Okamoto et al.
Toxicology letters, 288, 65-70 (2018-02-20)
Estrogen is reported to be involved in mammary tumorigenesis. To unveil metabolic signatures for estrogen-induced mammary tumorigenesis, we carried out serum metabolomic analysis in an estrogen-induced mammary tumor model, female August Copenhagen-Irish/Segaloff (ACI/Seg) rats, using liquid chromatography-mass spectrometry. In contrast
B M Ross et al.
Journal of neurochemistry, 63(5), 1839-1848 (1994-11-01)
Lysophospholipids are generated during the turnover and breakdown of membrane phospholipids. We have identified and partially characterized three enzymes involved in the metabolism of lysophospholipids in human brain, namely, lysophospholipase, lysophospholipid:acyl-CoA acyltransferase (acyltransferase), and lysophospholipid:lysophospholipid transacylase (transacylase). Each enzyme displayed

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