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L5016

Sigma-Aldrich

1-O-Palmityl-sn-glycero-3-phosphocholine

≥99%, synthetic

Sinonimo/i:

1-Hexadecyl-sn-glycero-3-phosphocholine, 3-sn-Lysophosphatidylcholine, 1-hexadecyl, Lyso-PAF-C16, Lyso-platelet activating factor

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About This Item

Formula empirica (notazione di Hill):
C24H52NO6P
Numero CAS:
52691-62-0
Peso molecolare:
481.65
Numero MDL:
MFCD00042932
Codice UNSPSC:
12352211
ID PubChem:
24896384
NACRES:
NA.77

Origine biologica

synthetic

Livello qualitativo

200

Saggio

≥99%

Temperatura di conservazione

−20°C

Stringa SMILE

O[C@](COP([O-])(OCC[N+](C)(C)C)=O)([H])COCCCCCCCCCCCCCCCC

InChI

1S/C24H52NO6P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-20-29-22-24(26)23-31-32(27,28)30-21-19-25(2,3)4/h24,26H,5-23H2,1-4H3/t24-/m1/s1
VLBPIWYTPAXCFJ-XMMPIXPASA-N

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Azioni biochim/fisiol

Intermediate in the synthesis of platelet activating factor (PAF). Inactive form that can be used as a control in studies of PAF activity.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
106K5203
112K5224
078F8380
044K5224

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1-Oleoyl-sn-glycero-3-phosphocholine synthetic, ≥99%

Sigma-Aldrich

L1881

1-Oleoyl-sn-glycero-3-phosphocholine

L-α-lisofosfatidilcolina ≥99%, Type I, powder

Sigma-Aldrich

L4129

L-α-lisofosfatidilcolina

Sturk, A., et al.
Journal of Lipid Research, 23, 219-219 (1989)
J K Mickelson et al.
Journal of molecular and cellular cardiology, 20(6), 547-561 (1988-06-01)
Myocardial injury was produced in separated groups of anesthetized rabbits by occlusion of the left circumflex coronary artery for 1 h followed by reperfusion for 2, 4, or 6 h after release of the occlusive ligature. The ischemically-injured and reperfused
M Robinson et al.
Biochimica et biophysica acta, 837(1), 52-56 (1985-10-23)
1-Alkyl-2-acetyl-sn-glycero-3-phosphocholine (alkylacetyl-GPC; platelet-activating factor; PAF) is actively taken up and metabolized by rat alveolar macrophages maintained in culture. The major metabolic products are lyso-PAF (alkyllyso-GPC) and alkylacyl-GPC. Lyso-PAF accumulates primarily in the media, whereas alkylacyl-GPC is predominantly associated with cellular
C G Qian et al.
Journal of lipid mediators, 1(2), 113-123 (1989-03-01)
Suspensions of neonatal rat myocytes were used to investigate the metabolism of [3H]PAF (1-alkyl-2-acetyl-(sn-glycero-3-phosphocholine) (GPC] and [3H]alkyllyso-GPC. [3H]Alkylacyl-GPC consisting of molecular species with four or more double bonds (87%) was the major metabolite formed when either [3H]PAF (4 x 10(-6)
Kimberly D Dyer et al.
Journal of immunology (Baltimore, Md. : 1950), 184(11), 6327-6334 (2010-04-28)
Platelet-activating factor (PAF [1-O-alkyl-2-acetyl-sn-glycero-3-phosphocholine]) is a phospholipid mediator released from activated macrophages, mast cells, and basophils that promotes pathophysiologic inflammation. Eosinophil responses to PAF are complex and incompletely elucidated. We show in this article that PAF and its 2-deacetylated metabolite

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