| Identification | Back Directory | [Name]
1-O-hexadecyl-2-butyryl-sn-glycero-3-phosphocholine | [CAS]
85405-03-4 | [Synonyms]
1-O-hexadecyl-2-butyryl-sn-glycero-3-phosphocholine
1-O-HEXADECYL-2-BUTYRYL-SN-GLYCERO-3-PHOSPHOCHOLINE;C16-04:0 PC
(R)-2-(Butyryloxy)-3-(hexadecyloxy)propyl (2-(trimethylammonio)ethyl) phosphate | [Molecular Formula]
C28H58NO7P | [MDL Number]
MFCD02259312 | [MOL File]
85405-03-4.mol | [Molecular Weight]
551.736 |
| Hazard Information | Back Directory | [Description]
Oxidized low-density lipoprotein (oxLDL) particles contain low molecular weight species which promote the differentiation of monocytes and activate polymorphonuclear leukocytes.1 One of these substances was recently isolated and purified from oxLDL, and identified as azelaoyl PC.2 Butanoyl PAF is a closely related compound which retains at least 10% of the agonist potency of platelet-activating factor (PAF) itself.3 Further, butanoyl PAF is present in oxLDL in amounts more than 100 times greater than enzymatically generated PAF. Butanoyl PAF is therefore one of the important signalling molecules present in oxLDL. | [Uses]
Butanoyl PAF, a compound closely related to Azelaoyl PC (HY-134154), maintains over 10% of the agonist potency of platelet-activating factor (PAF). Butanoyl PAF's concentration in oxidized low-density lipoprotein surpasses that of enzymatically generated PAF by more than 100-fold[1]. | [Definition]
ChEBI: 1-hexadecyl-2-butanoyl-sn-glycero-3-phosphocholine is a 2-acyl-1-alkyl-sn-glycero-3-phosphocholine in which the alkyl and the acyl groups at positions 1 and 2 are hexadecyl and butanoyl respectively. It is a 2-acyl-1-alkyl-sn-glycero-3-phosphocholine and a butyrate ester. | [storage]
Store at -20°C | [References]
1. Tontonoz, P., Nagy, L., Alvarez, J.G.A., et al. PPARγ promotes monocyte/macrophage differentiation and uptake of oxidized LDL Cell 93(2),241-252(1998).
2. Davies, S.S., Pontsler, A.V., Marathe, G.K., et al. Oxidized alkyl phospholipids are specific, high affinity peroxisome proliferator-activated receptor γ ligands and agonists J. Biol. Chem. 276,16015-16023(2001).
3. Marathe, G.K., Davies, S.S., Harrison, K.A., et al. Inflammatory platelet-activating factor-like phospholipids in oxidized low density lipoproteins are fragmented alkyl phosphatidylcholines J. Biol. Chem. 274,28395-28404(1999). |
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Merck KGaA
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Biorbyt Ltd.
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Creative Enzymes
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