| Identification | Back Directory | [Name]
1-PALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE | [CAS]
17364-16-8 | [Synonyms]
LYSO-PC
LYSO-PPC
1-Pal PC
P-LYSO-PC
16:0 LYSO PC
Choline Impurity 1
LysoFos Choline 16
LYSOLECITHIN, PALMITOYL
Palmitoyl phosphocholine
1-Hexadecanoyllysolecithin
L-g-PalMitoyl-a-lysolecithin
L-γ-Palmitoyl-α-lysolecithin
Palmitoyl Lyso-phosphocholine
Palmitoyllysophosphatidylcholine
1-Hexadecylglycero-3-phosphocholine
1-O-PalMitoyl-2-lyso-sn-glycero-3-p
1-Palmitoylglycero-3-phosphocholine
L-A-LYSOPHOSPHATIDYLCHOLINE, PALMITO
L-GAMMA-PALMITOYL-ALPHA-LYSOLECITHIN
1-Palmitoyl-2-hydroxy-sn-glycero-3-PC
L-α-Palmitoyl-lysophosphatidylcholine
L-A-LYSOPHOSPHATIDYLCHOLINE, PALMITOYL
1-PALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE
3-SN-LYSOPHOSPHATIDYLCHOLINE, 1-PALMITOYL
L-ALPHA-PALMITOYL-LYSOPHOSPHATIDYLCHOLINE
L-ALPHA-LYSOPHOSPHATIDYLCHOLINE, PALMITOYL
1-PALMITOYL-SN-GLYCERO-3-PHOSPHORYLCHOLINE
1-hexadecanoyl-sn-glycero-3-phosphocholine
L-γ-Palmitoyl-α-lysolecithin, Lysolecithin
1-PALMITOYL-2-LYSO-SN-GLYCERO-3-PHOSPHOCHOLINE
1-HEXADECANOYL-SN-GLYCEROL-3-PHOSPHORYLCHOLINE
1-PALMITOYL-2-HYDROXY-SN-GLYCERO-3-PHOSPHOCHOLINE
1-Palmitoyl-sn-glycero-3-phosphocholine(P-LysoPC)
1-Palmitoyl-2-lyso-sn-glycero-3-phosphatidylcholine
[O-[1-O-Hexadecanoyl-L-glycero-3-phospho]choline]anion
1-Palmitoyl-2-hydroxy-sn-glycero-3-PC MaxSpec Standard
1,2-Distearoyl-sn-glycero-3-phosphoglycerol, sodiuM salt (DSPG)
1-PalMitoyl-2-hydroxy-sn-glycero-3-phosphocholine (P-lysoPC, LPC)
(R)-2-Hydroxy-3-(palmitoyloxy)propyl [2-(Trimethylammonio)ethyl] Phosphate
(7R)-3,5,9-4,7-Dihydroxy-N,N,N-triMethyl-10-oxotrioxa-4-phosphapentacosan-1-aMiniuM 4-Oxide Inner Salt
3,5,9-Trioxa-4-phosphapentacosan-1-aminium,4,7-dihydroxy-N,N,N-trimethyl-10-oxo-, inner salt, 4-oxide, (7R)-
1-Hexadecanoyl-sn-glycero-3-phosphocholine, 3-sn-Lysophosphatidylcholine, 1-palmitoyl, L-α-Palmitoyl-lysophosphatidylcholine, L-γ-Palmitoyl-α-lysolecithin, Lysolecithin, palmitoyl | [Molecular Formula]
C24H50NO7P | [MDL Number]
MFCD00036904 | [MOL File]
17364-16-8.mol | [Molecular Weight]
495.63 |
| Chemical Properties | Back Directory | [Melting point ]
253 °C | [storage temp. ]
−20°C
| [solubility ]
Chloroform (Slightly), Methanol (Slightly, Heated) | [form ]
Solid | [color ]
White to Off-White | [biological source]
synthetic | [Optical Rotation]
Consistent with structure | [BRN ]
5385682 | [InChI]
InChI=1S/C24H50NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24(27)30-21-23(26)22-32-33(28,29)31-20-19-25(2,3)4/h23,26H,5-22H2,1-4H3/t23-/m1/s1 | [InChIKey]
ASWBNKHCZGQVJV-HSZRJFAPSA-N | [SMILES]
O(C(=O)CCCCCCCCCCCCCCC)C[C@H](COP(OCC[N+](C)(C)C)([O-])=O)O |
| Hazard Information | Back Directory | [Description]
1-Palmitoyl-2-hydroxy-sn-glycero-3-PC is the ubiquitous lipid species generated following phospholipase A2 (PLA2) hydrolysis of phosphatidylcholine.1 It increases the production of reactive oxygen species (ROS) and decreases superoxide dismutase (SOD) and endothelial nitric oxide synthase (eNOS) protein levels and phosphorylation of ERK1/2 in human umbilical vein endothelial cells (HUVECs) when used at a concentration of 125 μM.2 1-Palmitoyl-2-hydroxy-sn-glycero-3-PC potentiates the secretion of IL-6, IL-1β, IL-12, and TNF-α in LPS-stimulated M1 macrophages, but has no effect on CD163, CD206, CD36, or IL-10 in LPS-stimulated M2 macrophages when used at concentrations of 0.3 and 1.0 μM.3 It increases TGF-β1 production and enhances Foxp3 protein levels in Treg cells in isolated human peripheral blood when used at a concentration of 10 μM.4 1-Palmitoyl-2-hydroxy-sn-glycero-3-PC enhances neutrophil function, bacterial clearance, and survival in mouse models of sepsis when administered at a dose of 10 mg/kg.5 | [Chemical Properties]
White Solid | [Uses]
A lipid biomarker for stable and unstable heart disease.
| [Definition]
ChEBI: 1-hexadecanoyl-sn-glycero-3-phosphocholine is a lysophosphatidylcholine 16:0 in which a hexadecanoyl (palmitoyl) group is attached to the glycero moiety at position 1. It has a role as a mouse metabolite. It is a lysophosphatidylcholine 16:0 and a 1-O-acyl-sn-glycero-3-phosphocholine. | [Biochem/physiol Actions]
1-Palmitoyl-sn-glycero-3-phosphocholine may be used as a substrate to identify, differentiate and characterize lysophosphocholine acyl transferases. | [Enzyme inhibitor]
This lysolecithin (FW = 495.64 g/mol; CAS 17364-16-8), also known as 1-
palmitoylglycerophosphocholine or lysophosphatidylcholine (palmitate-
containing), is the hydrolysis reaction product formed by phospholipase A2
and is a substrate for 1-acylglycerophosphocholine O-acyltransferase,
lysophospholipase, and lysolecithin acylmutase. Note: Because
palmitoylglycero-phosphocholine readily forms micelles, one must take
care to discriminate whether the monomeric and/or micelle form (s) is (are)
inhibitory, when palmitoylglycero-phosphoryl choline is present above the
critical micelle concentration (cmc). See also 1-Acylglycero-
phosphocholine Target (s) : 1-alkyl-2-acetylglycerophosphocholine
esterase, or platelet-activating-factor acetylhydrolase; 1-alkylglycero-
phosphocholine O-acetyltransferase; 1,3-b-glucan synthase;
glycerophosphatidylinositol phospholipase D; glyceryl-+ethe+r
monooxygenase; lipase, or triacylglycerol lipase; and Na/K-
exchanging ATPase. | [References]
[1] JESúS BALSINDE Edward A D Michelle V Winstead. Phospholipase A2 regulation of arachidonic acid mobilization[J]. FEBS Letters, 2002, 531 1: Pages 2-6. DOI: 10.1016/s0014-5793(02)03413-0
[2] SHINKYU CHOI. Superoxide generated by lysophosphatidylcholine induces endothelial nitric oxide synthase downregulation in human endothelial cells.[J]. Cellular Physiology and Biochemistry, 2010, 25 2-3: 233-240. DOI: 10.1159/000276557
[3] XIAOFEI QIN Luosha Z Chunguang Qiu. Lysophosphatidylcholine perpetuates macrophage polarization toward classically activated phenotype in inflammation[J]. Cellular immunology, 2014, 289 1: Pages 185-190. DOI: 10.1016/j.cellimm.2014.04.010
[4] HITOSHI HASEGAWA . Lysophosphatidylcholine enhances the suppressive function of human naturally occurring regulatory T cells through TGF-β production[J]. Biochemical and biophysical research communications, 2011, 415 3: Pages 526-531. DOI: 10.1016/j.bbrc.2011.10.119
[5] JI-JING YAN. Therapeutic effects of lysophosphatidylcholine in experimental sepsis[J]. Nature Medicine, 2004, 10 2: 161-167. DOI: 10.1038/nm989 |
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| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
|