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1-O-Hexadecyl-sn-glycero-3-phosphocholine

CAS No. CAS No.: 52691-62-0
Cat No. Cat No.: BPG-3253
Purity Purity: >99%
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1-O-Hexadecyl-sn-glycero-3-phosphocholine, commonly known as platelet-activating factor precursor (PAF analog), is an ether-linked phosphatidylcholine with a saturated hexadecyl chain at the sn-1 position and a free hydroxyl at sn-2, giving it enhanced chemical and oxidative stability. The ether linkage prevents hydrolysis and promotes tight packing within bilayers while maintaining membrane fluidity. This lipid serves as a biochemical intermediate and as a reference compound in studies of ether lipid biosynthesis and signal transduction. 1-O-Hexadecyl-sn-glycero-3-phosphocholine is also used in biophysical investigations of membrane resistance to oxidation and enzymatic degradation, making it a vital model for ether lipid function and stability in both synthetic and biological systems.

Category Natural Phospholipids
Molecular Formula C24H52NO6P
Molecular Weight 481.65
Appearance White Solid
Storage Store at -20°C
1-O-Hexadecyl-sn-glycero-3-phosphocholine

Structure of 52691-62-0

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  • Specification
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Synonyms 1-hexadecyl-sn-glycero-3-phosphocholine; lysophosphatidylcholine O-16:0/0:0; C16 Lyso PAF; C16 Lyso PAF
IUPACName [(2R)-3-hexadecoxy-2-hydroxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
CanonicalSMILES CCCCCCCCCCCCCCCCOCC(COP(=O)([O-])OCC[N+](C)(C)C)O
InChI 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
InChIKey VLBPIWYTPAXCFJ-XMMPIXPASA-N
Purity >99%
ShelfLife 1 Year
Hygroscopic Yes
LightSensitive No
PercentComposition C 59.85%, H 10.88%, N 2.91%, O 19.93%, P 6.43%

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