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L5016

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

Name: 1-O-Palmityl-<I>sn</I>-glycero-3-phosphocholine
Brand: SIGMA

≥99%, synthetic

Synonym(s):

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

Empirical Formula (Hill Notation):

C₂₄H₅₂NO₆P

CAS Number:

52691-62-0

Molecular Weight:

481.65

NACRES:

NA.77

PubChem Substance ID:

24896384

UNSPSC Code:

12352211

MDL number:

MFCD00042932

Assay:

≥99%

Quality level:

200

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Properties

biological source

synthetic

Quality Level

200

assay

≥99%

storage temp.

−20°C

SMILES string

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

InChI key

VLBPIWYTPAXCFJ-XMMPIXPASA-N

Description

Biochem/physiol Actions

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

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number

0000510045

0000364870

106K5203

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Metabolism of platelet-activating factor by rat alveolar macrophages: lyso-PAF as an obligatory intermediate in the formation of alkylarachidonoyl glycerophosphocholine species.

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

Metabolism of platelet activating factor (PAF) and related ether lipids by neonatal rat myocytes.

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)

Sturk, A., et al.

Journal of Lipid Research, 23, 219-219 (1989)

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Global Trade Item Number

SKU	GTIN
L5016-10MG	04061833272480
L5016-1MG	04061826675755