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SML3080

Sigma-Aldrich

C14PC

≥98% (HPLC)

Synonym(s):

2-[[Hydroxy(tetradecyloxy)phosphinyl]oxy]-N,N,N-trimethyl- ethanaminium inner salt, CDI 166493, D 19390, FOS 14, Fos-choline 14, Tetradecylphosphocholine, n-Tetradecyl-phosphocholine, n-Tetradecylphosphocholine

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About This Item

Empirical Formula (Hill Notation):
C19H42NO4P
CAS Number:
77733-28-9
Molecular Weight:
379.51
MDL number:
MFCD00171705
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

[O-]P(OCCCCCCCCCCCCCC)(OCC[N+](C)(C)C)=O

InChI

1S/C19H42NO4P/c1-5-6-7-8-9-10-11-12-13-14-15-16-18-23-25(21,22)24-19-17-20(2,3)4/h5-19H2,1-4H3

InChI key

BETUMLXGYDBOLV-UHFFFAOYSA-N

Biochem/physiol Actions

n-Tetradecylphosphocholine (C14PC), a more stable analog of myristoyl lysophosphatidylcholine, is an inhibitor of MARSA virulence. C14PC is a broad-spectrum inhibitor of Panton–Valentine leucocidin (PVL), LukED and α−toxin. C14PC protects primary human immune cells in vitro against cytolysis by PVL and α-toxin. C14PC can be used as a detergent for membrane solubilization.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Jie Liu et al.
The Journal of biological chemistry, 295(18), 5944-5959 (2020-03-18)
The rapid emergence and dissemination of methicillin-resistant Staphylococcus aureus (MRSA) strains poses a major threat to public health. MRSA possesses an arsenal of secreted host-damaging virulence factors that mediate pathogenicity and blunt immune defenses. Panton-Valentine leukocidin (PVL) and α-toxin are
Danyang Guo et al.
Metabolism: clinical and experimental, 107, 154232-154232 (2020-04-18)
Parasympathetic nerve (PN) signaling plays a crucial role in the maintenance of pancreatic β-cell volume density (Vβ). PN may be pathologically affected in diabetic polyneuropathy (DPN). However, the association between the reduction of PNs in islets and Vβ and the

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