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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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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
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

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