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SML3490

Sigma-Aldrich

FMC

≥98% (HPLC)

Synonym(s):

Dimethyl(fluoromethyl)(2-hydroxyethyl)ammonium chloride, Fluorocholine chloride, Fluoromethylcholine chloride, N-(Fluoromethyl)-2-hydroxy-n,n-dimethylethanaminium chloride, NSC720948

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About This Item

Empirical Formula (Hill Notation):
C5H13FNO·Cl
CAS Number:
459424-38-5
Molecular Weight:
157.61
MDL number:
MFCD07995053
UNSPSC Code:
41106300
NACRES:
NA.77
Pricing and availability is not currently available.

Quality Level

100

assay

≥98% (HPLC)

form

(Crystals to semi-solid)

storage condition

under inert gas

color

colorless to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

SMILES string

FC[N+](CCO)(C)C.[Cl-]

InChI

1S/C5H13FNO.ClH/c1-7(2,5-6)3-4-8;/h8H,3-5H2,1-2H3;1H/q+1;/p-1

InChI key

QJEHIIJVWXGJAB-UHFFFAOYSA-M

Biochem/physiol Actions

FMC is a monofluorinated choline that acts as a nonlethal, mechanism-based irreversible inhibtor (pseudosubstrate-based suicide inhibitor) against gut anaerobic bacterial glycyl radical enzyme (GRE) cutC choline trimethylamine (TMA) lyase-catalyzed TMA production from choline (IC50 = 0.9 nM/P. mirabilis & 1.4 nM/D. alaskensis rec. CutC/D) without affecting the bacterial growth (P. mirabilis, E. fergusonii, and P. penneri). A single FMC oral dose (100 mg/kg) to mice on choline-supplemented diet significantly reduces plasma trimethylamine N-oxide (TMAO) level (up to 3 days) as well as diet-induced platelet responsiveness and thrombus formation without toxicity or increased bleeding risk.
Orally active gut bacterial choline trimethylamine (TMA) lyase cutC inhibtor with TMA- & TMA N-oxide (TMAO)-lowering efficacy in vitro and in vivo.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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