Skip to Content
Merck
All Photos(1)

Documents

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

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

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

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.

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Adam B Roberts et al.
Nature medicine, 24(9), 1407-1417 (2018-08-08)
Trimethylamine N-oxide (TMAO) is a gut microbiota-derived metabolite that enhances both platelet responsiveness and in vivo thrombosis potential in animal models, and TMAO plasma levels predict incident atherothrombotic event risks in human clinical studies. TMAO is formed by gut microbe-dependent

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service