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64382

Sigma-Aldrich

DL-Methionine methylsulfonium chloride

≥97.0% (AT)

Synonym(s):

(3-Amino-3-carboxypropyl)dimethyl sulfonium chloride, MMS, Methyl-methionine sulphonium chloride, Vitamin U

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About This Item

Empirical Formula (Hill Notation):
C6H14ClNO2S
CAS Number:
Molecular Weight:
199.70
Beilstein:
4163617
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

biological source

synthetic

Assay

≥97.0% (AT)

form

powder

impurities

≤0.002% heavy metals

ign. residue

≤0.1%

loss

≤3% loss on drying

color

colorless to white

pH

4.0-5.5

mp

139-140 °C

solubility

H2O: 100 mg/mL, clear, colorless

SMILES string

[Cl-].C[S+](C)CCC(N)C(O)=O

InChI

1S/C6H13NO2S.ClH/c1-10(2)4-3-5(7)6(8)9;/h5H,3-4,7H2,1-2H3;1H

InChI key

MYGVPKMVGSXPCQ-UHFFFAOYSA-N

Biochem/physiol Actions

DL-Methionine methylsulfonium (DL-MMSC), a racemic mixture, is used to study its mechanism of protection against gastric ulceration. DL-MMSC may also be used as a methionine analogue.
S-Methionine methylsulfonium (SMMS) chloride is a derivative of methionine metabolism in some plants. SMMS has potent therapeutic effects on gastrointestinal ulceration potentially via its ability to promote dermal fibroblast migration and growth.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Takafumi Ichikawa et al.
Journal of gastroenterology and hepatology, 24(3), 488-492 (2009-01-30)
In Japan, peptic ulcer disease (PUD) is treated clinically with a combination of a mucosal protectant and acid suppressants, but there is scant information regarding the effects of these drugs on normal gastric mucus cells. In the present study, the
Ji-Hoon Song et al.
Journal of food science, 82(1), 36-43 (2016-11-25)
The objectives of the current study were to determine S-methyl-L-methionine (SMM) from various Brassicaceae family vegetables by using validated analytical method and to characterize the intestinal transport mechanism of SMM by the Caco-2 cells. The SMM is well known to
Effect of s-methylmethionine sulphonium chloride on oesophagogastric ulcers in pigs.
Kopinski JS, Fogarty R, McVeigh J.
Australian Journal of Chemistry, 85, 362-367 (2007)
Kinuyo Matsumoto et al.
Metallomics : integrated biometal science, 3(7), 683-685 (2011-06-28)
The insulinomimetic activity of a Zn(ii) complex is reported. The effects of the Zn(ii) complex with ascorbic acid (Vitamin C; VC), methylmethionine sulfonium chloride (Vitamin U; VU) and l-carnitine were assessed in diet-induced metabolic syndrome model rats. Zn(VU)(2)Cl(2) and Zn(VC)Cl(2)
A S Salim
Journal of pharmaceutical sciences, 81(1), 70-73 (1992-01-01)
One milliliter of 1, 2, or 5% DL-cysteine (cysteine) or DL-methionine methylsulfonium chloride (MMSC) was instilled into the rat stomach 1, 24, and 48 h after giving ethanol (1 mL of 40% solution) by gavage. One hour following the administration

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