64382

Sigma-Aldrich

DL-Methionine methylsulfonium chloride

≥97.0% (AT)

Synonym(s):
Vitamin U, MMS, (3-Amino-3-carboxypropyl)dimethyl sulfonium chloride, Methyl-methionine sulphonium chloride
Empirical Formula (Hill Notation):
C6H14ClNO2S
CAS Number:
Molecular Weight:
199.70
Beilstein/REAXYS Number:
4163617
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.26

Quality Level

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

Related Categories

Biochem/physiol Actions

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.
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.

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

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...
Dharmendra Kumar et al.
Bioresource technology, 96(3), 287-294 (2004-10-12)
The production of methionine by submerged fermentation using a mutant strain of Corynebacterium lilium was studied to determine suitable conditions for obtaining high productivity. The mutant strain resistant to the methionine analogues ethionine, norleucine, methionine sulfoxide and methionine methylsulfonium chloride...
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...

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