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Merck
CN

64382

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:
3493-12-7
Molecular Weight:
199.70
UNSPSC Code:
12352209
NACRES:
NA.26
PubChem Substance ID:
57651981
EC Number:
222-484-4
Beilstein/REAXYS Number:
4163617
MDL number:
MFCD00031700

Key Documents

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InChI key

MYGVPKMVGSXPCQ-UHFFFAOYSA-N

InChI

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

SMILES string

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

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

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCCB2364
BCBZ8740
BCBZ3914
BCBX4610
BCBG6143V

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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)
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
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)
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