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

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’.

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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
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
Pharmacology, 46(5), 281-288 (1993-05-01)
This prospective randomized double-blind controlled study investigated whether sulphydryl-containing agents protect against the recurrence of duodenal ulceration. To this end, DL-cysteine (200 mg 4 times daily) and DL-methionine-methyl sulphonium chloride (MMSC, 500 mg 4 times daily) were administered orally. Three
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
A S Salim
Journal of pharmaceutical sciences, 81(7), 698-700 (1992-07-01)
Reserpine (intraperitoneal, 5 mg/kg every day for 5 days) produced chronic ulceration of the rat stomach 2 weeks postdose. Gavage with 1% DL-cysteine or DL-methionine-S-methylsulfonium chloride at 1 mL/day for 2 weeks and 5 days protected against ulceration in 30%
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