S-Methyl-L-cysteine

Base Information

• Chemical Name: S-Methyl-L-cysteine
• CAS No.: 1187-84-4
• Molecular Formula: C4H9NO2S
• Molecular Weight: 135.187
• Hs Code.: 29309090
• Mol file: 1187-84-4.mol

Synonyms:Alanine,3-(methylthio)-, L- (8CI);(-)-S-Methyl-L-cysteine;3-(Methylthio)alanine;L-S-Methylcysteine;NSC 15387;S-Methyl-(R)-cysteine;S-Methylcysteine;H-Cys(Me)-OH;

Chemical Property of S-Methyl-L-cysteine

Chemical Property:

• Appearance/Colour: white to light beige fine crystalline powder
• Vapor Pressure: 0.011mmHg at 25°C
• Melting Point: ~240 °C (dec.)
• Refractive Index: -30 ° (C=2, H2O)
• Boiling Point: 300.3 °C at 760 mmHg
• PKA: pK1:8.97 (25°C)
• Flash Point: 135.4 °C
• PSA: 88.62000
• Density: 1.26 g/cm³
• LogP: 0.46160
• Storage Temp.: −20°C
• Solubility.: Aqueous Acid (Slightly, Sonicated), Aqueous Base (Sparingly, Sonicated), Water (
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 135.03539970
• Heavy Atom Count: 8
• Complexity: 80.6

Purity/Quality:

99% ^*data from raw suppliers

S-Methyl-L-cysteine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 22-24/25-36/37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CSCC(C(=O)[O-])[NH3+]
• Isomeric SMILES: CSC[C@@H](C(=O)[O-])[NH3+]
• Uses: S-Methyl-L-cysteine is a substrate in the catalytic antioxidant system mediated by methionine sulfoxide reductase A (MSRA). It has been studied as a theurapeutic for neurodegenerative diseases including Parkinson′s.

Technology Process of S-Methyl-L-cysteine

There total 30 articles about S-Methyl-L-cysteine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

dodecyl-dimethylsulphonium iodide (18412-81-2) + phenol (108-95-2,27073-41-2) → S-methyl-L-cysteine (1187-84-4,7728-98-5) + methoxybenzene (100-66-3)

Guidance literature:

With potassium hydroxide; In water; at 70 ℃; for 5h; pH = 9;

DOI:10.1039/P19830001941

Reference yield: 95.0%

hexadecyl-dimethylsulphonium iodide (64969-77-3) + (+/-)-thymidine (50-89-5,3424-98-4,4449-43-8,4781-17-3,16053-52-4,36646-86-3,39131-66-3,68224-82-8,128112-70-9,131682-41-2,137121-87-0,28854-96-8,3545-96-8,50-88-4) → S-methyl-L-cysteine (1187-84-4,7728-98-5) + 3-methylthymidine (958-74-7,115082-30-9)

Guidance literature:

With potassium hydroxide; In water; at 70 ℃; for 6h; pH = 11;

DOI:10.1039/P19830001941

Reference yield: 93.0%

L-Cysteine (52-90-4) + methyl iodide (74-88-4) → S-methyl-L-cysteine (1187-84-4,7728-98-5)

Guidance literature:

With N,N,N',N'-tetramethylguanidine; In tetrahydrofuran; at 50 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.08.097

upstream raw materials:

L-Cysteine

dimethyl sulfate

methyl iodide

L-cystine

Downstream raw materials:

N-methylaniline

(R)-2-(2-Benzoylsulfanyl-propionylamino)-3-methylsulfanyl-propionic acid

N-(2-benzylthio-2-methylpropanoyl)-S-methyl-L-cysteine

(R)-3-Methylsulfanyl-2-(2-methylsulfanylmethyl-3-phenyl-propionylamino)-propionic acid

Refernces

• 1、 Amtul, Zareen,Kausar, Naheed,Follmer, Cristian,Rozmahel, Richard F.,Atta-Ur-Rahman,Kazmi, Syed Arif,Shekhani, Mohammed Saleh,Eriksen, Jason L.,Khan, Khalid M.,Choudhary, Mohammad Iqbal. "Cysteine based novel noncompetitive inhibitors of urease(s)-Distinctive inhibition susceptibility of microbial and plant ureases". . p. 6737 - 6744. Retrieved 2006.
• 2、 Ikegami, Fumio,Takayama, Kyoko,Tajima, Chiho,Murakoshi, Isamu. "PURIFICATION AND PROPERTIES OF β-CYANO-L-ALANINE SYNTHASE FROM SPINACIA OLERACEA". . p. 2011 - 2016. Retrieved 1988.
• 3、 Morozova, Elena A.,Kulikova, Vitalia V.,Rodionov, Alexei N.,Revtovich, Svetlana V.,Anufrieva, Natalya V.,Demidkina, Tatyana V.. "Engineered Citrobacter freundii methionine γ-lyase effectively produces antimicrobial thiosulfinates". . p. 92 - 98. Retrieved 2016.
• 4、 Abadi, Ashraf H.,Abdel Karim, Shereen E.,Abdel-Halim, Mohammad,Ahmed, Nermin S.,Frakolaki, Efseveia,Vassilaki, Niki,Youssef, Youssef H.,Zoidis, Grigoris. "Symmetric benzidine derivatives as anti-HCV agents: Insight into the nature, stereochemistry of the capping amino acid and the size of the terminal capping carbamates". . . Retrieved 2020/07/27.