S-Methyl-L-cysteine Chemical Properties

Melting point:

~240 °C (dec.)

alpha 

-29.5 º (c=1,water)

Boiling point:

300.3±37.0 °C(Predicted)

Density 

1.149 (estimate)

refractive index 

-30 ° (C=2, H2O)

storage temp. 

Keep in dark place,Sealed in dry,Store in freezer, under -20°C

solubility 

Aqueous Acid (Slightly, Sonicated), Aqueous Base (Sparingly, Sonicated)

form 

Solid

pka

pK1:8.97 (25°C)

color 

White to Off-White

BRN 

1721675

LogP

0.380 (est)

CAS DataBase Reference

1187-84-4(CAS DataBase Reference)

NIST Chemistry Reference

s-Methyl-L-cysteine(1187-84-4)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

Safety Statements 

22-24/25-36/37/39-26

WGK Germany 

3

HS Code 

29309090

MSDS

• Language:English Provider:(R)-2-Amino-3-(methylmercapto)propionic acid
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

S-Methyl-L-cysteine Usage And Synthesis

Chemical Properties

white to light beige fine crystalline powder

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.

Definition

ChEBI: A cysteine derivative that is L-cysteine in which the hydrogen attached to the sulfur is replaced by a methyl group.

Biological Activity

S-Methyl-L-cysteine (SMLC) is a substrate in the catalytic antioxidant system mediated by methionine sulfoxide reductase A (MSRA). SMLC is naturally present in garlic, cabbage, and turnips and has been studied as a theurapeutic for neurodegenerative diseases including Parkinsonμs.
When used as a dietary supplement in the Drosphilia model of PD, SMLC increases the efficacy of the MRSA catalytic antioxidant system by providing additional substrate available leading to increased resistance to oxidative stress.

Purification Methods

Likely impurities are cysteine and S-methyl-dl-cysteine. Crystallise it from H2O by adding 4volumes of EtOH. It also crystallises from MeOH with m 234-236o(dec), but after sublimation i t has m 267-270o and [] 27D -31.6o (c 1, H2O). [Rinderknecht et al. Helv Chim Acta 41 1, 10 1958, Theodoropoulos Acta Chem Scand 13 383 1959, Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 p 1904 1961, Beilstein 4 IV 3145.]

S-Methyl-L-cysteine(1187-84-4)Related Product Information

• L-Cysteine
• 6-Aminocaproic acid
• Propionic acid
• METSULFURON METHYL
• Glycine
• ALTRENOGEST
• Kresoxim-methyl
• Thiophanate-methyl
• N-Acetyl-L-cysteine
• DL-Homocysteine
• Tris(hydroxymethyl)aminomethane
• Methyl salicylate
• Tribenuron methyl
• Methyl
• Methyl bromide
• S-Trityl-L-cysteine
• S-Carboxymethyl-L-cysteine
• L-CYSTEINE HCL ANHYDROUS