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S-Methyl-L-cysteine

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S-Methyl-L-cysteine Basic information

Product Name:
S-Methyl-L-cysteine
Synonyms:
  • (R)-2-AMINO-3-(METHYLMERCAPTO)PROPIONIC ACID
  • S-METHYL-CYSTEINE
  • S-METHYL-L-CYSTEINE
  • H-L-CYS(ME)-OH
  • H-CYS(ME)-OH
  • Alanine, 3-(methylthio)-, L-
  • L-CH3SCH2CH(NH2)COOH
  • L-Cysteine, S-methyl-
CAS:
1187-84-4
MF:
C4H9NO2S
MW:
135.18
EINECS:
214-701-6
Product Categories:
  • Amino Acids Derivatives
  • Cysteine [Cys, C]
  • Amino Acids and Derivatives
  • Amino Acid Derivatives
Mol File:
1187-84-4.mol
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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)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22
Safety Statements 
22-24/25-36/37/39-26
WGK Germany 
3
HS Code 
29309090

MSDS

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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.

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.]

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