All Photos(3)

M6626

Sigma-Aldrich

S-Methyl-L-cysteine

substrate for methionine sulfoxide reductase A

Synonym(s):
SMLC, (R)-2-Amino-3-(methylmercapto)propionic acid
Linear Formula:
CH3SCH2CH(NH2)CO2H
CAS Number:
Molecular Weight:
135.18
Beilstein:
1721675
EC Number:
MDL number:
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

Quality Level

form

powder

technique(s)

ligand binding assay: suitable

application(s)

peptide synthesis

storage temp.

−20°C

SMILES string

CSC[C@H](N)C(O)=O

InChI

1S/C4H9NO2S/c1-8-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m0/s1

InChI key

IDIDJDIHTAOVLG-VKHMYHEASA-N

Looking for similar products? Visit Product Comparison Guide

Packaging

5, 25, 100 g in glass bottle

Biochem/physiol Actions

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 Parkinson′s.
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.

Storage Class Code

13 - Non 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

Certificate of Analysis

Certificate of Origin

Thambi Dorai et al.
Biomolecules, 10(1) (2019-12-22)
Abstract: Many tumors readily convert l-glutamine to α-ketoglutarate. This conversion is almost invariably described as involving deamidation of l-glutamine to l-glutamate followed by a transaminase (or dehydrogenase) reaction. However, mammalian tissues possess another pathway for conversion of l-glutamine to α-ketoglutarate
Maximilian J Helf et al.
Chembiochem : a European journal of chemical biology, 18(5), 444-450 (2016-12-15)
Amino acid modifications are essential for the structural diversity and bioactivity of ribosomally synthesized and post-translationally modified peptide natural products (RiPPs). A particularly large and virtually untapped pool of unusual RiPPs and associated modifying enzymes is provided by uncultivated bacteria.
Ehab Kotb Elmahallawy et al.
Biomedicines, 8(10) (2020-10-21)
Cryptosporidiosis has been proposed to be one of the major causes of diarrhoeal disease in humans worldwide that possesses zoonotic concern. Thereby, this study investigated the potential effects of s-Methylcysteine (SMC) on the parasite in vivo followed by the measurement
Selenium rescues orbital fibroblasts from cell death induced by hydrogen peroxide: another molecular basis for the effects of selenium in graves' orbitopathy.
Giovanna Rotondo Dottore et al.
Endocrine, 58(2), 386-389 (2017-01-18)
Mei-chin Yin et al.
Molecular nutrition & food research, 51(5), 572-579 (2007-04-19)
Protective effects of s-ethyl cysteine (SEC) and s-methyl cysteine (SMC) in kidney of diabetic mice were examined. SEC and SMC at 0.5, 1, 1.5, 2 g/L were added to the drinking water for 6 wk. Results showed that the intake

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service