S-Methyl-L-cysteine

SIGMA/M6626 - substrate for methionine sulfoxide reductase A

Synonym: (R)-2-Amino-3-(methylmercapto)propionic acid; SMLC

CAS Number: 1187-84-4
Empirical Formula (Hill Notation): C₄H₉NO₂S
Molecular Weight: 135.18
EC Number: 214-701-6
MDL Number: MFCD00002612
Linear Formula: CH₃SCH₂CH(NH₂)CO₂H
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-M6626-5G	5 g	$112.00 1/EA	Add To Favorites
45-M6626-25G	25 g	$452.00 1/EA	Add To Favorites
45-M6626-100G	100 g	$1330.00 1/EA	Add To Favorites

This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: M6626-100G

Properties
Descriptions
Safety Info.
Basic Data

application(s)	peptide synthesis
form	powder
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
Quality Level	200
SMILES string	CSC[C@H](N)C(O)=O
storage temp.	−20°C
technique(s)	ligand binding assay: suitable

Application:	In-vitro antioxidant and anti-inflammatory potential along with p.o. pharmacokinetic profile of key bioactive phytocompounds of Snow Mountain Garlic: a comparative analysis vis-à-vis normal garlic.: This study examines the antioxidant and anti-inflammatory properties of S-Methyl-L-cysteine found in Snow Mountain Garlic, providing insights into its potential therapeutic applications (Kaur et al., 2024 ). Acidification and tissue disruption affect glucosinolate and S-methyl-l-cysteine sulfoxide hydrolysis and formation of amines, isothiocyanates and other organosulfur compounds in red cabbage (Brassica oleracea var. capitata f. rubra).: The research highlights how acidification and tissue disruption influence the hydrolysis of S-Methyl-L-cysteine sulfoxide, impacting the formation of various bioactive compounds in red cabbage (Hanschen, 2024 ). Selective cycloaddition of ethylene oxide to CO(2) within the confined space of an amino acid-based metal-organic framework.: This research explores the use of an S-Methyl-L-cysteine-based metal-organic framework for the selective cycloaddition of ethylene oxide to CO₂, demonstrating its potential in green chemistry and materials science (Bilanin et al., 2023 ).
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.
Packaging:	5, 25, 100 g in glass bottle

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Storage Temp.	−20°C
UNSPSC	12352209

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