M6626
S-Methyl-L-cysteine
suitable for ligand binding assays
Sinónimos:
(R)-2-Amino-3-(methylmercapto)propionic acid, SMLC
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Fórmula lineal:
CH3SCH2CH(NH2)CO2H
Número CAS:
Peso molecular:
135.18
NACRES:
NA.26
PubChem Substance ID:
eCl@ss:
32160406
UNSPSC Code:
12352209
EC Number:
214-701-6
MDL number:
Beilstein/REAXYS Number:
1721675
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Permítanos ayudarleNombre del producto
S-Methyl-L-cysteine, substrate for methionine sulfoxide reductase A
InChI key
IDIDJDIHTAOVLG-VKHMYHEASA-N
InChI
1S/C4H9NO2S/c1-8-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m0/s1
SMILES string
CSC[C@H](N)C(O)=O
form
powder
technique(s)
ligand binding assay: suitable
application(s)
peptide synthesis
storage temp.
−20°C
Quality Level
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.
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.
Clase de almacenamiento
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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.
Methionine sulfoxide reductase A and a dietary supplement S-methyl-L-cysteine prevent Parkinson's-like symptoms.
Wassef, R. et al.
The Journal of Neuroscience, 21, 12808-12816 (2007)
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
Ramez Wassef et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 27(47), 12808-12816 (2007-11-23)
Parkinson's disease (PD), a common neurodegenerative disease, is caused by loss of dopaminergic neurons in the substantia nigra. Although the underlying cause of the neuronal loss is unknown, oxidative stress is thought to play a major role in the pathogenesis
Ohki Higuchi et al.
Journal of agricultural and food chemistry, 51(24), 7208-7214 (2003-11-13)
Sulfur-containing compounds contributing to health promotion in Allium species are produced via enzymic and thermochemical reactions. Sulfur-containing amino acids and volatile organosulfur compounds were prepared for an antioxidative assay. The inhibitory activity of S-alk(en)yl-l-cysteines and their sulfoxides, volatile alk(en)yl disulfides
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