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778672

Sigma-Aldrich

L-Cysteine

produced by Wacker Chemie AG, Burghausen, Germany, ≥98.0%

Synonym(s):

(R)-2-Amino-3-mercaptopropionic acid

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About This Item

Linear Formula:
HSCH2CH(NH2)CO2H
CAS Number:
52-90-4
Molecular Weight:
121.16
Beilstein:
1721408
EC Number:
200-158-2
MDL number:
MFCD00064306
UNSPSC Code:
12352209
PubChem Substance ID:
329767985
NACRES:
NA.22

grade

produced by Wacker Chemie AG, Burghausen, Germany

Assay

≥98.0%

form

powder

optical activity

[α]/D 8 to 9.5°

reaction suitability

reaction type: solution phase peptide synthesis

impurities

≤0.5% ninhidrin positive substances (each)
≤10 ppm heavy metals
≤300 ppm ammonium

ign. residue

≤0.1%

loss

≤0.5% loss on drying

mp

240 °C (dec.) (lit.)

anion traces

chloride (Cl-): ≤0.04%
sulfate (SO42-): ≤0.03%

cation traces

Fe: ≤10 ppm

suitability

clear, colorless for appearance of solution

SMILES string

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

InChI

1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m0/s1

InChI key

XUJNEKJLAYXESH-REOHCLBHSA-N

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General description

This product is supplied from Wacker FERMOPURE® material, but only sold for R&D use only, not for drug, household or other uses.

Application

L-Cysteine has been used as a standard for the quantification of low-molecular-weight (LMW) thiols extracted from Arabidopsis thaliana tissues by HPLC.

Biochem/physiol Actions

NMDA glutamatergic receptor agonist.

Legal Information

FERMOPURE is a registered trademark of Wacker Chemie AG

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 1

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Quantification of Low Molecular Weight Thiols in Arabidopsis.
Miao Z, et al.
Journal of integrative plant biology (2015)
Eun Young Park et al.
Journal of agricultural and food chemistry, 62(26), 6183-6189 (2014-06-01)
The present study examined the impact of the supplementation of glutathione (GSH), γ-L-glutamyl-L-cysteinyl-glycine, on human blood GSH levels. Healthy human volunteers were orally supplemented with GSH (50 mg/kg body weight). Venous blood was collected from the cubital vein before and
Takeshi Annoura et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 28(5), 2158-2170 (2014-02-11)
The 10 Plasmodium 6-Cys proteins have critical roles throughout parasite development and are targets for antimalaria vaccination strategies. We analyzed the conserved 6-cysteine domain of this family and show that only the last 4 positionally conserved cysteine residues are diagnostic
Aurelie Kas et al.
Brain : a journal of neurology, 137(Pt 7), 2077-2087 (2014-05-03)
Kleine-Levin syndrome is characterized by relapsing-remitting episodes of severe hypersomnia, cognitive impairment, apathy, derealization and behavioural disturbances. Between episodes, patients have normal sleep, mood and behaviour. Functional imaging studies performed in small series of patients with Kleine-Levin syndrome with visual
John Gilchrist et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(51), E5016-E5024 (2013-12-04)
Voltage-gated sodium (Nav) channels are embedded in a multicomponent membrane signaling complex that plays a crucial role in cellular excitability. Although the mechanism remains unclear, β-subunits modify Nav channel function and cause debilitating disorders when mutated. While investigating whether β-subunits
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