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W326305

Sigma-Aldrich

L-Cysteine

≥97%, FG

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
FEMA Number:
3263
Beilstein:
1721408
EC Number:
200-158-2
MDL number:
MFCD00064306
UNSPSC Code:
12164502
eCl@ss:
32160406
PubChem Substance ID:
24901592
Flavis number:
17.033
NACRES:
NA.21

grade

FG
Halal

reg. compliance

EU Regulation 1334/2008 & 872/2012
FDA 21 CFR 172.320
FDA 21 CFR 184.1271

Assay

≥97%

optical activity

[α]26/D +8.0 to +9.5°, c = 2 in 5 M HCl

mp

240 °C (dec.) (lit.)

solubility

H2O: 25 mg/mL

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

Organoleptic

sulfurous

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

L-cysteine is a sulfur-containing amino acid. It can undergo Maillard reaction with reducing sugars to form volatile meat flavored compounds.

Biochem/physiol Actions

NMDA glutamatergic receptor agonist.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Volatile compounds produced by the reaction of L-cysteine or L-cystine with carbonyl compounds.
Kato S, et al.
Agricultural and Biological Chemistry, 37(3), 539-544 (1973)
Antioxidant effects of sulfur-containing amino acids
Atmaca G
Yonsei Medical Journal, 45, 776-788 (2004)
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
Nicholas Kwiatkowski et al.
Nature, 511(7511), 616-620 (2014-07-22)
Tumour oncogenes include transcription factors that co-opt the general transcriptional machinery to sustain the oncogenic state, but direct pharmacological inhibition of transcription factors has so far proven difficult. However, the transcriptional machinery contains various enzymatic cofactors that can be targeted
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
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Articles

Dietary Antioxidants

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.

Chromatograms

application for HPLC

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