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C7352

Sigma-Aldrich

L-Cysteine

from non-animal source, BioReagent, suitable for cell culture, ≥98%

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/REAXYS Number:
1721408
EC Number:
200-158-2
MDL number:
MFCD00064306
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24892959
NACRES:
NA.75

biological source

non-animal source

Quality Level

200

product line

BioReagent

assay

≥98%

form

crystalline powder

technique(s)

cell culture | mammalian: suitable

impurities

endotoxin, tested

color

white

mp

240 °C (dec.) (lit.)

solubility

H2O: 25 mg/mL

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 one of the sulfur containing proteinogenic amino acid incorporated into proteins as directed by the genetic code. The thiol-side chain participates in a variety of oxidation/reduction reactions within the cell. The side chain participates in the formation of β bonds that modulate the secondary and ternary structure of proteins. L-Cysteine is an essential precursor for inorganic sulfates, coenzyme A. Cysteine is an essential and limiting for the formation of glutathione, an important antioxidant, within the cell. Mammalian liver can synthesize L-cysteine and is a semi-essential amino acid. L-cysteine prevents oxidation of nerve cells, aids in maintaining the stability and rigidity of connective tissues. L-cysteine speeds up the healing process of the body and reduces inflammatory reactions. L-cysteine protects testis partially against acrylamide induced toxicity. L-cysteine can prevent DNA damage during cryopreservation and preserves semen quality.
L-Cysteine is a proteinogenic amino acid incorporated into proteins as directed by the genetic code. The thiol-side chain participates in a variety of oxidation/reduction reactions within the cell. The side chain participates in the formation of β bonds that modulate the secondary and ternary structure of proteins. Cysteine is essential and limiting for the formation of glutathione, an important antioxidant, within the cell.

Application

L-Cysteine has been used:
  • as a media supplement in Trypticase-Yeast Extract-Iron-Serum (TYI-S-33) media for the culture of Giardia lamblia, to make enzyme solution in Dulbecco′s modified Eagles medium (DMEM) to establish hippocampus culture
  • to test its protective effect on acrylamide induced toxicity in testis
  • in the preparation of tris acetic acid extender solution for cryopreservation of semen
  • as an additive to make papain digestion solution

Biochem/physiol Actions

NMDA glutamatergic receptor agonist.

Other Notes

L-Cysteine is used to supplement cell culture media. This product is a non-animal source amino acid useful for serum-free media formulations intended for biomanufacturing applications.

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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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L-Cysteine certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

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Fibroblast growth factor 23 signaling in hippocampal cells: impact on neuronal morphology and synaptic density
Hensel N, et al.
Journal of Neurochemistry, 137(5), 756-769 (2016)
An image-based assay for high throughput screening of Giardia lamblia
Gut J, et al.
Journal of Microbiological Methods, 84(3), 398-405 (2011)
Preparation of rat brain aggregate cultures for neuron and glia development studies
Koito H and Li J
Journal of Visualized Experiments, (31), 1304-1304 (2009)
Effect of L-Cysteine on post thaw quality of Nili Ravi buffalo (Bubalus bubalis) bull spermatozoa cryopreserved in tris citric acid extender
Wadood F, et al.
The Journal of Animal and plant sciences, 25, 301-303 (2015)
L-Cysteine Partially Protects Against Acrylamide-Induced Testicular Toxicity.
Kacar S, et al.
Balkan medical journal, 35(4), 311-311 (2018)
View All Related Papers

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.

Protocols

GC Analysis of Amino Acids (as TBDMS Derivatives) on SLB®-5ms (20 m x 0.18 mm I.D., 0.18 μm), Fast GC Analysis

Separation of L-Alanine; Glycine; L-Valine; L-Leucine; L-Isoleucine; L-Proline; L-Methionine; L-Serine; L-Threonine; L-Phenylalanine; L-Aspartic acid; L-4-Hydroxyproline; L-Cysteine; L-Glutamic acid; L-Asparagine; L-Lysine; L-Glutamine; L-Histidine; L-Tyrosine; L-Tryptophan; L-Cystine

Chromatograms

application for HPLC

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