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Merck

C7352

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

Key Documents

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assay

≥98%

InChI key

XUJNEKJLAYXESH-REOHCLBHSA-N

InChI

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

SMILES string

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

biological source

non-animal source

product line

BioReagent

form

crystalline powder

technique(s)

cell culture | mammalian: suitable

impurities

endotoxin, tested

color

white

mp

240 °C (dec.) (lit.)

solubility

H2O: 25 mg/mL

Quality Level

200

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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.

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

C7352-1KG: + C7352-100G: + C7352-1G: + 2503303: + C7352-10MG: + C7352-VAR: + C7352-25G: + 2530069: + C7352-CH: + C7352-BULK: + 2503302: + C7352-1G-KC: + C7352-25KG:

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Certificates of Analysis (COA)

Lot/Batch Number
0000529834
0000523726
0000523726
0000529834
0000515227

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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)
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)
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)
L-Cysteine Partially Protects Against Acrylamide-Induced Testicular Toxicity.
Kacar S, et al.
Balkan medical journal, 35(4), 311-311 (2018)
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