MilliporeSigma
All Photos(5)

168149

Sigma-Aldrich

L-Cysteine

97%

Synonym(s):
(R)-2-Amino-3-mercaptopropionic acid
Linear Formula:
HSCH2CH(NH2)CO2H
CAS Number:
Molecular Weight:
121.16
Beilstein:
1721408
EC Number:
MDL number:
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22

assay

97%

form

solid

optical activity

[α]20/D +6.5±1.5°, c = 2 in 5 M HCl

optical purity

ee: 96% (GLC)

reaction suitability

reaction type: solution phase peptide synthesis

mp

240 °C (dec.) (lit.)

solubility

hydrochloric acid: 5% in 1N, clear, colorless

application(s)

peptide synthesis

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 non-essential amino acid. Its ability to reduce colitis symptoms is being assessed for potential use in treating inflammatory bowel disease (IBD).
Naturally occurring non-essential amino acid.

Application

L-cysteine can be used as a cysteine source to prepare L-cysteine functionalized gold nanoparticles for use as probes in the colorimetric detection of Hg2+ in aqueous solution.

Packaging

2.5 g in glass bottle
25, 100, 500 g in poly bottle
2.5 kg in poly bottle

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

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

L-cysteine supplementation attenuates local inflammation and restores gut homeostasis in a porcine model of colitis
Kim CJ
Biochim. Biophys. Acta Gen. Subj., 1790(10), 1161-1169 (2009)
L-cysteine functionalized gold nanoparticles for the colorimetric detection of Hg2+ induced by ultraviolet light
Chai F
Nanotechnology, 21(2), 025501-025501 (2009)
Antioxidant effects of sulfur-containing amino acids
Atmaca G
Yonsei Medical Journal, 45, 776-788 (2004)
Tanzila Mukhtar et al.
Scientific reports, 10(1), 4625-4625 (2020-03-15)
Neural stem cells (NSCs) generate neurons of the cerebral cortex with distinct morphologies and functions. How specific neuron production, differentiation and migration are orchestrated is unclear. Hippo signaling regulates gene expression through Tead transcription factors (TFs). We show that Hippo
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

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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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