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168149

Sigma-Aldrich

L-Cysteine

97%, for peptide synthesis

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
eCl@ss:
32160406
PubChem Substance ID:
24850236
NACRES:
NA.22

product name

L-Cysteine, 97%

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.

Biochem/physiol Actions

NMDA glutamatergic receptor agonist.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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 functionalized gold nanoparticles for the colorimetric detection of Hg2+ induced by ultraviolet light
Chai F
Nanotechnology, 21(2), 025501-025501 (2009)
Xin Li et al.
Journal of diabetes research, 2020, 9589507-9589507 (2020-02-23)
Chronic wounds are a major global health problem with the presence of biofilm significantly contributing to wound chronicity. Current treatments are ineffective in resolving biofilm and simultaneously killing the bacteria; therefore, effective biofilm-resolving drugs are needed. We have previously shown
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)
Antioxidant effects of sulfur-containing amino acids
Atmaca G
Yonsei Medical Journal, 45, 776-788 (2004)
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
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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.

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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