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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:
Molecular Weight:
121.16
Beilstein:
1721408
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22
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Product Name

L-Cysteine, 97%

Quality Level

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.[1] Its ability to reduce colitis symptoms is being assessed for potential use in treating inflammatory bowel disease (IBD).[2]
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.[3]

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

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Certificates of Analysis (COA)

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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)
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)
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
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

Articles

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

Questions

1–3 of 3 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. When I make a L-cysteine solution using this powder, it can be stored for long time or it should be freshly made? And what is the storage conditon of the solution?

    1 answer
    1. This product is soluble in 5% of 1N Hydrochloric Acid. When acidic stock solutions are aliquoted and stored at -20°C, it is stable for up to 1 month.

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