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C2196

Sigma-Aldrich

L-Cysteine S-sulfate

≥98% (TLC), suitable for ligand binding assays

Synonym(s):

S-Sulfo-L-cysteine

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About This Item

Empirical Formula (Hill Notation):
C3H7NO5S2
CAS Number:
1637-71-4
Molecular Weight:
201.22
Beilstein:
1726832
MDL number:
MFCD00133440
UNSPSC Code:
12352209
PubChem Substance ID:
24892471
NACRES:
NA.26

product name

L-Cysteine S-sulfate, ≥98% (TLC)

Quality Level

200

Assay

≥98% (TLC)

form

powder

technique(s)

ligand binding assay: suitable

color

white

storage temp.

−20°C

SMILES string

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

InChI

1S/C3H7NO5S2/c4-2(3(5)6)1-10-11(7,8)9/h2H,1,4H2,(H,5,6)(H,7,8,9)/t2-/m0/s1

InChI key

NOKPBJYHPHHWAN-REOHCLBHSA-N

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Biochem/physiol Actions

L-Cysteine S-sulfate (LCSS) is used as an NMDA glutamatergic receptor agonist. It serves as a substrate for cystine lyase(s).
Cysteine is one of the functional amino acids that are associated with growth, reproduction, maintenance and immunity. Cysteine is a source of disulfide linkage in protein and is associated with sulfur transport. At physiological pH, cysteine undergoes rapid oxidation to form cystine. Reduced availability of cysteine or cystine, influences leukocyte metabolism. L-Cysteine serves as a precursor for the rate limiting step in glutathione synthesis that occurs in neurons. It donates inorganic sulfate for detoxification reactions. Therefore, L-cysteine might be associated with neuroprotection. It is found to obstruct the entry of heavy metal ions across the blood-brain barrier into the brain. Increased levels of L-cysteine might lead to neurotoxicity.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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Mechanisms of L-Cysteine Neurotoxicity
R. Janaky
Neurochemical Research, 25, 1397-1405 (2000)
L H Ngu et al.
Singapore medical journal, 50(10), e365-e367 (2009-11-13)
Molybdenum cofactor deficiency is a rare autosomal recessive disorder with devastating neurological manifestations, characterised by neonatal-onset encephalopathy mimicking hypoxic-ischaemic insult, intractable seizure, and feeding and respiratory difficulties. It is often fatal in the early life. We report an affected 8-year-old
Claus Jacob et al.
Angewandte Chemie (International ed. in English), 42(39), 4742-4758 (2003-10-17)
Sulfur and selenium occur in proteins as constituents of the amino acids cysteine, methionine, selenocysteine, and selenomethionine. Recent research underscores that these amino acids are truly exceptional. Their redox activity under physiological conditions allows an amazing variety of posttranslational protein
Emma E Hobson et al.
European journal of pediatrics, 164(11), 655-659 (2005-07-19)
Isolated sulphite oxidase deficiency (ISOD) is a rare autosomal recessive inborn error of metabolism, which may present at birth with intractable seizures (often of prenatal onset) and severe neurological abnormalities. In infants who survive, lens dislocation may occur from 8
Cecilia Gotor et al.
Plant signaling & behavior, 5(8), 1028-1030 (2010-08-12)
The cysteine molecule plays an essential role in cells because it is part of proteins and because it functions as a reduced sulfur donor molecule. In addition, the cysteine molecule may also play a role in the redox signaling of
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