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S-Aminoethyl-L-cysteine

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S-Aminoethyl-l-cysteine
Skeletal formula
Skeletal formula
Ball-and-stick model
Ball-and-stick model
Names
IUPAC name S-(2-Aminoethyl)-L-cysteine
Systematic IUPAC name (2R)-2-Amino-3-propanoic acid
Other names Thialysine; L-3-alanine; L-4-Thialysine; Thiosine
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C5H12N2O2S/c6-1-2-10-3-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/t4-/m0/s1Key: GHSJKUNUIHUPDF-BYPYZUCNSA-N
  • InChI=1/C5H12N2O2S/c6-1-2-10-3-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/t4-/m0/s1Key: GHSJKUNUIHUPDF-BYPYZUCNBP
SMILES
  • OC((N)CSCCN)=O
Properties
Chemical formula C5H12N2O2S
Molar mass 164.22 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒verify (what is  ?) Infobox references
Chemical compound

S-Aminoethyl-l-cysteine, also known as thialysine, is a toxic analog of the amino acid lysine in which the second carbon of the amino acid's R-group (side chain) has been replaced with a sulfur atom.

Strictly speaking, L-thialysine is actually considered an S-(2-aminoethyl) analogue of L-cysteine. This compound is known to have cytotoxic affects as it inhibits protein synthesis and lysine 2,3-aminomutase.


References

  1. "S-(2-Aminoethyl)-L-cysteine". pubchem.ncbi.nlm.nih.gov. Retrieved 5 February 2023.

External links


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