Structure via PubChem · Public domain (PubChem)
L-thialysine
Sign in to saveAlso known as (2R)-2-amino-3-(2-aminoethylsulfanyl)propanoic acid, gamma-Thialysine, S-beta-Aminoethyl cysteine, S-2-Aminoethyl cysteine, gamma-Thia-lys, Thiosine, Aminoethylcysteine, 2-Aminoethylcysteine
'''S-Aminoethyl--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.
In the Vinony graph
Vinony's link graph records 21 inbound references to L-thialysine, and connects out to amino acid, health and medicine.
Vinony files it under Alpha-Amino acids, Aminoethyl compounds and Chembox image size set.
Vinony links it to 6 Wikipedia language editions.
Chemical data
- Formula
- C5H12N2O2S
- Molecular weight
- 164.23 g/mol
- IUPAC name
- (2R)-2-amino-3-(2-aminoethylsulfanyl)propanoic acid
- SMILES
- C(CSC[C@@H](C(=O)O)N)N
- InChIKey
- GHSJKUNUIHUPDF-BYPYZUCNSA-N
- XLogP
- -3.7
- Polar surface area
- 115 Ų
- H-bond donors
- 3
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
6 papers- Characterization of acetyl-CoA: L-lysine N6-acetyltransferase, which catalyses the first step of carbon catabolism from lysine in Saccharomyces cerevisiae.Archives of microbiology · 1993
- Topological analyses of the L-lysine exporter LysO reveal a critical role for a conserved pair of intramembrane solvent-exposed acidic residues.The Journal of biological chemistry · 2021
- Interactions between amino acid transport systems in Neurospora crassa.Journal of bacteriology · 1972
- Purification and characterization of an inducible L-lysine: 2-oxoglutarate 6-aminotransferase from Candida utilis.Journal of basic microbiology · 1992
- A novel member of the GCN5-related N-acetyltransferase superfamily from Caenorhabditis elegans preferentially catalyses the N-acetylation of thialysine [S-(2-aminoethyl)-L-cysteine].The Biochemical journal · 2004
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 164.062
Show 5 more facts
- chemical formula
- C₅H₁₂N₂O₂S
- canonical SMILES
- C(CSCC(C(=O)O)N)N
- isomeric SMILES
- C(CSC[C@@H](C(=O)O)N)N
- subject has role
- protein synthesis inhibitor
- Commons category
- S-Aminoethyl-L-cysteine
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- References
- External links
'''S-Aminoethyl--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.
Excerpted from Wikipedia’s “L-thialysine” article, available under the CC BY-SA 4.0 licence.