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.
Names | |
---|---|
IUPAC name
S-(2-Aminoethyl)-L-cysteine
| |
Systematic IUPAC name
(2R)-2-Amino-3-[(2-aminoethyl)sulfanyl]propanoic acid | |
Other names
Thialysine; L-3-[(2-Aminoethyl)thio]alanine; L-4-Thialysine; Thiosine
| |
Identifiers | |
3D model (JSmol)
|
|
ChEBI | |
ChEMBL | |
ChemSpider | |
PubChem CID
|
|
UNII | |
CompTox Dashboard (EPA)
|
|
| |
| |
Properties | |
C5H12N2O2S | |
Molar mass | 164.22 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
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.[1]
References
edit- ^ "S-(2-Aminoethyl)-L-cysteine". pubchem.ncbi.nlm.nih.gov. Retrieved 5 February 2023.
External links
edit- H-Cys(aminoethyl)-OH·HCl at ChemImpex
- Thialysine at US Biological