S-Aminoethyl-L-cysteine

S-Aminoethyl-l-cysteine
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
CAS Number	2936-69-8 ; 4099-35-8 (HCl) ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:497734 ;
ChEMBL	ChEMBL397565 ;
ChemSpider	89945 ;
PubChem CID	99558;
UNII	OS2H9OH0GT ; WPH5RH5BID (HCl) ;
CompTox Dashboard (EPA)	DTXSID40183588 ;
	InChI InChI=1S/C5H12N2O2S/c6-1-2-10-3-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/t4-/m0/s1 Key: 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/s1 Key: GHSJKUNUIHUPDF-BYPYZUCNBP;
	SMILES OC([C@@H](N)CSCCN)=O;
Properties
Chemical formula	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). verify (what is ?) Infobox references

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.^[1]

References

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

External links

H-Cys(aminoethyl)-OH·HCl at ChemImpex
Thialysine at US Biological

This article about an organic compound is a stub. You can help Wikipedia by expanding it.

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

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