Chemistry: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 Y 4099-35-8 (HCl) Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:497734 Y
ChEMBL	ChEMBL397565 Y
ChemSpider	89945 Y
PubChem CID	99558
UNII	OS2H9OH0GT Y WPH5RH5BID (HCl) Y
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 Y Key: GHSJKUNUIHUPDF-BYPYZUCNSA-N Y 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).
N verify (what is YN ?)
Infobox references

Tracking categories (test):

• SizeSet

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.

External links

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