CHEBI:497734 - L-thialysine

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ChEBI Name L-thialysine
ChEBI ID CHEBI:497734
ChEBI ASCII Name L-thialysine
Definition A cysteine derivative that is the S-(2-aminoethyl) analogue of L-cysteine; reported to have cytotoxic effects.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:45515
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Formula C5H12N2O2S
Net Charge 0
Average Mass 164.22600
Monoisotopic Mass 164.06195
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
InChIKey GHSJKUNUIHUPDF-BYPYZUCNSA-N
SMILES NCCSC[C@H](N)C(O)=O
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): protein synthesis inhibitor
A compound, usually an anti-bacterial agent or a toxin, which inhibits the synthesis of a protein.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
EC 5.4.3.2 (lysine 2,3-aminomutase) inhibitor
An EC 5.4.3.* (intramolecular transferase transferring amino groups) inhibitor that interferes with the action of lysine 2,3-aminomutase (EC 5.4.3.2).
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ChEBI Ontology
Outgoing L-thialysine (CHEBI:497734) has role EC 5.4.3.2 (lysine 2,3-aminomutase) inhibitor (CHEBI:75190)
L-thialysine (CHEBI:497734) has role metabolite (CHEBI:25212)
L-thialysine (CHEBI:497734) has role protein synthesis inhibitor (CHEBI:48001)
L-thialysine (CHEBI:497734) is a L-cysteine thioether (CHEBI:27532)
L-thialysine (CHEBI:497734) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
L-thialysine (CHEBI:497734) is conjugate base of L-thialysinium (CHEBI:156132)
Incoming N-acetyl-L-thialysine (CHEBI:156139) has functional parent L-thialysine (CHEBI:497734)
L-thialysinium (CHEBI:156132) is conjugate acid of L-thialysine (CHEBI:497734)
IUPAC Name
S-(2-aminoethyl)-L-cysteine
Synonyms Sources
(2R)-2-amino-3-(2-aminoethylsulfanyl)propanoic acid PDB
(R)-2-amino-3-(2-aminoethylthio)propanoic acid ChEMBL
2-Aminoethylcysteine HMDB
4-Thia-L-lysine HMDB
4-Thialysine HMDB
Aminoethylcysteine ChemIDplus
gamma-Thia-lys ChemIDplus
gamma-Thialysine ChemIDplus
S-2-Aminoethyl cysteine ChemIDplus
S-beta-Aminoethyl cysteine ChemIDplus
Thiosine ChemIDplus
Manual Xrefs Databases
HMDB0033518 HMDB
S-Aminoethyl-L-cysteine Wikipedia
View more database links
Registry Numbers Types Sources
1006349 Gmelin Registry Number Gmelin
1705488 Beilstein Registry Number Beilstein
1705488 Reaxys Registry Number Reaxys
2936-69-8 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11370852 PubMed citation Europe PMC
17165731 PubMed citation Europe PMC
17524640 PubMed citation ChEMBL
19634897 PubMed citation Europe PMC
19685884 PubMed citation Europe PMC
7654708 PubMed citation Europe PMC
Last Modified
14 July 2020