CHEBI:59963 - methylglyoxal-lysine dimer

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ChEBI Name methylglyoxal-lysine dimer
Definition An imidazolium ion formed via cyclo-dimerisation of L-lysine and methylglyoxal.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C16H29N4O4
Net Charge +1
Average Mass 341.42590
Monoisotopic Mass 341.21833
InChI InChI=1S/C16H28N4O4/c1-12-10-19(8-4-2-6-13(17)15(21)22)11-20(12)9-5-3-7-14(18)16(23)24/h10-11,13-14H,2-9,17-18H2,1H3,(H-,21,22,23,24)/p+1/t13-,14-/m0/s1
SMILES Cc1cn(CCCC[C@H](N)C(O)=O)c[n+]1CCCC[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): epitope
The biological role played by a material entity when bound by a receptor of the adaptive immune system. Specific site on an antigen to which an antibody binds.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
(via L-alpha-amino acid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing methylglyoxal-lysine dimer (CHEBI:59963) has role epitope (CHEBI:53000)
methylglyoxal-lysine dimer (CHEBI:59963) is a L-lysine derivative (CHEBI:25095)
methylglyoxal-lysine dimer (CHEBI:59963) is a imidazolium ion (CHEBI:59964)
methylglyoxal-lysine dimer (CHEBI:59963) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
Synonyms Sources
imidazolysine ChEBI
Citations Waiting for Citations Types Sources
10487968 PubMed citation Europe PMC
9506998 PubMed citation Europe PMC
Last Modified
16 December 2014
General Comment
2011-01-26 A Maillard reaction-derived protein crosslink in the human lens which may a role in lens aging and cataractogenesis.