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ChEBI
> Main
CHEBI:59965 - glyoxal-lysine dimer
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ChEBI Ontology
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ChEBI Name
glyoxal-lysine dimer
ChEBI ID
CHEBI:59965
Definition
An imidazolium ion formed via cyclo-dimerisation of
L
-lysine and glyoxal.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C15H27N4O4
Net Charge
+1
Average Mass
327.39930
Monoisotopic Mass
327.20268
InChI
InChI=1S/C15H26N4O4/c16-
12(14(20)
21)
5-
1-
3-
7-
18-
9-
10-
19(11-
18)
8-
4-
2-
6-
13(17)
15(22)
23/h9-
13H,1-
8,16-
17H2,(H-
,20,21,22,23)
/p+1/t12-
,13-
/m0/s1
InChIKey
MOISNZWLLXDVFT-STQMWFEESA-O
SMILES
N[C@@H](CCCCn1cc[n+](CCCC[C@H](N)C(O)=O)c1)C(O)=O
Roles Classification
Chemical Role
(s):
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Br
o
nsted acid).
(via
organic amino compound
)
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Br
o
nsted 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
glyoxal-lysine dimer (
CHEBI:59965
)
has role
epitope (
CHEBI:53000
)
glyoxal-lysine dimer (
CHEBI:59965
)
is a
L
-lysine derivative (
CHEBI:25095
)
glyoxal-lysine dimer (
CHEBI:59965
)
is a
imidazolium ion (
CHEBI:59964
)
glyoxal-lysine dimer (
CHEBI:59965
)
is a
non-proteinogenic
L
-α-amino acid (
CHEBI:83822
)
IUPAC Name
1,3-bis[(5
S
)-5-amino-5-carboxypentyl]-1
H
-imidazol-3-ium
Synonym
Source
GOLD
ChEBI
Citations
Types
Sources
15482946
PubMed citation
Europe PMC
9506998
PubMed citation
Europe PMC
Last Modified
16 December 2014
General Comment
2010-12-14
Implicated in the formation of advanced glycation end-products (AGEs), a feature of hyperglycaemia and aging.