CHEBI:24109 - fructosyllysine

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ChEBI Name fructosyllysine
ChEBI ID CHEBI:24109
Definition A glyco-amino acid consisting of a D-fructosyl residue attached to the ε-amino group of L-lysine.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C12H24N2O7
Net Charge 0
Average Mass 308.32820
Monoisotopic Mass 308.15835
InChI InChI=1S/C12H24N2O7/c13-7(12(20)21)3-1-2-4-14-5-8(16)10(18)11(19)9(17)6-15/h7,9-11,14-15,17-19H,1-6,13H2,(H,20,21)/t7-,9+,10+,11+/m0/s1
InChIKey BFSYFTQDGRDJNV-AYHFEMFVSA-N
SMILES N[C@@H](CCCCNCC(=O)[C@@H](O)[C@H](O)[C@H](O)CO)C(O)=O
Metabolite of Species Details
Escherichia coli (NCBI:txid562) See: PubMed
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): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
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ChEBI Ontology
Outgoing fructosyllysine (CHEBI:24109) has role Escherichia coli metabolite (CHEBI:76971)
fructosyllysine (CHEBI:24109) is a fructosamine (CHEBI:24103)
fructosyllysine (CHEBI:24109) is a glyco-amino acid (CHEBI:35258)
fructosyllysine (CHEBI:24109) is conjugate acid of fructosyllysinate (CHEBI:63523)
fructosyllysine (CHEBI:24109) is conjugate base of fructosyllysine(1+) (CHEBI:61393)
Incoming fructosyllysine(1+) (CHEBI:61393) is conjugate acid of fructosyllysine (CHEBI:24109)
fructosyllysinate (CHEBI:63523) is conjugate base of fructosyllysine (CHEBI:24109)
IUPAC Name
N6-(1-deoxy-D-fructos-1-yl)-L-lysine
Synonyms Sources
1-{[(5S)-5-amino-5-carboxypentyl]amino}-1-deoxy-D-fructose IUPAC
epsilon-Fructoselysine ChemIDplus
ε-fructosyl-L-lysine ChEBI
Fructose lysine ChemIDplus
Fructosyl-lysine ChemIDplus
Manual Xref Database
C16488 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
21291-40-7 CAS Registry Number ChemIDplus
2420179 Reaxys Registry Number Reaxys
2420179 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
14641079 PubMed citation Europe PMC
15080644 PubMed citation Europe PMC
1556177 PubMed citation Europe PMC
23609106 PubMed citation Europe PMC
25538281 PubMed citation Europe PMC
7718622 PubMed citation Europe PMC
IND80109283 Agricola citation Europe PMC
Last Modified
23 August 2017