Entry Name fructosyl amine oxidase (glucosone-forming);
Class Oxidoreductases;BRITE hierarchy
Sysname N-(1-deoxy-D-fructos-1-yl)amine:oxygen 2-oxidoreductase (glucosone-forming)
Reaction(IUBMB) an N-(1-deoxy-D-fructos-1-yl)amine + O2 + H2O = D-glucosone + an amine + H2O2 (overall reaction) [RN:
R13026 ];
(1a) an N-(1-deoxy-D-fructos-1-yl)amine + O2 = a 2-[(3S,4R,5R)-3,4,5,6-tetrahydroxy-2-oxohexylidene]amine + H2O2 [RN:
R13024 ];
(1b) a 2-[(3S,4R,5R)-3,4,5,6-tetrahydroxy-2-oxohexylidene]amine + H2O = D-glucosone + an amine (spontaneous) [RN:
R13025 ]
Reaction(KEGG) Substrate N-(1-deoxy-D-fructos-1-yl)amine [CPD:
C22523 ];
O2 [CPD:
C00007 ];
H2O [CPD:
C00001 ];
2-[(3S,4R,5R)-3,4,5,6-tetrahydroxy-2-oxohexylidene]amine [CPD:
C22524 ]
Product D-glucosone [CPD:
C22525 ];
amine [CPD:
C00706 ];
H2O2 [CPD:
C00027 ];
2-[(3S,4R,5R)-3,4,5,6-tetrahydroxy-2-oxohexylidene]amine [CPD:
C22524 ]
Comment Reducing sugars such as glucose react with amino groups in proteins via the spontaeous Maillard reaction, forming an unstable product that undergoes spontaneous rearrangement to a keto amine compound. These reactions are known as glycation reactions, and the stable products are known as Amadori products. This enzyme, which contains an FAD cofactor, catalyses a deglycation reaction that regenerates the amine reactant. By-products are glucosone and hydrogen peroxide. The enzymes have been reported from fungi and bacteria, but not from higher eukaryotes. Specific enzymes differ in their substrate specificity. cf. EC
1.5.3.26 , fructosyl amine oxidase (fructosamine-forming).
History EC 1.5.3.25 created 2022
Orthology K25951 fructosyl amine oxidase (glucosone-forming)
K25952 fructosyl amine oxidase (glucosone-forming)
Genes PALW : PSAL_010480(dadA_2)
AMAU : DSM26151_29280(mnmC)
AJR : N2K98_01390 N2K98_03700
» show all Taxonomy Reference 1
Authors Horiuchi, T., Kurokawa, T. and Saito, N.
Title Purification and properties of fructosyl-amino acid oxidase from Corynebacterium sp. 2-4-1.
Journal Agr Biol Chem Tokyo 53:103-110 (1989)
Reference Authors Takahashi M, Pischetsrieder M, Monnier VM.
Title Molecular cloning and expression of amadoriase isoenzyme (fructosyl amine:oxygen oxidoreductase, EC 1.5.3) from Aspergillus fumigatus.
Journal Sequence Reference Authors Hirokawa K, Kajiyama N.
Title Recombinant agrobacterium AgaE-like protein with fructosyl amino acid oxidase activity.
Journal Sequence Reference Authors Wu X, Monnier VM.
Title Enzymatic deglycation of proteins.
Journal Reference Authors Sakaue R, Nakatsu T, Yamaguchi Y, Kato H, Kajiyama N.
Title Crystallization and preliminary crystallographic analysis of bacterial fructosyl amino acid oxidase.
Journal Other DBs ExplorEnz - The Enzyme Database: 1.5.3.25
ExPASy - ENZYME nomenclature database: 1.5.3.25
