fructoselysine

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| ImageFile = Fructoselysine.svg

| ImageSize = 200px

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| IUPACName = N⁶-(1-Deoxy-D-fructos-1-yl)-L-lysine

| SystematicName = (2S)-2-Amino-6-{[(3S,4R,5R)-3,4,5,6-tetrahydroxy-2-oxohexyl]amino}hexanoic acid

| OtherNames = Fructosyllysine; ε-Fructosyl-L-lysine

| Section1 = {{Chembox Identifiers

| CASNo = 21291-40-7

| CASNo_Ref = {{cascite|correct|CAS}}

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = F2RDS6J0Y0

| PubChem = 9839580

| ChemSpiderID = 8015298

| SMILES = C(CCNCC(=O)[C@H]([C@@H]([C@@H](CO)O)O)O)C[C@@H](C(=O)O)N

| StdInChI = 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

| StdInChIKey = BFSYFTQDGRDJNV-AYHFEMFVSA-N

}}

| Section2 = {{Chembox Properties

| C=12|H=24|N=2|O=7

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| Section3 = {{Chembox Hazards

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Fructoselysine is an Amadori adduct of glucose to lysine.{{cite journal|last1=Wiame|first1=E|last2=Delpierre|first2=G|last3=Collard|first3=F|last4=Van Schaftingen|first4=E|title=Identification of a pathway for the utilization of the Amadori product fructoselysine in Escherichia coli.|journal=The Journal of Biological Chemistry|date=8 November 2002|volume=277|issue=45|pages=42523–9|pmid=12147680|doi=10.1074/jbc.m200863200|doi-access=free}}

It breaks down into furosine on acid-catalysed hydrolysis.{{cite journal|last1=Oimomi|first1=M.|last2=Hatanaka|first2=H.|last3=Ishikawa|first3=K.|last4=Kubota|first4=S.|last5=Yoshimura|first5=Y.|last6=Baba|first6=S.|title=Increased fructose-lysine of nail protein in diabetic patients|journal=Klinische Wochenschrift|date=May 1984|volume=62|issue=10|pages=477–478|doi=10.1007/BF01726910|pmid=6431176|s2cid=36668875}} E. coli breaks it down using the enzymes fructoselysine-6-kinase and fructoselysine 6-phosphate deglycase into glucose 6-phosphate and lysine, a set of enzymes located on the frl (fructoselysine) operon.{{cite journal|last1=Wiame|first1=E|last2=Van Schaftingen|first2=E|title=Fructoselysine 3-epimerase, an enzyme involved in the metabolism of the unusual Amadori compound psicoselysine in Escherichia coli.|journal=The Biochemical Journal|date=15 March 2004|volume=378|issue=Pt 3|pages=1047–52|pmid=14641112|doi=10.1042/bj20031527|pmc=1224009}}