CAS 21291-40-7

ε-Fructoselysine

Description:

ε-Fructoselysine, also known as a fructosyl-lysine compound, is a Maillard reaction product formed during the heating of sugars and amino acids, particularly lysine. It is characterized by its structure, which includes a fructose moiety linked to the amino acid lysine through a glycosidic bond. This compound is of interest in food chemistry and nutrition due to its role in the browning process and flavor development in cooked foods. ε-Fructoselysine exhibits properties typical of both sugars and amino acids, including solubility in water and the ability to participate in further chemical reactions. It is also studied for its potential implications in health, particularly concerning its role in the formation of advanced glycation end-products (AGEs), which are associated with various chronic diseases. The compound is typically stable under normal storage conditions but may undergo degradation or transformation under extreme heat or acidic environments. Its presence in food products can influence both nutritional quality and sensory attributes.

Formula: C₁₂H₂₄N₂O₇

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

InChI key: InChIKey=BFSYFTQDGRDJNV-AYHFEMFVSA-N

SMILES: C([C@H]([C@@H]([C@@H](CO)O)O)O)(CNCCCC[C@@H](C(O)=O)N)=O

Synonyms:

• Fructoselysine
• N6-(1-Deoxy-D-fructos-1-yl)-L-lysine
• L-Lysine, N6-(1-deoxy-D-fructos-1-yl)-
• Fructose, 1-[(L-5-amino-5-carboxypentyl)amino]-1-deoxy-, D-
• D-Fructose, 1-[(5-amino-5-carboxypentyl)amino]-1-deoxy-, (S)-

Fructosyl-lysine

CAS: 21291-40-7

Fructosyl-lysine

Formula: C₁₂H₂₄N₂O₇

Purity: 95%

Color and Shape: beige solid

Molecular weight: 308.33g/mol

Ref: 54-BICL5036

N6-(1-Deoxy-D-fructos-1-yl)-L-lysine

CAS: 21291-40-7

Formula: C₁₂H₂₄N₂O₇

Purity: ≥ 95%

Color and Shape: Beige powder

Molecular weight: 308.33

Ref: 7W-GC6677

Fructosyl-Lysine

CAS: 21291-40-7

Formula: C₁₂H₂₄N₂O₇

Molecular weight: 308.33

Ref: 4Z-L-138056

ε-N-Deoxyfructosyllysine Dihydrochloride

CAS: 21291-40-7

Stability Hygroscopic
Applications ε-N-Deoxyfructosyllysine is a sugar-amino acid with potential antioxidant and anti-inflammatory properties.
References Kitts, D.D., et al.: J. Agri. Food. Chem., 60, 6718 (2012); Chalova, V.I., et al.: Food. Res. Intern., 45, 1044 (2012);

Formula: C₁₂H₂₄N₂O₇•2HCl

Color and Shape: Neat

Molecular weight: 308.33 + 2(36.46)

Ref: TR-D235760

Fructosyl-lysine

CAS: 21291-40-7

Fructosyl-lysine is a substituted lysine that is formed through the glycation of proteins by sugars. It can be detected by fluorescence spectrometry and has been shown to inhibit the activity of receptor tyrosine kinases, which are involved in physiological functions such as cell growth and differentiation. Fructosyl-lysine also inhibits collagen synthesis and reduces the amount of glucose in human serum. This compound may be used as a model system to study glycation reactions with lysine, fatty acids, and other amino acids. The concentration of fructosyl-lysine found in human serum is at physiological levels and may not have any effect on antibody response.

Formula: C₁₂H₂₄N₂O₇

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 308.33 g/mol

Ref: 3D-MF106337

Fructosyl-lysine

CAS: 21291-40-7

Fructosyl-lysine is an Amadori product formed from glucose and lysine and a precursor to glucosepane, linking to metabolism, ageing, and diabetes.

Formula: C₁₂H₂₄N₂O₇

Color and Shape: Solid

Molecular weight: 308.33

Ref: TM-T15350