Fructosyl-lysine

Base Information

• Chemical Name: Fructosyl-lysine
• CAS No.: 21291-40-7
• Molecular Formula: C12H24 N2 O7
• Molecular Weight: 308.332
• Hs Code.: 2940006000
• UNII: F2RDS6J0Y0
• DSSTox Substance ID: DTXSID301045836
• Nikkaji Number: J491.162H
• Wikipedia: Fructoselysine
• Wikidata: Q25101009
• Metabolomics Workbench ID: 53935
• Mol file: 21291-40-7.mol

Synonyms:fructose lysine;fructoselysine;fructosyl-lysine;fructosyllysine

Chemical Property of Fructosyl-lysine

Chemical Property:

• Vapor Pressure: 6.65E-20mmHg at 25°C
• Boiling Point: 654.5°Cat760mmHg
• PKA: 2.50±0.24(Predicted)
• Flash Point: 349.6°C
• PSA: 173.34000
• Density: 1.386g/cm³
• LogP: -2.10650
• Storage Temp.: Hygroscopic, Refrigerator, Under Inert Atmosphere
• Solubility.: Methanol (Slightly, Heated), Water (Slightly, Sonicated)
• XLogP3: -5.5
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 12
• Exact Mass: 308.15835111
• Heavy Atom Count: 21
• Complexity: 327

Purity/Quality:

99%, ^*data from raw suppliers

ε-N-DeoxyfructosyllysineDihydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCNCC(=O)C(C(C(CO)O)O)O)CC(C(=O)O)N
• Isomeric SMILES: C(CCNCC(=O)[C@H]([C@@H]([C@@H](CO)O)O)O)C[C@@H](C(=O)O)N
• Uses: ε-N-Deoxyfructosyllysine is a sugar-amino acid with potential antioxidant and anti-inflammatory properties. Fructosyl-?lysine is a fructosyl-?amino acid oxidase-?reactive compounds in fungal cells.

Technology Process of Fructosyl-lysine

There total 2 articles about Fructosyl-lysine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

L-lysine (56-87-1,3506-25-0) + D-glucose (50-99-7) → fructoselysine (21291-40-7,128307-05-1,117942-10-6)

Guidance literature:

In methanol; at 65 ℃; for 4h;

Reference yield:

Nα-formyl-L-lysine (19729-28-3) + D-glucose (50-99-7) → fructoselysine (21291-40-7,128307-05-1,117942-10-6)

Guidance literature:

Multistep reaction; (i), (ii) aq. HCl;

DOI:10.1002/hlca.19690520609

Reference yield:

fructoselysine (21291-40-7,128307-05-1,117942-10-6) → (2S)-2-amino-6-[(carboxymethyl)amino]hexanoate (55593-17-4,5746-04-3)

Guidance literature:

With dihydrogen peroxide; iron(II) chloride; In aq. phosphate buffer; at 37 ℃; for 1h; pH=7.2;

DOI:10.1074/jbc.RA119.010744

upstream raw materials:

N^α-formyl-L-lysine

D-glucose

L-lysine

Downstream raw materials:

(2S)-2-amino-6-[(carboxymethyl)amino]hexanoate

ε-(2-furoylmethyl)-L-lysine

Refernces