19729-28-3

Basic information

• Product Name: N^α-formyl-L-lysine
• Synonyms: N^α-formyl-L-lysine
• CAS NO: 19729-28-3
• Molecular Weight: 174.2
• Mol File: 19729-28-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N^α-formyl-L-lysine(CAS DataBase Reference)
• NIST Chemistry Reference: N^α-formyl-L-lysine(19729-28-3)
• EPA Substance Registry System: N^α-formyl-L-lysine(19729-28-3)

Safety Data

• Hazardous Substances Data: 19729-28-3(Hazardous Substances Data)

Upstream product

• 64-18-6 formic acid 
• 56-87-1 L-lysine 
• 1155-64-2 N₆-[(benzyloxy)carbonyl]-L-lysine 
• 71171-88-5 L-lysine formate 
• 53917-47-8 N^α-formyl-N^Ε-CBZ-L-lysine 

Downstream Products

• 576-19-2 biocytin 
• 55593-17-4 (2S)-2-amino-6-[(carboxymethyl)amino]hexanoate 
• 77680-81-0 N^ε-(3,4,5-Trimethoxythiobenzoyl)lysine 
• 21291-40-7 fructoselysine 
• 23931-59-1 N_α-formyl-N_ε-(desoxy-1-D-fructosyl-1)-L-lysine 
• 77663-89-9 (S)-2-Formylamino-6-(3,4,5-trimethoxy-thiobenzoylamino)-hexanoic acid 

Relevant articles and documents

Identification of the carboxymethyllysine residue in the advanced stage of glycated human serum albumin

As an advanced stage of glycation, glycated human serum albumin (G-HSA; glucose content, 2 mol of 5-hydroxymethylfurfural equivalent/mol of HSA) was incubated at 37°C up to 30 d in 0.2 M phosphate buffer, pH 7.4, with 100 μM Fe3+. G-HSA incubated for 30 d (G-HSA-30(Fe)) was subsequently hydrolyzed at 110 °C for 24 h in 6 N HCl. In the hydrolysate, N(ε)-carboxymethyllysine (CML) was identified by cochromatography with synthesized CML on an amino acid analyzer. pI of HSA (4.8) shifted to 4.5 in G-HSA. A more acidic fraction, pI 4.3, appeared in G-HSA-30(Fe). CML content (mol of CML/mol of HSA) of HSA and G-HSA was as follows; 0 in HSA, 0.2 in HSA-30(Fe), 0.4 in G-HSA and 1.5 in G-HSA-30(Fe) pI 4.3. The amino acid compositions also changed in lysine, arginine and tyrosine at the advanced stage of the reaction.

Determination of Furosine as a Measure for Irreversibly Bound Glucose in Human Fibrinogen

An analytical procedure is presented which enables for the determination of irreversibly, nonenzymatic glycation of fibrinogen isolated from human blood.The method is based on determination of furosine, which is formed during hydrolysis of Amadori-products.For validation of the worked out furosine assay, synthesis of Nα-formyl-Nε-(desoxy-1-D-fructosyl-1)-L-lysine as a model substance and furosine as a calibration standard were necessary.Several hydrolysis experiments showed the extent of furosine formation from fructosyllysine and from human fibrinogen.The increase of fibrinogen glycation by incubation with D-glucose could also be confirmed according to the literature.Using well-known techniques for sampling, work up and in performing reduction and hydrolysis steps, quantitative determination of furosine by high-performance liquid chromatography is possible.By application of the analytical assay, the extent of glycation of human fibrinogen can be analyzed with good precision.Calibration is performed by means of a prepared furosine standard.The practical handling of the method is shown. - Keywords.Human fibrinogen; Furosine; Glycation; HPLC; Nα-Formyl-Nε-(desoxy-1-D-fructosyl-1)-L-lysine.