91740-82-8

Basic information

• Product Name: N^α-Boc-N^ε-(1-deoxy-D-mannitol-1-yl)-L-lysine
• Synonyms: N^α-Boc-N^ε-(1-deoxy-D-mannitol-1-yl)-L-lysine
• CAS NO: 91740-82-8
• Molecular Weight: 410.465
• Mol File: 91740-82-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N^α-Boc-N^ε-(1-deoxy-D-mannitol-1-yl)-L-lysine(CAS DataBase Reference)
• NIST Chemistry Reference: N^α-Boc-N^ε-(1-deoxy-D-mannitol-1-yl)-L-lysine(91740-82-8)
• EPA Substance Registry System: N^α-Boc-N^ε-(1-deoxy-D-mannitol-1-yl)-L-lysine(91740-82-8)

Safety Data

• Hazardous Substances Data: 91740-82-8(Hazardous Substances Data)

Upstream product

• 3458-28-4 D-Mannose 
• 13734-28-6 Boc-Lys-OH 

Relevant articles and documents

SYNTHESIS OF N-(1-DEOXYHEXITOL-1-YL)AMINO ACIDS, REFERENCE COMPOUNDS FOR THE NONENZYMIC GLYCOSYLATION OF PROTEINS

The N-(1-deoxy-D-mannitol-1-yl) and N-(1-deoxy-D-glucitol-1-yl) derivatives of L-valine, L-alanine, L-threonine, and L-leucine were prepared by reductive amination of D-mannose and D-glucose with appropriate amino acids, in the presence of sodium cyanoborohydride.Nε-(1-deoxy-D-mannitol-1-yl)- and Nε-(1-deoxy-D-glucitol-1-yl)-L-lysine were prepared by similar reactions of hexoses with Nα-tert-butoxycarbonyl and Nα-benzyloxycarbonyl-L-lysine, followed by removal of the protecting groups.The structures were confirmed by (1)H-n.m.r. spectroscopy, which showed that each compound was completely free of its C-2 epimer.The synthetic compounds may be used as reference compounds for the identification of N-(1-deoxyhexitol-1-yl)amino acids formed when N-(1-deoxy-D-fructose-1-yl) groups of nonenzymically glycosylated proteins, of the hemoglobin A1c type, are reduced with sodium borohydride, and the protein is subjected to acid-catalyzed hydrolysis.