Synthesis of Cyclic Antifreeze Glycopeptide and Glycopeptoids and Their Ice Recrystallization Inhibition Activity

• DOI: 10.5012/bkcs.2012.33.11.3565
• Publication Date: 2013-01-04T00:53:33Z
• Authors: Mija Ahn; Ravichandran N. M...; Song Yub Shin; Eunjung Kim; Jun Hyuck Lee; Hak Jun Kim; Jeong Kyu Bang
• Keywords: Antifreeze protein; Antifreeze; Cyclic peptide; Recrystallization (geology); Peptide Synthesis

Until now, few groups reported the antifreeze activity of cyclic glycopeptides; however, tedious synthetic procedure is not amenable to study intensive structure relationship. A series N-linked glycopeptoids and glycopeptide have been prepared evaluate as a function peptide backbone cyclization methyl stereochemical effect on rigid Thr position. This has combined protocol with solid phase synthesis obtained significant quantities homogeneous glycopeptoids. Analysis revealed that our demonstrated RI while showed no activity. These results suggest subtle changes in conformation orientation dramatically influence