Rapid microwave-assisted solid-phase glycopeptide synthesis.
Coupling of glycosylated Fmoc-Thr or Fmoc-Ser with N-terminal amino acids on a resin proceeded smoothly under microwave irradiation for 20 min with much higher efficiency (98% yield per coupling) than found in more general conditions. Compared with a conventional protocol, the present method greatly reduces the time required for solid-phase glycopeptide synthesis from 4 days to 7 h, as is the case with the synthesis of Muc-1-related 20-residue glycopeptide carrying five core-2 trisaccharide chains. [structure: see text]
Matsushita
Takahiko
T
Division of Biological Sciences, Graduate School of Science, Frontier Research Center for the Post-Genome Science and Technology, Hokkaido University, N21 W11, Sapporo 001-0021, Japan. shin@glyco.sci.hokudai.ac.jp
Hinou
Hiroshi
H
Kurogochi
Masaki
M
Shimizu
Hiroki
H
Nishimura
Shin-Ichiro
S
D000595:Amino Acid Sequence; D000596:Amino Acids / Q000737:chemistry*; D006020:Glycopeptides / Q000032:analysis / Q000138:chemical synthesis*; D008872:Microwaves; D008969:Molecular Sequence Data; D012694:Serine / Q000737:chemistry; D013912:Threonine / Q000737:chemistry
D000596:Amino Acids; D006020:Glycopeptides; D013912:Threonine; D012694:Serine