Synthesis of triazole-linked pseudo-starch fragments.
Rapid assembly of starch fragment analogues was achieved using 'click chemistry'. Specifically, a pentadecasaccharide and two hexadecasaccharide mimics containing two parallel maltoheptaosyl chains linked via [1,2,3]-triazoles to glucose or maltose core were synthesised using Cu(I)-catalyzed [3+2] dipolar cycloaddition of azidosaccharides and 4,6-di-O-propargylated methyl alpha-d-glucopyranoside and 6,6'- and 4',6'-di-O-propargylated p-methoxyphenyl beta-maltoside.
Nepogodiev
Sergey A
SA
Centre for Carbohydrate Chemistry, School of Chemical Sciences and Pharmacy, University of East Anglia, Norwich NR4 7TJ, UK. s.nepogodiev@uea.ac.uk
Dedola
Simone
S
Marmuse
Laurence
L
de Oliveira
Marcelo T
MT
Field
Robert A
RA
D000687:Amylopectin / Q000031:analogs & derivatives / Q000138:chemical synthesis; D002240:Carbohydrate Sequence; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000138:chemical synthesis*; D013213:Starch / Q000138:chemical synthesis* / Q000737:chemistry*; D014230:Triazoles / Q000737:chemistry*
D009844:Oligosaccharides; D014230:Triazoles; D013213:Starch; D000687:Amylopectin