Synthesis of pentasaccharide and heptasaccharide derivatives and their effects on plant growth.
Two oligosaccharide derivatives, beta-D-Glcp-(1-6)-beta-D-Glcp-(1-6)-beta-D-Glcp-(1-6)-beta-D-Glcp-(1-4)-alpha-D-ManpOMe (1) and beta-D-Glcp-(1-6)-beta-D-Glcp-(1-6)-beta-D-Glcp-(1-6)-beta-D-Glcp-(1-6)-beta-D-Glcp-(1-6)-beta-D-Glcp-(1-4)-alpha-D-ManpOMe (2), have been synthesized efficiently using a convergent glycosylation strategy of 2 + 3 and 2 + 5. 1,6-Anhydro-beta-D-glucopyranose, which was prepared from cotton pyrolysis, was applied as a key synthon in the synthesis, significantly simplifying the preparation. The bioassay suggested that these two oligosaccharides can both stimulate the growth of maize cultured in liquid medium at a concentration of 3 ppm.
The Natural Products and Glycoconjugate Research Group 1805, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, China.
Hongmei
H
Liu
Shuihong
S
Cheng
Jun
J
Liu
Yuguang
Y
Du
Zhihui
Z
Bai
Yuguo
Y
Du
D002240:Carbohydrate Sequence; D006031:Glycosylation; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000494:pharmacology*; D003313:Zea mays / Q000187:drug effects* / Q000254:growth & development*
D009844:Oligosaccharides