628308-75-8Relevant academic research and scientific papers
Modular and scalable synthesis of nematode pheromone ascarosides: Implications in eliciting plant defense response
Chen, Lan,Deng, Xu,Guo, Xiaoli,Ma, Jinjin,Ning, Shuai,Yang, Chao,Zeng, Guangyao,Zhang, Lei,Zhou, Yingjun
, p. 4956 - 4961 (2020/07/30)
A highly efficient and modular synthesis of nematode pheromone ascarosides was developed, which highlights a 4-step scalable synthesis of the common intermediate 10 in 23percent yield from commercially available l-rhamnose by using orthoesterification/benzylation/orthoester rearrangement as the key step. Six diverse ascarosides were synthesized accordingly. Notably, biological investigations revealed that ascrNo.1 and ascrNo.18 treatment resulted in enhanced callose accumulation in Arabidopsis leaves. And ascrNo.18 also increased the expression of defense-related genes such as PR1, PDF1.2, LOX2 and AOS, which might contribute to the enhanced plant defense responses. This study not only allows a facile access to 1-O, 2-O, and 4-O substituted ascarosides, but also provides valuable insights into their biological activities in inducing plant defense response, as well as their mode of action.
Sensitive and specific enzyme immunoassays for antigenic trisaccharide from Bacillus anthracis spores
Dhenin, Sandrine G. Y.,Moreau, Vincent,Nevers, Marie-Claire,Creminon, Christophe,Djedaini-Pilard, Florence
experimental part, p. 5184 - 5199 (2010/04/04)
A straightforward synthesis of an anthrose-containing trisaccharide derived from Bacillus anthracis was achieved. Antibodies raised against this hapten provide a highly sensitive enzyme immunoassay with a detection limit of 8.5 pmol mL-1. By in
Synthesis of the rhamnosyl trisaccharide repeating unit to mimic the antigen determinant of Pseudomonas syringae lipopolysaccharide
Yu, Chung-Shan,Wang, Heng-Yen,Chiang, Li-Wu,Pei, Kai
, p. 1412 - 1420 (2008/02/13)
The trisaccharide 2,3,4-O-tribenzyl-α-L-rhamnosyl-(1→3)-4-O- acetyl-2-O-benzoyl-(1→2)-4-O-acetyl-3-O-benzoyl-α-L-rhamnosyl-1-(4- tolyl)thio-α-L-rhamnopyranoside was prepared from the thio-sugar 1-(4-tolyl)thio-α,β-L-rhamnopyranoside from the nonreducing e
Allyl protecting group mediated intramolecular aglycon delivery (IAD): Synthesis of α-glucofuranosides and β-rhamnopyranosides
Cumpstey, Ian,Fairbanks, Antony J.,Redgrave, Alison J.
, p. 9061 - 9074 (2007/10/03)
The use of allyl protecting group mediated intramolecular aglycon delivery (IAD) as a strategy for intramolecular glycosylation has been extended to allow the stereoselective synthesis of α-glucofuranosides and β-rhamnopyranosides, in a totally stereosele
