642074-72-4Relevant academic research and scientific papers
Synthetic trisaccharides reveal discrimination of: Endo -glycosidic linkages by exo -acting α-1,2-mannosidases in the endoplasmic reticulum
Nitta, Kyohei,Kuribara, Taiki,Totani, Kiichiro
supporting information, p. 4137 - 4145 (2021/05/19)
A tri-antennary Man9GlcNAc2 glycan on the surface of endoplasmic reticulum (ER) glycoproteins functions as a glycoprotein secretion or degradation signal after regioselective cleavage of the terminal α-1,2-mannose residue of each branch. Four α-1,2-mannos
Synthesis of 8-azidooctyl glycoside derivatives of the O-chain repeating unit of Escherichia coli O9a lipopolysaccharide and a methylated analog
Hou, Dianjie,Skogman, Fredrik,Lowary, Todd L.
, p. 1778 - 1789 (2008/12/21)
Described is the synthesis of 8-azidooctyl glycoside derivatives of the Escherichia coli serotype O9a O-chain tetrasaccharide repeating unit and the terminal tetrasaccharide motif in this polysaccharide, which contains a methyl group on O-3 of the distal mannopyranose residue. The assembly of these compounds involved the sequential addition of monosaccharide residues from the reducing to the nonreducing end of the molecule using glycosyl trichloroacetimidate donors. Both compounds were initially prepared as p-methoxyphenyl glycosides, which were converted to the corresponding 8-azidooctyl derivatives at a late stage in the synthesis.
Sequential one-pot glycosidations catalytically promoted: Unprecedented strategy in oligosaccharide synthesis for the straightforward assemblage of the antitumor PI-88 pentasaccharide
Valerio, Silvia,Pastore, Antonello,Adinolfi, Matteo,Iadonisi, Alfonso
, p. 4496 - 4503 (2008/09/21)
(Chemical Equation Presented) The pentasaccharide sequence of the most active components of the antitumor drug PI-88, currently in phase II clinical trial, has been rapidly assembled in high overall yield and in only three steps starting from three monosa
Stereoselective synthesis of a fragment of mycobacterial arabinan
Ishiwata, Akihiro,Akao, Hiroko,Ito, Yukishige
, p. 5525 - 5528 (2007/10/03)
Strategies for the stereoselective synthesis of mycobacterial arabinan were explored. Arabinofuranosyl donors with various protective groups were screened in terms of suitability for β-(1,2-cis)-selective glycosylation. The protective group was found to affect the stereoselectivity of arabinofuranosylation. β-Selectivity was drastically enhanced by using donors protected with 3,5-TIDPS, possibly due to conformational constraints on the furanose ring. Synthesis of heptaarabinofuranoside was then performed to demonstrate the practicality of this methodology.
Synthesis of the glycosyl phosphatidyl inositol anchor of rat brain thy- 1
Tailler, Denis,Ferrieres, Vincent,Pekari, Klaus,Schmidt, Richard R.
, p. 679 - 682 (2007/10/03)
Disintegration of the target molecule 1 into building blocks A-E was performed. For D, an efficient synthesis of mannose derivative 5, representing mannose residue c in the target molecule, could be performed; 5 permits the required regioselective access
