Synthesis of S-linked thiooligosaccharide analogues of Nod factors: synthesis of new protected thiodisaccharide and thiotrisaccharide intermediates

• Published in: Carbohydrate research Vol. 338; no. 13; pp. 1369 - 1379
• Main Authors: Morais, Latino Loureiro, Bennis, Khalil, Ripoche, Isabelle, Liao, Liang, Auzanneau, France-Isabelle, Gelas, Jacques
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 23.06.2003; Elsevier
• Subjects: Analogues; Biochemistry & Molecular Biology; Carbohydrate Sequence; Chemistry; Chemistry, Applied; Chemistry, Organic; Chitin - analogs & derivatives; Disaccharides - chemical synthesis; Glycosylation; Life Sciences & Biomedicine; Lipopolysaccharides - chemistry; Molecular Sequence Data; Nodulation factors; Oligosaccharides - chemical synthesis; Oligosaccharides - chemistry; Physical Sciences; Science & Technology; Thioglycosides - chemical synthesis; Thioglycosides - chemistry; Thiooligosaccharides; Trisaccharides - chemical synthesis; Nodulation factors; Glycosylation; Thiooligosaccharides; Analogues; analogues; NODULATION; glycosylation; thiooligosaccharides; nodulation factors; DERIVATIVES

We are investigating the synthesis of thioanalogues of nodulation factors that will be resistant to degradation by chitinases. To study the influence of our protecting group strategy, the glycosylation of 1,6-anhydro-2-azido-3- O-benzyl-2-deoxy-β- d-glucopyranoside ( 7) with two trichloroacetimidate...