title: Chemical synthesis of a tetrasaccharide related to the exocellular polysaccharide from Rhodococcus sp. RHA1.
abstract: Chemical synthesis of the tetrasaccharide related to the exocellular polysaccharide from Rhodococcus sp. RHA1 is reported. The stereoselective glycosylations were achieved by activation of the thioglycoside donors using N-iodosuccinimide in the presence of La(OTf)3 varying temperature per the need of 1,2-cis or 1,2-trans glycosylations. The target tetrasaccharide is reported in the form of its p-methoxyphenyl glycoside that can be cleaved selectively from the per-O-acetylated derivative allowing further glycoconjugate formation using trichloroacetimidate chemistry.
authors: Indian Institute of Science Education and Research (IISER) Kolkata, Mohanpur 741246, India.
authors: Darshita
authors: D
authors: Budhadev
authors: Indian Institute of Science Education and Research (IISER) Kolkata, Mohanpur 741246, India. Electronic address: sugarnet73@hotmail.com.
authors: Balaram
authors: B
authors: Mukhopadhyay
mesh_terms: D002240:Carbohydrate Sequence; D060326:Chemistry Techniques, Synthetic; D003497:Cyclic N-Oxides / Q000737:chemistry; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000138:chemical synthesis*; D010084:Oxidation-Reduction; D011134:Polysaccharides / Q000737:chemistry*; D012240:Rhodococcus / Q000737:chemistry*; D013388:Succinimides / Q000737:chemistry
chemical_list: D003497:Cyclic N-Oxides; D009844:Oligosaccharides; D011134:Polysaccharides; D013388:Succinimides; C008155:N-iodosuccinimide; C003959:TEMPO
keywords: Bioremediation; Exocellular polysaccharide; La(OTf)(3); TEMPO oxidation