282736-09-8Relevant academic research and scientific papers
A stereocontrolled construction of 2-azido-2-deoxy-1,2-cis-α- galactosidic linkages utilizing 2-azido-4,6-O-benzylidene-2- deoxygalactopyranosyl diphenyl phosphates: Stereoselective synthesis of mucin core 5 and core 7 structures
Kakita, Kosuke,Tsuda, Toshifumi,Suzuki, Noritoshi,Nakamura, Seiichi,Nambu, Hisanori,Hashimoto, Shunichi
experimental part, p. 5005 - 5017 (2012/08/28)
TMSOTf-promoted glycosidation of 2-azido-4,6-O-benzylidene-2- deoxygalactosyl diphenyl phosphates with fluorenylmethoxycarbonyl (Fmoc)-protected serine and threonine derivatives in THF/Et2O (1:1) gave glycosyl amino acids in high yields and with excellent levels of α-selectivity (α/β=94:6-95:5). The synthetic utility of the present glycosidation method was demonstrated by a stereoselective synthesis of mucin-type glycopeptide core 5 and core 7 building blocks, which are suitable for Fmoc-based solid-phase synthesis of O-glycopeptides.
Facile solid-phase synthesis of an antifreeze glycoprotein
Tseng, Ping-Hui,Jiaang, Weir-Torn,Chang, Meng-Yang,Chen, Shui-Tein
, p. 585 - 590 (2007/10/03)
The antifreeze glycoproteins (AFGPs) 1 are composed of a repeating tripeptide unit (Ala-Thr-Ala) in which the threonine residue is glycosylated with the disaccharide β-D-Gal-(1 → 3)-α-D-GalNAc. A new procedure for synthesizing AFGPs using Fmoc-(Ac4/
A concise synthesis of the O-glycosylated amino acid building block; using phenyl selenoglycoside as a glycosyl donor
Jiaang, Weir-Torn,Chang, Meng-Yang,Tseng, Ping-Hui,Chen, Shui-Tein
, p. 3127 - 3130 (2007/10/03)
A new glycosylation methodology for synthesizing a protected TF antigen is described. The key step is to use phenyl selenoglycoside as a glycosyl donor, thereby successfully establishing O-linked Fmoc-protected threoninyl monosaccharide in an excellent yi
