title: The total synthesis of a ganglioside Hp-s1 analogue possessing neuritogenic activity by chemoselective activation glycosylation.
abstract: The total synthesis of ganglioside 2, an analogue of the ganglioside Hp-s1 (1) which displays neuritogenic activity toward the rat pheochromocytoma cell line PC-12 cell in the presence of nerve growth factor (NGF) with an effect (34.0%) greater than that of the mammalian ganglioside GM 1 (25.4%), was accomplished by applying a chemoselective-activation glycosylation strategy. Moreover, we also demonstrate that the synthesized ganglioside 2 exhibited neuritogenic activity toward the human neuroblastoma cell line SH-SY5Y without the presence of NGF.
authors.affiliation: Department of Chemistry, Chung Yuan Christian University, Chung Li 32023, Taiwan. tsaiyofu@cycu.edu.tw
authors.forename: Yow-Fu
authors.initials: YF
authors.lastname: Tsai
authors.forename: Cheng-Hua
authors.initials: CH
authors.lastname: Shih
authors.forename: Yu-Ting
authors.initials: YT
authors.lastname: Su
authors.forename: Chun-Hsu
authors.initials: CH
authors.lastname: Yao
authors.forename: Jang-Feng
authors.initials: JF
authors.lastname: Lian
authors.forename: Chun-Chen
authors.initials: CC
authors.lastname: Liao
authors.forename: Ching-Wu
authors.initials: CW
authors.lastname: Hsia
authors.forename: Hao-Ai
authors.initials: HA
authors.lastname: Shui
authors.forename: Rashmi
authors.initials: R
authors.lastname: Rani
mesh_terms: D000818:Animals; D045744:Cell Line, Tumor; D005677:G(M1) Ganglioside / Q000494:pharmacology; D005732:Gangliosides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D006031:Glycosylation; D006801:Humans; D020932:Nerve Growth Factor / Q000494:pharmacology; D016501:Neurites / Q000187:drug effects* / Q000502:physiology; D016716:PC12 Cells; D051381:Rats
chemical_list: D005732:Gangliosides; D005677:G(M1) Ganglioside; D020932:Nerve Growth Factor