39 シアル酸の誘導体と立体化学
スポンサーリンク
概要
- 論文の詳細を見る
The N-acetylneuraminic acid (NANA) having the widest biological disribution related sialic acid is α-glycoside linkage to glycoprotein and glycolipid of neuronal and other cell menbranes. We obtaned appreciable amounts of NANA that can be isolated under mild aqueous hydrolytic conditions from edible birds'nest in high yield and without contamination of another acylneuraminic acid by utilizing a modified procedure of Czarniecki and Thornton. CD spectra of NANA and its derivatives show two bands. The main band, centered below 200nm, is attributed to the acetamido groug. Weak band between 225-240nm arise from the n-π^*trasition of the carboxy chromophore, α-glycosides of NANA show a negative band, while β-glycosides give to a positive band. The conformation of NANA and its derivatives were established from the observed Cotton effect of the carboxy chromophore by application of the planar rule. NANA derivatives were prepared by the condensation of 2-chloro-4,7,8,9-penta-O-acetylneuraminic acid methyl ester (9) with 2,3-isopropylidene-D-ribonolactone, 1,2,3,4,-tetra-O-acetyl-β-D-glucopyranose, 2',3'-isopropylideneuridine, 5-fluoro-2',3'-isopropylidine, and Z-serine metyl ester respectively, according to the Koning-Korr technique.
- 天然有機化合物討論会の論文
- 1980-09-10
著者
関連論文
- Studies on Sialic Acids. XI. : Synthesis of 2-O-Clycosyl Derivatives of N-Acetylneuraminic Acid
- Synthesis of 2-(5-Cholesten-3β-yloxy) Glycosides of N-Acetyl-D-neuraminic Acid Derivatives(Organic,Chemical)
- 59(PB1-8) シアル酸のラクトン誘導体と立体化学(ポスター発表の部)
- 30 糖イソチオシアナートを用いる各種ヌクレオシドアナローグの合成
- 神経突起伸展作用を有するシアロシルリピッドの合成(有機化学・天然物化学-反応と合成(糖質)-)
- アミノ酸ペプチドのシアル酸複合体の合成研究(有機化学・天然物化学-反応と合成(糖質)-)
- セラミド立体異性体の合成研究 : (2S, 3S, 4E)-N-tetracosanoylsphingenine(有機化学・天然物化学-反応と合成(糖質)-)
- Studies on Sialic Acids. V. Synthesis of α-and β-D-Neu5Acp-(2→6)-lactose
- Studies on Sialic Acids. IV. : Synthesis of N-Acetyl-D-neuraminic Acid N-Nucleoside Analogs
- 39 シアル酸の誘導体と立体化学
- 3 14員環マクロライド抗生物質の"diamond lattice" conformation modelについて
- 33 塩素化サントニンの立体構造