●研究分野：糖質の生物有機化学
化学研究へのパソコン利用
●最 近の研究活動
１. オリゴ糖およびスフィンゴ糖脂質の化学合成
動物細胞表面上に存在する糖脂質や糖タンパク質の糖鎖が担う生体機能に関する研究は「糖鎖科学(Glycoscience)」という学際的な研究となっているが，私 は有機化学の立場から以下のような研究を行っている.。
グロボ系糖脂質を構成するオリゴ糖鎖(胚発生段階特異抗原SSEA-3, Forssman抗原 ParaForssman抗原糖脂質の構成オリゴ糖）の化学合成. 細胞接着やガン特異抗原として知られるLewis Ｘ, -Ｙ(Lex, Ley)抗 原糖鎖の新しい合成法の開発.
b. 化学変換法によるスフィン ゴ糖脂質の合成.
比較的容易に単離可能な糖脂質を原料として，化学変換および糖鎖延長反応によりまだ生体機能が完全に解 明されていないスフィンゴ糖脂質を合成する. グロボシド（ヒト血液中の主要糖脂質）からはSSEA-3抗原やForssman抗原糖脂質を, また, ヘマ トシド（ウマ血液中の主要糖脂質）からは種々のラクト系列糖脂質を化学合成する.
２. パソコンを利用する糖質のNMR データ処理
◆糖化学/Glycochemistry関係
1) Y.Ishido, H.Tanaka, T.Yoshino, M.Sekiya, K.Iwabuchi and T.Sato, Acid-catalyzed and autocatalytic Reactions of Acetylated Sugars with Purine Derivatives in Organic Solvents, Tetrahedron Lett., 1967, 5245-5248.
2) N. Nakazaki, M. Sekiya, T. Yoshino, and Y.Ishido, Condensation Reactions of Adenine Derivatives with 1-O-Acetyl-2,3,5-tri-O-benzoyl-b-D-ribofuranose in Nitrophenols, Bull.Chem.Soc.Japan, 1973, 46, 3858-3863.
3) M. Sekiya, T. Yoshino, H. Tanaka and Y. Ishido, On the Mechanism of the Acid Catalysis and New Activating Agents in the Fusion Reaction, Bull.Chem.Soc.Japan, 1973, 46, 556-561.
4) H. Komura, T. Yoshino and Y. Ishido, A New Method for the Synthesis of Aldityl Derivatives of Heterocyclic Compounds, Carbohyd.Res., 1973, 31,154-156.
5) M. Yamada, S. Inba, T. Yoshino and Y. Ishido, Novel Activating and O-N Glycosyl Migrating Reagents in the Condensation Reactions of 2(1H)-pyridone or 4-Metoxy-2-(1H)-pyrimidines with a 1-O-Phenoxycarbonyl Sugar Derivatives, Carbohyd.Res., 1973, 31, 151-153.
6) S. Inaba, M. Yamada, T. Yoshino and Y. Ishido, A New Method for the Synthesis of Glycosyl Compounds by the Use of 1-O-aryloxycarbonyl Sugar Derivatives, J.Amer.Chem.Soc., 1973, 95, 2062-2063.
7) T. Yoshino, S. Inaba and Y. Ishido, The Condensation Reactions of Ethylene Carbonate with a Variety of Phenols Catalyzed by Lithium Hydride or Tetraethylammonium Halides, Bull.Chem.Soc.Japan, 1973, 46, 553-556.
8)H. Komura, T. Yoshino, Y. Ishido, An Easy Method of Preparing Cyclic Carbonate of Polyhydroxy Compounds by Transesterification with Ethylene Carbonate, Bull.Chem.Soc.Japan, 1973, 46, 550-553.
9)T. Yoshino, S. Inaba, H. Komura and Y. Ishido, The Nucleophilic Substitution Reaction of Ethylene Carbonate with Amine Hydrohalides, Bull.Chem.Soc.Japan, 1974, 47, 405-409.
10)N. Nkazaki, M. Sekiya, T. Yoshino and Y. Ishido, Fusion Reactions, involving Activating Agents, of Some Purine Derivatives with 1,3,4,6-tetra-O-acetyl-2-acylamino-2-deoxy- D-glucopyranosides, Carbohyd.Res., 1975, 44, 215-226.
11)H. Komura, T. Yoshino and Y. Ishido, Preparations of 1,2-Carbonate Sugar Derivatives with Some Carbonylating Agents, Carbohyd.Res., 1975, 40, 555-.
12)Y. Ishido, H. Komura and T. Yoshino, Reactions of D-Mannitol Carbonate Derivatives Catalyzed by Tetraethylammonium Bromide, Carbohyd.Res., 1976, 52, 49-61.
13)T. Yoshino, H. Komura, S. Inaba and Y. Ishido, Synthesis of 2-Hydroxylethyl Derivatives by the Reactions of Ethylene Carbonate with Carboxylic Acids or Heterocycles in the Presence of Teraethylammonium Halides or Under Autocatalytic Conditions, J.Chem.Soc.Perkin I, 1977, 1266-1272.
14)Y. Ishido, S. Inaba, A. Matsuno, T. Yoshino and H. Umezawa, D-Glucopyranose 1-Carbonate Derivatives; Pyrolytic Behaviour and Use for Glycosylation of Phenols. J.Chem. Soc. Perkin I, 1977, 1382-1390.
15)S. Hakomori, W. W. Young, L. M. Patt, T. Yoshino, L. Halfpap and C. A. Lingwood, Cell Biological and Immunological Significance of Ganglioside Changes with Transformation, Adv. Exp. Method Biol., 1980, 125, 247-261.
16)T. Yoshino, K. Watanabe and S. Hakomori, Chemical Synthesis of α-L-Fucopyranosyl ceramide and its analogs and preparation of atibodies directed to this glycolipid, Biochemistry, 1982, 21, 928-934.
17)T. Yoshino, G. Reuter, S. Kelm and R. Schauer, A Facile Synthesis of 2'-Substituted Lactoses, Glycoconjugate Journal, 1986, 3, 7-14.
18)T. Yoshino, G. Reuter, S. Kelm and R. Schauer, Regioselective Alkylation of Benzyl β- Lactoside and Its Derivatives by Stannylation, Glycoconjugate Journal, 1988, 5, 377-384.
19) H. Lee, S. Kelm,T. Yoshino andR. Schauer, Carbohydrate Specificity of the Galactose-recognizing Receptor of Rat Peritoneal Macrophages, Biol.Chem.Hoppe-Seyler, 1988, 369, 705-714.
20) T. Yoshino, Chemical Synthesis of Glycosphingolipids, TIGG(Trends in Glycoscience and Glycotechnology), 1990, 2, 486-497: スフィンゴ糖脂質の化学合成, ガングリオシド糖鎖情報の解読と細胞機能の制御・総説集, 1991, 494-503.
21) T. Yoshino and A. Oyamada, A Concise β-N-Acetylglucosaminidation of Alcohols and Oligosaccharides, and Its Application to the Synthesis of Amino-CTH Glycosphingolipid, Glycoconjugate Journal, 1991, 8, 274,
22) T. Yoshino , K. Sato , F. Wanme , I. Takai ., and Y. Ishido, Efficient Catalysis by Pyridinium Sulfonate in Glycosylation Involving An Oxazoline Intermediate Derived from Per-O-acetyl-N-acetyllactosamine and N,N'-Diacetylchitobiose, Glycoconjugate Journal, 1992, 9, 287-291.
23) T. Yoshino and R. R.Schmidt, Chemical synthesis of CMP-N-glycolylneuraminic acid, Carbohydrate Lett., 1995, 1, 329-334.
24) C. Schwegmann, G. Zimmer. T. Yoshino, M. L. Enss, and G. Herrler, Comparison of the Sialic Acid Binding Activity of Transmissible Gastroenteritis Coronavirus and E.coli K99, Virus Research, 2001, 75, 69-73.
25) Schrader, S; Tiralongo, E; Paris, G; Yoshino, T; Schauer, RA nonradioactive 96-well plate assay for screening of trans-sialidase activity, Analytical Biochemistry, 2003, 322, 139-147.
◆化学ソフトウエア/Computer software関係
1) T. Yoshino, A Drawing Software of Chemical Structures, JAPC(J.Assoc.Personal Computer for Chemists), 1990, 12, 149-205; 12, 383-386.
2) T. Yoshino, A Program for Assisting in the NMR Spectral Analysis, JAPC(J.Assoc.Personal Computer for Chemists), 1991, 13, 277-298.
3) 吉野 輝雄, 化学教育ソフトウエア作成のためのノウハウ, 化学と教育, 1992, 40, 580-584.
4)吉野 輝雄, マウスを利用した化学教育用作画ソフトの作成, J. Chem. Software, 1993, 1, 177-182.
5) 吉野 輝雄, 糖質研究者用・糖質 1H-NMRデ−タベース, J. Chem. Software, 1995, 2, 196-205.
6) 吉野 輝雄, 糖質C13-NMRパーソナルデ−タベース, J. Chem. Software, 1996, 3, 121-128.
＜解説記事＞
1)吉野 輝雄、パソコンを使って化学構造式を作画する, 現代化学, No. 217, 1989, 27-30.
2)吉野 輝雄、糖質研究支援ソフト・Glyco-Kit, 現代化学, No. 248, 1991, 55-57.
3)吉野 輝雄、糖質研究支援ソフト･Glyco-Kitマニュアル, 化学とソフトウエア, 1992, 14, 297-308.
4)吉野 輝雄、私のパソコン使用環境、CBI News(Newsletter for Chemistry, Biology and Informatics Researchers), 1993, 13(No. 12), 10.
5) 吉野輝雄: 化学ソフトウエア学会の行方, 化学とソフトウエア, 1995, 17, 125-126.
1） S. Kelm , S. D. Jibril, H. Lee, T. Yoshino and R. Schauer, The Glactose Receptor of Rat Peritoneal Macropahges: Binding of Sialidase-treated Cells and Glycoproteins, Lectin-Biology,Biochemistry, Clinical Biochemistry , 1986, 5, pp221-228, W. de Gruyter, Berlin.
2）共著）『糖鎖学概論』，1997，pp85-109, 丸善.