By Norman F. Taylor
content material: Retrospect and prospect / P.W. Kent --
practise and reactions of glycosyl fluorides / Jared L. Randall and K.C. Nicolaou --
Chemoenzymatic synthesis of fluorosugars / C.-H. Wong, D.G. Dreckhammer, and H.M. Sweers --
Fluorinated analogues of myo-inositols as organic probes of phosphatidylinositol metabolism / James D. Moyer, Ofer Reizes, Nancy Malinowski, Cong Jiang, and David C. Baker --
Fluorinated carbohydrates as probes of enzyme specificity and mechanism / Stephen G. Withers, Ian P. highway, and Michael D. Percival --
Deoxyfluoro carbohydrates as probes of binding websites of monoclonal antisaccharide antibodies / Cornelis P.J. Glaudemans and Pavol Kováč --
Metabolic and enzymatic reports with deoxyfluoro carbohydrates / N.F. Taylor, D. Sbrissa, S.T. Squire, T. D'Amore, and J.M. McIntosh --
Sucrose shipping in crops utilizing monofluorinated sucroses and glucosides / William D. Hitz --
coaching of fluorine-18 deoxyfluorohexoses for metabolism and shipping reports / S. John Gatley, James E. Holden, Timothy R. DeGrado, Chin okay. Ng, James R. Halama, and Robert A. Koeppe --
Antiviral actions of 2'-fluorinated arabinosyl-pyrimidine nucleosides / J.J. Fox, K.A. Watanabe, T.C. Chou, R.F. Schinazi, K.F. Soike, I. Fourel, G. Hantz, and C. Trepo --
Fluorinated analogs of cell-surface carbohydrates as strength chemotherapeutic brokers / Moheswar Sharma, Ralph J. Bernacki, and Walter Korytnyk.
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Extra info for Fluorinated Carbohydrates. Chemical and Biochemical Aspects
Sample text
5. 6. 7. 8. 9. 10. 11. 12. 13. 14. 15. Penglis, A. A. E. Adv. Carbohydr. Chem. Biochem. 1981, 38, 195. Card, P. J . J . Carbohydr. Chem. 1985, 4, 451. Nicolaou, K. ; Dolle, R. E . ; Papahatjis, D. ; Randall, J . L. J. Am. Chem. Soc. 1984, 106, 4189. ; Murai, Y . ; Shoda, S. Chem. Lett. 1981, 431. Nicolaou, K. ; Randall, J . L . ; Furst, G. T. i b i d . 1985, 107, 5556. Sadozai, K. ; Ito, Y . ; Nakahara, Y . ; Kobata, A. Carbohydr. Res. 1986, 157, 101 Nakahara, Y . ; Ogawa, T. Tetrahedron Lett. 1987, 28, 2731.
C. ibid. 1985, 107, 1695. ; Ogawa, T. Carbohydr. Res. 1986,155,C1. ; Ito, Y . ; Ogawa, T. i b i d . 1987, 163, 189. Lemieux, R. U . ; Koto, S. Tetrahedron 1974, 30, 1933. a) Nicolaou, K. ; Chucholowski, A . ; Dolle, R. E . ; Randall, J . L. J . Chem. Soc. Chem. Comm. 1984, 1155; b) Nicolaou, K. ;Dolle, R. E . ; Chucholowski, A . ; Randall, J . L. ibid. 1984, 1156. a) Araki, Y . ; Kobayashi, N. Carbohydr. Res. ; Sager, W. Helv. ; ACS Symposium Series; American Chemical Society: Washington, DC, 1988.
C) Dowex 50 ( H + ) / H 0 92% Y i e l d . d) ATP/hexokinase/phosphoenol pyruvate/pyruvate kinase, 90% y i e l d , e) P b ( 0 A c ) / H , 64% y i e l d . Lower scheme: a) P h C C l / p y r i d i n e 70 % y i e l d , b) D A S T / C H C 1 , 50% yield. 80% AcOH/Dowex 50 ( H ) ; 2. A T P / h e x o k i n a s e s y s t e m a s above, 90% y i e l d , d) P b ( O A c ) / H , 60 % y i e l d . ; ACS Symposium Series; American Chemical Society: Washington, DC, 1988. 3. 37 ChemoenzymaticSynthesisofFluorosugars WONGETAL.