Abstract
The first total synthesis of glycosphingolipids isolated from wheat flour has been achieved in a regio- and stereo-controlled manner.
Abbreviations
- THF:
-
tetrahydrofuran
- DMF:
-
dimethylformamide
References
Carter HE, Ohno K, Nojima S, Tipton CL, Stanacev NZ (1961) J Lipid Res 2:215–22.
MacMurray TA, Morrison WR (1970) J Sci Food Agr 21:520–28.
Laine RA, Renkonen O (1973) Biochemistry 12:1106–11.
Ohnishi M, Ito S, Fujino Y (1985) Agr Biol Chem 49:3609–11.
Laine RA, Renkonen O (1974) Biochemistry 13:2837–43.
Fujino Y, Ohnishi M (1982) Proc Jap Acad Ser B 58:32–35.
Fujino Y, Ohnishi M (1982) Proc Jap Acad Ser B 58:36–39.
Gigg G, Gigg R (1966) J Chem Soc (C):82–86.
Gigg G, Gigg R (1966) J Chem Soc (C):1872–79.
Hart D, Kanai K (1982) J Org Chem 47:1555–60.
Bayley H, Standring DN, Knowles JR (1978) Tetrahedron Lett 39:3633–34.
Bald E, Saigo K, Mukaiyama T (1975) Chem Lett 1163–66.
Ogawa T, Matsui M (1978) Carbohydr Res 62:C1-C4.
Ogawa T, Matsui M (1981) Tetrahedron 37:2363–69.
Veyrieres A (1981) J Chem Soc Perkin 1 1626–29.
Garegg PJ, Iversen T, Oscarson S (1976) Carbohydr Res 50:C12-C14.
Petit JM, Jacquinet JC, Sinay P (1980) Carbohydr Res 82:130–34.
Fügedi P, Lipták A, Nánási P, Szejtli J (1982) Carbohydr Res 104:55–67.
Garegg PJ (1984) Pure Appl Chem 56:845–58.
Klemer A (1959) Chem Ber 92:218–26.
Paulsen H, Lockhoff O (1981) Chem Ber 114:3102–14.
Paulsen H, Lebuhn R, Lockhoff O (1982) Carbohydr Res 103:C7-C11.
Excoffier G, Gagnaire D, Utille JP (1975) Carbohydr Res 39:368–73.
Schmidt RR, Michel J (1980) Angew Chem Int Ed Engl 19:732–35.
Author information
Authors and Affiliations
Additional information
Part 53 in the series “Synthetic Studies on Cell Surface Glycans”
Rights and permissions
About this article
Cite this article
Koike, K., Mori, M., Ito, Y. et al. Stereoselective total synthesis of ceramide Di-, Tri- and tetrahexosides of wheat flour. Glycoconjugate J 4, 109–116 (1987). https://doi.org/10.1007/BF01049448
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF01049448