An efficient chemoenzymatic route to dihydroxyacetone phosphate from glycidol for the in situ aldolase-mediated synthesis of monosaccharides

Tetrahedron Letters

Volumn 47, Issue 19, 2006, Pages 3261-3263

  Charmantray, Franck ^a   Dellis, Phillipe ^b   Samreth, Soth ^c   Hecquet, Laurence ^a  

^a UNIVERSITÉ CLERMONT AUVERGNE   (France)

^b Synkem SAS   (France)

^c Laboratoires Fournier SA   (France)

Author keywords

Aldolase; C C Bond formation; DHAP; Multienzymatic synthesis

Indexed keywords

DIHYDROXYACETONE PHOSPHATE; FRUCTOSE BISPHOSPHATE ALDOLASE; GLYCIDOL; MONOSACCHARIDE;

ARTICLE; CARBOHYDRATE SYNTHESIS; CHEMICAL STRUCTURE; ENZYME KINETICS; REACTION ANALYSIS; STRUCTURE ANALYSIS;

EID: 33645813175     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.03.036     Document Type: Article

References (15)

1. Gijsen H.J.M., Qiao L., Fitz W., and Wong C.-H. Chem. Rev. 96 (1996) 443-474
2. Wymer N., and Toone E.J. Curr. Opin. Chem. Biol. 4 (2000) 110-119
3. André C., Guérard C., Hecquet L., Demuynck C., and Bolte J. J. Mol. Catal. B, Enzym. 5 (1998) 459-466
4. Crestia D., Guérard C., Veschambre H., Hecquet L., Demuynck C., and Bolte J. Tetrahedron: Asymmetry 12 (2001) 869-876
5. Brockamp H., and Kula M. Appl. Microbiol. Biotechnol. 34 (1990) 287-291
6. Meyer O., Rohmer M., and Grosdemange-Billiard C. Tetrahedron Lett. 45 (2004) 7921-7923
7. Charmantray F., El Blidi L., Gefflaut T., Hecquet L., Bolte J., and Lemaire M. J. Org. Chem. 69 (2004) 9310-9312
8. Sánchez-Moreno I., García-García J.F., Bastida A., and García-Junceda E. Chem. Commun. 14 (2004) 1634-1635
9. Schoevaart R., van Rantwijk F., and Sheldon R.A. Chem. Commun. 24 (1999) 2465-2466
10. Schoevaart R., van Rantwijk F., and Sheldon R.A. J. Org. Chem. 65 (2000) 6940-6943
11. Fessner W.-D., and Sinerius G. Angew. Chem., Int. Ed. Engl. 33 (1994) 209-212
12. Bergmeyer H.U. Methods in Enzymatic Analysis Vol. 4 (1984), Verlag Chemie pp 342-350
13. Bergmeyer H.U. Methods in Enzymatic Analysis Vol. 2 (1984), Verlag Chemie pp 146-147
14. The concomitant reactions of oxidation and aldolisation were slightly less yield effective.
15. Krämer L., and Steckhan E. Tetrahedron 53 (1997) 14645-14650