title: Gram scale synthesis of 3-fluoro-1-hydroxyacetone phosphate: a novel donor substrate in rabbit muscle aldolase-catalyzed aldol reactions.
abstract: An efficient gram scale synthesis of 3-fluoro-1-hydroxyacetone phosphate (FHAP) has been developed. As a close analog to dihydroxyacetone phosphate, FHAP was used as a novel donor substrate for rabbit muscle aldolase catalyzed reactions. The different binding affinities of the gem-diol and keto form of FHAP were studied by (19)F-NMR.
authors.affiliation: Department of Organic Chemistry, University of Vienna, Währingerstrasse 38, 1090 Vienna, Austria.
authors.forename: Michael
authors.initials: M
authors.lastname: Fischer
authors.forename: Hanspeter
authors.initials: H
authors.lastname: Kählig
authors.forename: Walther
authors.initials: W
authors.lastname: Schmid
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D000818:Animals; D055162:Biocatalysis; D004099:Dihydroxyacetone Phosphate / Q000031:analogs & derivatives* / Q000096:biosynthesis / Q000737:chemistry; D005634:Fructose-Bisphosphate Aldolase / Q000378:metabolism*; D011817:Rabbits; D013237:Stereoisomerism
chemical_list: C561358:3-fluoro-1-hydroxyacetone phosphate; D000447:Aldehydes; D004099:Dihydroxyacetone Phosphate; C116609:3-hydroxybutanal; D005634:Fructose-Bisphosphate Aldolase