title: Improved chemical syntheses of 1- and 5-deazariboflavin.
abstract: The cofactor flavin adenine dinucleotide (FAD) is required for the catalytic activity of a large class of enzymes known as flavoenzymes. Because flavin cofactors participate in catalysis via a number of different mechanisms, isoalloxazine analogues are valuable for mechanistic studies. We report improved chemical syntheses for the preparation of the two key analogues, 5-deazariboflavin and 1-deazariboflavin.
authors.affiliation: Departments of Chemistry, University of Wisconsin, Madison, 1101 University Avenue, Madison, Wisconsin 53706, USA.
authors.forename: Erin E
authors.initials: EE
authors.lastname: Carlson
authors.forename: Laura L
authors.initials: LL
authors.lastname: Kiessling
mesh_terms: D002384:Catalysis; D005182:Flavin-Adenine Dinucleotide / Q000031:analogs & derivatives* / Q000737:chemistry; D007202:Indicators and Reagents; D015394:Molecular Structure; D010105:Oxygenases / Q000378:metabolism; D012256:Riboflavin / Q000031:analogs & derivatives* / Q000138:chemical synthesis*
chemical_list: D007202:Indicators and Reagents; D005182:Flavin-Adenine Dinucleotide; C007228:5-deazariboflavin; C015052:1-carba-1-deazariboflavin; D010105:Oxygenases; D012256:Riboflavin