Identification of the product of toxoflavin lyase: degradation via a Baeyer-Villiger oxidation.
Toxoflavin (an azapteridine) is degraded to a single product by toxoflavin lyase (TflA) in a reaction dependent on reductant, Mn(II), and oxygen. The isolated product was fully characterized by NMR and MS and was identified as a triazine in which the pyrimidine ring was oxidatively degraded. A mechanism for toxoflavin degradation based on the identification of the enzymatic product and the recently determined crystal structure of toxoflavin lyase is proposed.
Department of Chemistry, Texas A&M University, College Station, Texas 77843, United States.
Benjamin
B
Philmus
Sameh
S
Abdelwahed
Howard J
HJ
Williams
Michael K
MK
Fenwick
Steven E
SE
Ealick
Tadhg P
TP
Begley
D008190:Lyases / Q000737:chemistry / Q000378:metabolism*; D008345:Manganese / Q000737:chemistry / Q000378:metabolism; D008958:Models, Molecular; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010100:Oxygen / Q000737:chemistry / Q000378:metabolism; D011744:Pyrimidinones / Q000737:chemistry* / Q000378:metabolism; D014227:Triazines / Q000737:chemistry* / Q000378:metabolism
D011744:Pyrimidinones; D014227:Triazines; D008345:Manganese; C009570:toxoflavin; D008190:Lyases; D010100:Oxygen