   1.14.16.5 | 1-O-alkyl-sn-glycerol + a 5,6,7,8-tetrahydropteridine + O2 = 1-O-(1-hydroxyalkyl)-sn-glycerol + a 4a-hydroxy-5,6,7,8-tetrahydropteridine |
The glyceryl ether substrate is first hydroxylated in a pteridine-dependent monooxygenase reaction to yield the unstable semiacetal product. The enzyme accepts a range of chain lengths from n = 11 to n = 20. The tetrahydrobiopterin cofactor is first converted to a 4alpha-hydroxy derivative and leaves the reaction after dehydration as 6,7[8H]-dihydrobiopterin, which is recycled to tetrahydrobiopterin by dihydropteridine reductase with NADH or NADPH. The semiacetal rearranges to the corresponding aldehyde and glycerol. In the presence of oxygen, the aldehyde is readily oxidized to the corresponding acid |
688220 |
