Oxidative cyclization of prodigiosin by an alkylglycerol monooxygenase-like enzyme

Oxidative cyclization of prodigiosin by an alkylglycerol monooxygenase-like enzyme

Prodiginines, which are tripyrrole alkaloids displaying a wide array of bioactivities, occur as linear and cyclic congeners. Identification of an unclustered biosynthetic gene led to the discovery of the enzyme responsible for catalyzing the regiospecific C-H activation and cyclization of prodigiosin to cycloprodigiosin in Pseudoalteromonas rubra. This enzyme is related to alkylglycerol monooxy...

Alkylglycerol Monooxygenase

Alkylglycerol monooxygenase (E.C. 1.14.16.5), also called glyceryl ether monooxygenase, is a tetrahydrobiopterin-dependent enzyme. It is the only enzyme known to cleave the ether bond of alkylglycerols and lyso-alkylglycerol phospholipids, including lyso-platelet activating factor. Although it has been first described already in 1964, it was not possible so far to purify the protein. It took un...

Isotetronic acids from an oxidative cyclization.

Oxidation of α,β-unsaturated methyl ketones with selenium dioxide leads to a cascade of reactions culminating in the formation of isotetronic acids.

Leishmania donovani possess a NADPH-dependent alkylglycerol cleavage enzyme.

Leishmania parasites possess an abundance of ether-linked hydrocarbons as components of phospholipids and glycosylphosphatidylinositol anchors of glycoproteins and polysaccharides, including important surface molecules such as lipophosphoglycan (LPG) and glycosylinositolphospholipids (GIPLs). Cleavage of the ether bond is an important feature in the turnover pathway of alkylglycerols. In mammal...

Prodigiosin-like pigments from Actinomadura (Nocardia) pelletieri.