Dyspropterin

• Dyspropterin
• 1 - (2 -amino-4 -oxo-3 ,4,5,6,7,8 - hexahydropteridin -6-yl )-propane -1 ,2- dione ( IUPAC)

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6- pyruvoyl - tetrahydropterin is a heterocyclic compound, which belongs to the natural product class of pterins, in the broader sense of the pteridines.

The name derives from the molecule is the C3 - side chain at C-6 of the pterin heterocycle. It carries two adjacent carbonyl groups and corresponds structurally to a pyruvic acid residue ( Pyruvic acid). The substituent ( CH3COCO ) is therefore referred to as pyruvoyl residue.

History

Investigations on the biosynthesis of 5,6,7,8- tetrahydrobiopterin (BH4, sapropterin ) from Dihydroneopterintriphosphat which arises in turn over several steps from guanosine triphosphate (GTP ), was probably that as a precursor an unstable intermediate ( intermediate) could occur, which the structure of the 6- pyruvoyl -5 ,6,7,8- tetrahydropterins ( PPh4 ) has been assigned.

The isolation of the labile molecule PPh4 proved difficult. After all, provided the 1H NMR spectroscopy and mass spectrum founded indications for its existence.

Biochemistry

Converting Dihydroneopterintriphosphat to PPh4 is catalyzed by the enzyme 6- pyruvoyl -H4 - pterin synthase ( PTPS, PPH4S, EC 4.6.1.10 ). Then, the carbonyl groups of the side chain to the diol ( BH4) are hydrogenated, which the coenzyme NADPH acts as a hydrogen source, in cooperation with the enzyme sepiapterin reductase. Perhaps initially created nor the intermediate 6 - lactoyl -5 ,6,7,8- tetrahydrosepiapterin.