945-43-7

Usage

Biochem/physiol Actions

Synthetic reduced pterin cofactor for nitric oxide synthetase, and for phenylalanine, tyrosine, and tryptophan hydroxylases; less active than the natural cofactor, tetrahydrobiopterin (BH4).

InChI:InChI=1/C8H13N5O/c1-3-4(2)11-6-5(10-3)7(14)13-8(9)12-6/h3-4,10H,1-2H3,(H4,9,11,12,13,14)

Upstream product

• 611-55-2 6,7-Dimethylpterin 
• 36972-94-8 6,7-dimethyl-4-trimethylsiloxy-2-trimethylsilylaminopteridine 
• 101092-03-9 2-amino-4-benzyloxy-6,7-dimethylpteridine 
• 102093-98-1 6,7-dimethyldihydropterin hydrogen sulfate 

Downstream Products

• 172758-00-8 6,7-dimethyl-5-nicotinoyl-5,6,7,8-tetrahydropterin 

Relevant academic research and scientific papers

Spectroscopic Evidence for the Redox Reaction between Copper(II) and a Pterin Cofactor Model, 6,7-Dimethyl-5,6,7,8-tetrahydropterin

The reactions of Cu(II) with 6,7-dimethyl-5,6,7,8-tetrahydropterin dihydrochloride (H4DMP*2HCl) in CH3OH-CH3CN have been investigated by spectroscopic methods.The redox reaction in the 1:1 Cu(II)-H4DMP*2HCl system has been established by detection of the protonated trihydropterin radical (H4DMP radical cation) and its disproportionation products.

HYDROGENATION OF SILYLATED PTERIDINES IN BENZENE SOLUTION

Hydrogenation of pteridines in benzene solution was investigated by solubilising them either as their trimethylsilyl or their 4-benzyloxy derivatives.Using a platinum catalyst, 6,7-dimethyl-4-trimethylsiloxy-2-trimethylsilylaminopteridine (2) could be converted to cis-6,7-dimethyl-5,6,7,8-tetrahydropterin (3), provided that the 4-siloxy group was first selectively cleaved by water.The same silylated pteridine, (2), in anhydrous benzene with either Rh(DIOP)Cl or (1+)*ClO4(1-), underwent a novel de-silylation reaction to give 6,7-dimethylpterin, (1), with no reducation of the pyrazine ring.

SYNTHESIS OF QUINONOID 6-METHYL AND 6,7-DIMETHYLDIHYDROPTERINS

Quinonoid 6-methyl and 6,7-dimethylpterins were synthesized by the chemical oxidation.Some of their properties are described.