| Identification | Back Directory | [Name]
6,7-DIMETHYLTETRAHYDROPTERIN HYDROCHLORIDE | [CAS]
167423-51-0 | [Synonyms]
TIMTEC-BB SBB003270
GIHYTRGUZVYCQX-RFKZQXLXSA-N
6,7-DIMETHYLTETRAHYDROPTERIN HYDROCHLORIDE
2-AMINO-5,6,7,8-TETRAHYDRO-CIS-6,7-DIMETHYL-4(1H)-PTERIDINONE HYDROCHLORIDE | [Molecular Formula]
C8H14ClN5O | [MDL Number]
MFCD00672620 | [MOL File]
167423-51-0.mol | [Molecular Weight]
231.68 |
| Hazard Information | Back Directory | [Biological Activity]
6,7-dimethyltetrahydropterin is a gtp cyclohydrolase i inhibitor.gtp cyclohydrolase i catalyzes the formation of d-erythro-7,8-dihydroneopterin (dihydroneopterin) triphosphate and formate from gtp. dihydroneopterin triphosphate has been identified as a critical intermediate in the biosynthesis of folic acid, pteridines in insects and amphibians, and tetrahydrobiopterin. tetrahydrobiopterin is the obligatory cofactor for tyrosine and tryptophan hydroxylase, which are rate-limiting enzymes for biogenic amine synthesis. tetrahydrobiopterin is the cofactor for phenylalanine hydroxylase as well, which converts lphenylalanine to l-tyrosine. | [in vitro]
previous study identified 6,7-dimethyltetrahydropterin as a noncompetitive inhibitor of gtp cyclohydrolase. however, no substrate inhibition of the enzyme was detected 1mm gtp, which is about 8-fold the km value of the enzyme [1]. another study found that phenylalanine hydroxylase could be inhibited by 6,7-dimethyltetrahydropterin, its cofactor. the rate of inactivation, which was irreversible, increased with the concentration of 6,7-dimethyltetrahydropterin. moreover, 6,7-dimethyltetrahydropterin was found to be unstable when the solution was exposed to air but was stabilized by dithiothreitol the aerobic oxidation of which was significantly accelerated by 6,7-dimethyltetrahydropterin [2]. | [IC 50]
76-112 μm for gtp cyclohydrolase i | [References]
[1] shen, r. ,alam, a. and zhang, y. inhibition of gtp cyclohydrolase i by pterins. biochimica et biophysica acta 965, 9-15 (1988).
[2] jakubovic a, woolf li, chan-henry e. the inactivation of phenylalanine hydroxylase by 2-amino-4-hydroxy-6,7-dimethyltetrahydropteridine and the aerobic oxidation of the latter. the effects of catalase, dithiothreitol and reduced nicotinamide-adenine dinucleotide. biochem j. 1971 nov;125(2):563-8. |
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