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6,7-Dimethyltetrahydropterin (hydrochloride)

Catalog No.GC10868

GTP cyclohydrolase I inhibitor

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6,7-Dimethyltetrahydropterin (hydrochloride) Chemical Structure

Cas No.: 167423-51-0

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Sample solution is provided at 25 µL, 10mM.

Product Documents

Quality Control & SDS

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Background

IC50: 76-112 μM for GTP cyclohydrolase I

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].

In vivo: Up to now, there is no animal in vivo data reported.

Clinical trial: So far, no clinical study has been conducted.

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.

Chemical Properties

Cas No. 167423-51-0 SDF
Chemical Name 2-amino-5,6,7,8-tetrahydro-cis-6,7-dimethyl-4(1H)-pteridinone, hydrochloride
Canonical SMILES C[C@@H]1Nc2c(N[C@@H]1C)[nH]c(N)nc2=O
Formula C8H13N5O • HCl M.Wt 231.7
Solubility Soluble in Water Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

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1 mg 5 mg 10 mg
1 mM 4.3159 mL 21.5796 mL 43.1593 mL
5 mM 0.8632 mL 4.3159 mL 8.6319 mL
10 mM 0.4316 mL 2.158 mL 4.3159 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 5 reference(s) in Google Scholar.)

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