Home Metabolism GTPCH inhibitor 2,4-Diamino-6-hydroxypyrimidine

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2,4-Diamino-6-hydroxypyrimidine GTPCH inhibitor

Cat.No.S3688

2,4-Diamino-6-hydroxypyrimidine (DAHP) is a specific inhibitor for GTP cyclohydrolase I, the rate-limiting enzyme in de novo pterin synthesis.
2,4-Diamino-6-hydroxypyrimidine GTPCH inhibitor Chemical Structure

Chemical Structure

Molecular Weight: 126.12

Jump to Mechanism of Action Solubility Chemical Information, Storage & Stability

Quality Control

Batch: S368801 DMSO]25 mg/mL]false]Water]6 mg/mL]false]Ethanol]Insoluble]false Purity: 99.91%
99.91

Chemical Information, Storage & Stability

Molecular Weight 126.12 Formula

C4H6N4O

 Storage (From the date of receipt) 3 years -20°C(in the dark) powder
CAS No. 56-06-4 Download SDF Storage of Stock Solutions

Synonyms DAHP Smiles C1=C(N=C(NC1=O)N)N

Solubility

In vitro
Batch:

DMSO : 25 mg/mL (198.22 mM)
(Moisture-contaminated DMSO may reduce solubility. Use fresh, anhydrous DMSO.)

Water : 6 mg/mL

Ethanol : Insoluble

Molarity Calculator

Mass Concentration Volume Molecular Weight

In vivo
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Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )

Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O, mix and clarify.

Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.

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Mechanism of Action

Targets/IC50/Ki
GTP cyclohydrolase I [1]
In vitro
2,4-diamino-6-hydroxy-pyrimidine (DAHP), an inhibitor of GTP cyclohydrolase I, blocks the synthesis of tetrahydrobiopterin (BH4), which is a known cofactor of inducible nitric oxide synthase (iNOS). DAHP is shown to suppress the production of nitric oxide by cytokine-activated fibroblasts, smooth muscle cells or endothelial cells which could be attributed to its function as a cofactor antagonist. DAHP down-regulates the expression of iNOS protein and mRNA in a BH4-independent manner[1].
In vivo
DAHP has no effect on brain serotonin levels, presumably due to poor brain penetration. DAHP causes a rapid decrease (T1/2 of less than 12 hr) in the BH4 levels in all tissues examined, except in the brain. The BH4 level returns to within the normal range less than 24 hr after cessation of the administration of DAHP, a finding which suggests that the BH4 level is in a dynamic steady state maintained by rapid local biosynthesis[2].
References

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