Molecular structure of 2,4-Diamino-6-hydroxypyrimidine, CAS Number: 56-06-4
2,4-Diamino-6-hydroxypyrimidine (CAS 56-06-4)
Alternate Names:
2,6-diaminopyrimidin-4-ol; 2,4-Diamino-6-pyrimidinol
Application:
2,4-Diamino-6-hydroxypyrimidine is a selective GTP cyclohydrolase I inhibitor
CAS Number:
56-06-4
Purity:
≥95%
Molecular Weight:
126.12
Molecular Formula:
C4H6N4O
Supplemental Information:
This is as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
QUICK LINKS
Ordering Information
Description
Technical Information
Safety Information
SDS & Certificate of Analysis
2,4-Diamino-6-hydroxypyrimidine is a selective inhibitor of GCH-I (GTP cyclohydrolase I). Suppression of this enzyme by 2,4-Diamino-6-hydroxypyrimidine impedes tetrahydrobiopterin biosynthesis and abolishes both lipopolysaccharide-induced elevation of biopterin levels and lipopolysaccharide-induced NO synthesis. 2,4-Diamino-6-hydroxypyrimidine is also described to inhibit D-erythro-7,8-dihydroneopterintriphosphate synthetase activity.
2,4-Diamino-6-hydroxypyrimidine (CAS 56-06-4) References
- 6-[2-(Phosphonomethoxy)alkoxy]pyrimidines with antiviral activity. | Holý, A., et al. 2002. J Med Chem. 45: 1918-29. PMID: 11960502
- Effect of 2,4-diamino-6-hydroxy-pyrimidine on postburn Staphylococcus aureus sepsis in rats. | Li, HY., et al. 2002. Crit Care Med. 30: 2520-7. PMID: 12441764
- Tetrahydrobiopterin synthesis. An absolute requirement for cytokine-induced nitric oxide generation by vascular smooth muscle. | Gross, SS. and Levi, R. 1992. J Biol Chem. 267: 25722-9. PMID: 1281471
- The mechanism of potent GTP cyclohydrolase I inhibition by 2,4-diamino-6-hydroxypyrimidine: requirement of the GTP cyclohydrolase I feedback regulatory protein. | Kolinsky, MA. and Gross, SS. 2004. J Biol Chem. 279: 40677-82. PMID: 15292175
- Gastrointestinal serotonin: depletion due to tetrahydrobiopterin deficiency induced by 2,4-diamino-6-hydroxypyrimidine administration. | Kobayashi, T., et al. 1991. J Pharmacol Exp Ther. 256: 773-9. PMID: 1825228
- 2,4-Diamino-6-hydroxypyrimidine (DAHP) suppresses cytokine-induced VCAM-1 expression on the cell surface of human umbilical vein endothelial cells in a BH(4)-independent manner. | Ikemoto, K., et al. 2008. Biochim Biophys Acta. 1780: 960-5. PMID: 18423409
- DFT simulations and vibrational analysis of FT-IR and FT-Raman spectra of 2,4-diamino-6-hydroxypyrimidine. | Subramanian, MK., et al. 2009. Spectrochim Acta A Mol Biomol Spectrosc. 73: 642-9. PMID: 19406685
- Role of tetrahydrobiopterin in resistance to myocardial ischemia in Brown Norway and Dahl S rats. | An, J., et al. 2009. Am J Physiol Heart Circ Physiol. 297: H1783-91. PMID: 19717731
- 2,4-Diamino-6-Hydroxypyrimidine Based Poly(azomethine-Urethane): Synthesis and Application as a Fluorescent Probe for Detection of Cu(2+) in Aqueous Solution. | Kamacı, M. and Kaya, İ. 2015. J Fluoresc. 25: 1339-49. PMID: 26169377
- Pharmacological inhibition of guanosine triphosphate cyclohydrolase1 elevates tyrosine phosphorylation of caveolin1 and cellular senescence. | Charles, S., et al. 2019. Eur J Pharmacol. 848: 1-10. PMID: 30690003
- GCH1 induces immunosuppression through metabolic reprogramming and IDO1 upregulation in triple-negative breast cancer. | Wei, JL., et al. 2021. J Immunother Cancer. 9: PMID: 34281987
- Targeting cytokine-like protein FAM3D lowers blood pressure in hypertension. | Shen, Y., et al. 2023. Cell Rep Med. 4: 101072. PMID: 37301198
- Biopterin. III. Purification and characterization of enzymes involved in the cerebral synthesis of 7,8-dihydrobiopterin. | Gál, EM., et al. 1978. Neurochem Res. 3: 69-88. PMID: 683414
- 2,4-Diamino-6-hydroxypyrimidine, an inhibitor of GTP cyclohydrolase I, suppresses nitric oxide production by chicken macrophages. | Sung, YJ., et al. 1994. Int J Immunopharmacol. 16: 101-8. PMID: 7514157
- GTP cyclohydrolase I inhibition by the prototypic inhibitor 2, 4-diamino-6-hydroxypyrimidine. Mechanisms and unanticipated role of GTP cyclohydrolase I feedback regulatory protein. | Xie, L., et al. 1998. J Biol Chem. 273: 21091-8. PMID: 9694862
Inhibitor of:
Enzyme, and GCH-I.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
2,4-Diamino-6-hydroxypyrimidine, 250 mg | sc-202404 | 250 mg | $21.00 | |||
2,4-Diamino-6-hydroxypyrimidine, 1 g | sc-202404A | 1 g | $41.00 |