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7,8-Dihydroneopterin

Item No. 27606

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-amino-7,8-dihydro-6-[(1S,2R)-1,2,3-trihydroxypropyl]-4(3H)-pteridinone
CAS Number
1218-98-0
Synonyms
  • D-erythro-7,8-Dihydroneopterin
Molecular Formula
C9H13N5O4
Formula Weight
255.2
Purity
≥85%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 0.3 mg/mlDMSO: 1 mg/mlDMSO: SolubleDMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml
λmax
217, 235, 275, 346 nm
SMILES
O=C1C2=C(NCC([C@H](O)[C@H](O)CO)=N2)NC(N)=N1
InChi Code
InChI=1S/C9H13N5O4/c10-9-13-7-5(8(18)14-9)12-3(1-11-7)6(17)4(16)2-15/h4,6,15-17H,1-2H2,(H4,10,11,13,14,18)/t4-,6+/m1/s1
InChi Key
YQIFAMYNGGOTFB-XINAWCOVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    7,8-Dihydroneopterin is a pteridine with antioxidant activities.1 It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; Item No. 14805) radicals in a cell-free assay when used at concentrations ranging from 20 to 100 µM. 7,8-Dihydroneopterin (2-10 µM) inhibits copper ion-induced oxidation of LDL in a cell-free assay and decreases thiobarbituric acid reactive substances (TBARS) produced by THP-1 cells cultured with LDL.2,3 It inhibits necrosis induced by oxidized LDL (oxLDL) in U937, but not THP-1, cells when used at a concentration of 200 µM.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Oettl, K., Greilberger, J., and Reibnegger, G. Dihydroneopterin as a scavenger of nitrogen centered radicals. Pteridines 11(3), 90-93 (2000).

    2. Gieseg, S.P., Reibnegger, G., Wachter, H., et al. 7,8 Dihydroneopterin inhibits low density lipoprotein oxidation in vitro. Evidence that this macrophage secreted pteridine is an anti-oxidant. Free Radic. Res. 23(2), 123-136 (1995).

    3. Gieseg, S.P., and Cato, S. Inhibition of THP-1 cell-mediated low-density lipoprotein oxidation by the macrophage-synthesised pterin, 7,8-dihydroneopterin. Redox Rep. 8(2), 113-115 (2003).

    4. Baird, S.K., Reid, L., Hampton, M.B., et al. OxLDL induced cell death is inhibited by the macrophage synthesised pterin, 7,8-dihydroneopterin, in U937 cells but not THP-1 cells. Biochim. Biophys. Acta 1745(3), 361-369 (2005).