A heme oxygenase inhibitor
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Zinc Protoporphyrin-9

Item No. 14483

Technical Information
Formal Name
(SP-4-2)-[7,12-diethenyl-3,8,13,17-tetramethyl-21H,23H-porphine-2,18-dipropanoato(4-)-κN21,κN22,κN23,κN24]-zincate(2-), dihydrogen
CAS Number
15442-64-5
Synonyms
  • ZnPPIX
Molecular Formula
C34H32N4O4Zn
Formula Weight
Formulation
A crystalline solid
DMF: Slightly SolubleDMSO: Slightly Soluble
λmax
416 nm
SMILES
[O-]C(CCC1=C(C=C2[N]3=C4C(C)=C2CCC([O-])=O)[N-]([Zn+2]35[N]6=C7C=C(C(C=C)=C8C)[N-]5C8=C4)C(C=C6C(C=C)=C7C)=C1C)=O.[H+].[H+]
InChi Code
InChI=1S/C34H34N4O4.Zn/c1-7-21-17(3)25-13-26-19(5)23(9-11-33(39)40)31(37-26)16-32-24(10-12-34(41)42)20(6)28(38-32)15-30-22(8-2)18(4)27(36-30)14-29(21)35-25;/h7-8,13-16H,1-2,9-12H2,3-6H3,(H4,35,36,37,38,39,40,41,42);/q;+2/p-2/b25-13-,26-13-,27-14-,28-
InChi Key
FUTVBRXUIKZACV-RGGAHWMASA-L
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Zinc protoporphyrin-9 (ZnPPIX) is an endogenous metabolite formed during heme biosynthesis under conditions of iron insufficiency or impaired iron utilization.1 It also regulates heme catabolism through competitive inhibition of heme oxygenase, the rate-limiting enzyme in the heme degradation pathway that produces bilirubin and carbon monoxide.1 ZnPPIX has been shown to inhibit 80% of soluble guanylyl cyclase basal activity at 2.5 μM and to inactivate the NOS isoforms nNOS, iNOS, and eNOS with IC50 values of 0.8, 4, and 5 μM, respectively.2,3 ZnPPIX has been used to assess iron status and to diagnose iron disorders and has shown therapeutic potential in hyperbilirubinemia.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Labbé, R.F., Vreman, H.J., and Stevenson, D.K. Zinc protoporphyrin: A metabolite with a mission. Clin. Chem. 45(12), 2060-2072 (1999).

    2. Serfass, L., and Burstyn, J.N. Effect of heme oxygenase inhibitors on soluble guanylyl cyclase activity. Arch. Biochem. Biophys. 359(1), 8-16 (1998).

    3. Wolff, D.J., Naddelman, R.A., Lubeskie, A., et alInhibition of nitric oxide synthase isoforms by porphyrins. Arch. Biochem. Biophys. 333(1), 27-34 (1996).