691550-M

Zinc (II) Protoporphyrin IX

≥95% (TLC), heme oxygenase inhibitor, solid

• Synonym(s): Zinc (II) Protoporphyrin IX, ZnPP-9
• Empirical Formula (Hill Notation): C₃₄H₃₂N₄O₄Zn
• CAS Number: 15442-64-5
• Molecular Weight: 626.03
• MDL number: MFCD00011612
• UNSPSC Code: 12171500
• NACRES: NA.22

Properties

• Product Name: Zinc (II) Protoporphyrin IX, A potent and selective inhibitor of heme oxygenase, the enzyme which generates carbon monoxide (CO) and biliverdin.
• Quality Level: 100
• assay: ≥95% (TLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: dark red
• solubility: DMF: soluble; pyridine: soluble
• storage temp.: −20°C
• SMILES string: [Zn+2].[n-]1c2cc3nc(cc4[n-]c(cc5nc(cc1c(c2CCC(=O)O)C)c(c5C=C)C)c(c4C=C)C)c(c3CCC(=O)O)C
• 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?,28-15-,29-14-,30-15?,31-16-,32-16?;
• InChI key: FUTVBRXUIKZACV-RGUWPKJZSA-L

Description

General description

A potent and selective inhibitor of heme oxygenase, the enzyme which generates carbon monoxide (CO) and biliverdin. Inhibits soluble guanylyl cyclase. Produces a time- and concentration-dependent inactivation of all three isoforms of nitric oxide synthase (IC₅₀ = 0.8 µM, 4.0 µM, and 5.0 µM for nNOS, iNOS, and eNOS, respectively). Inhibits relaxation induced by acetylcholine, ANP, and VIP in isolated rat aorta. Blocks interleukin-1 and prevents induction of long-term potentiation. Also useful as an indicator of iron deficient erythropoiesis. Does not cross the blood-brain barrier.

Biochem/physiol Actions

Primary Target
heme oxygenase

Target IC₅₀: 800 nM, 4 µM, and 5 µM for nNOS, iNOS, and eNOS, respectively

Other Notes

Wolff, D.J., et al. 1996. Arch. Biochem. Biophys.333, 27.
Bing, O., et al. 1995. NeuroReport 6, 1369.
Hinchliffe, R.F., et al. 1995. Pediatr. Hematol. Oncol. 12, 455.
Kadoya, C., et al. 1995. Stroke 26, 1035.
Ny, L., et al. 1995. Br. J. Pharmacol. 115, 186.
Luo, D., and Vincent, S.R. 1994. Eur. J. Pharmacol. 267, 263.
Marks, G.S., et al. 1993. Can. J. Physiol. Pharmacol. 71, 753.
Zhuo, M., et al. 1993. Science 260, 1946.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable