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691550-M

Zinc (II) Protoporphyrin IX

Name: Zinc (II) Protoporphyrin IX
Brand: MM

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

Synonym(s):

Zinc (II) Protoporphyrin IX, ZnPP-9

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About This Item

Empirical Formula (Hill Notation):

C₃₄H₃₂N₄O₄Zn

CAS Number:

15442-64-5

Molecular Weight:

626.03

UNSPSC Code:

12171500

NACRES:

NA.22

MDL number:

MFCD00011612

Assay:

≥95% (TLC)

Form:

solid

Quality level:

100

Storage condition:

OK to freeze, protect from light

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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)

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c