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691550-M

Sigma-Aldrich

Zinc (II) Protoporphyrin IX

A potent and selective inhibitor of heme oxygenase, the enzyme which generates carbon monoxide (CO) and biliverdin.

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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:
12352200
NACRES:
NA.22

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

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

General description

A potent and selective inhibitor of heme oxygenase, the enzyme which generates carbon monoxide (CO) and biliverdin. Inhibits soluble guanylyl cyclase and produces a time- and concentration-dependent inactivation of all three isoforms of nitric oxide synthase (IC50 = 800 nM, 4 µM, and 5 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.
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

Warning

Toxicity: Standard Handling (A)

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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