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282820

Sigma-Aldrich

Protoporphyrin IX zinc(II)

guanylate cyclase inhibitor

Synonym(s):

3,7,12,17-Tetramethyl-8,13-divinyl-2,18-porphinedipropionic acid, 8,13-Divinyl-3,7,12,17-tetramethyl-21H,23H-porphine-2,18-dipropionic acid zinc derivative, Protoporphyrin IX zinc(II) complex

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About This Item

Empirical Formula (Hill Notation):
C34H32N4O4Zn
CAS Number:
Molecular Weight:
626.03
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

Quality Level

Assay

≥92% (HPLC)

form

powder

color

red to very dark red

λmax

426 nm

ε (extinction coefficient)

≥10000 at 585-591 nm in pyridine
≥12000 at 548-554 nm in pyridine
≥135000 at 423-429 nm in pyridine

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

Cc1c(CCC(O)=O)c2cc3c(CCC(O)=O)c(C)c4cc5nc(cc6c(C)c(C=C)c(cc1n2)n6[Zn]n34)c(C=C)c5C

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-RGGAHWMASA-L

General description

Protoporphyrin IX zinc(II) (ZnPP) is an anti-oxidant enzyme heme oxygenase-1.

Application

Cellular melanin content in normal human melanocytes treated with ZnPP has been studied. 1 It was used as a standard in a study where the excess formation of ZnPP in iron deficient erythropoiesis was determined by haematofluorometer.
Inhibits soluble guanylate cyclase.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Diagnostic utility of zinc protoporphyrin to detect iron deficiency in Kenyan pregnant women
Mwangi M, et al.
BMC Medicine, 12(1), 1-1 (2014)
Sha Huang et al.
Translational lung cancer research, 9(6), 2337-2355 (2021-01-26)
The therapeutic efficacy of cisplatin-based chemotherapy for non-small cell lung cancer (NSCLC) is limited by drug resistance. In NSCLC, hyperactivation of nuclear factor erythroid 2-related factor 2 (Nrf2) counteracts oxidative stress to promote chemoresistance. Metformin-mediated downregulation of Nrf2 plays a
Ying Feng et al.
Biochemical and biophysical research communications, 456(2), 549-554 (2014-09-30)
Hyperoxic acute lung injury (HALI) is a clinical syndrome as a result of prolonged supplement of high concentrations of oxygen. Previous studies have shown hyperbaric oxygen preconditioning (HBO-PC) had a protective effect on oxidative injury. In the present study, we
Marcio Jose Ferreira et al.
Toxicon : official journal of the International Society on Toxinology, 87, 54-67 (2014-06-03)
Here we evaluated whether Natterins affect the leukocyte-endothelial cell interaction, hampering leukocyte mobilization and extravasation. Leukocyte-endothelial cell interactions were evaluated in venules of mouse cremaster muscle using intravital microscopy. We reported that low doses of Natterins interfere with the cell
Shiliu Tian et al.
The Journal of pharmacology and experimental therapeutics, 350(1), 5-13 (2014-04-18)
This study aims to investigate the effects of ramipril (RPL) on endothelial dysfunction associated with diabetes mellitus using cultured human aortic endothelial cells (HAECs) and a type 2 diabetic animal model. The effect of RPL on vasodilatory function in fat-fed

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