Molecular structure of N-Methyl Protoporphyrin IX, CAS Number: 79236-56-9
N-Methyl Protoporphyrin IX (CAS 79236-56-9)
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Alternate Names:
N-Methyl Protoporphyrin IX is also known as NMPP.
Application:
N-Methyl Protoporphyrin IX is a transition state analog and potent ferrochelatase inhibitor that blocks the heme biosynthetic pathway.
CAS Number:
79236-56-9
Molecular Weight:
576.69
Molecular Formula:
C35H36N4O4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
N-Methyl Protoporphyrin IX is a derivative of a biological precursor to prosthetic groups such as chlorophyll, heme, and cytochrome c. It is classified as a transition state analog. Protoporphyrin IX ferrochelatase is potently inhibited by N-Methyl Protoporphyrin IX (Ki = 10 nM). N-Methyl Protoporphyrin IX effectively creates a blockade at the terminal step of the heme biosynthetic pathway.
N-Methyl Protoporphyrin IX (CAS 79236-56-9) References
- Erythropoietin induction in Hep3B cells is not affected by inhibition of heme biosynthesis. | Horiguchi, H. and Franklin Bunn, H. 2000. Biochim Biophys Acta. 1495: 231-6. PMID: 10699462
- N-Methyl Mesoporphyrin IX Inhibits Phycocyanin, but Not Chlorophyll Synthesis in Cyanidium caldarium. | Beale, SI. and Chen, NC. 1983. Plant Physiol. 71: 263-8. PMID: 16662815
- Synthesis of a Putative c-Type Cytochrome by Intact, Isolated Pea Chloroplast. | Bhaya, D. and Castelfranco, PA. 1986. Plant Physiol. 81: 960-4. PMID: 16664965
- Modulation of inhibition of ferrochelatase by N-methylprotoporphyrin. | Shi, Z. and Ferreira, GC. 2006. Biochem J. 399: 21-8. PMID: 16792525
- Heme and heme biosynthesis intermediates induce heme oxygenase-1 and cytochrome P450 2A5, enzymes with putative sequential roles in heme and bilirubin metabolism: different requirement for transcription factor nuclear factor erythroid- derived 2-like 2. | Lämsä, V., et al. 2012. Toxicol Sci. 130: 132-44. PMID: 22859313
- ApoHRP-based assay to measure intracellular regulatory heme. | Atamna, H., et al. 2015. Metallomics. 7: 309-21. PMID: 25525887
- Griseofulvin impairs intraerythrocytic growth of Plasmodium falciparum through ferrochelatase inhibition but lacks activity in an experimental human infection study. | Smith, CM., et al. 2017. Sci Rep. 7: 41975. PMID: 28176804
- Zinc chelatase in human lymphocytes: detection of the enzymatic defect in erythropoietic protoporphyria. | Nunn, AV., et al. 1988. Anal Biochem. 174: 146-50. PMID: 3218729
- N-Methyl Protoporphyrin IX: An Understudied Porphyrin. | Xu, L., et al. 2022. Chem Res Toxicol. 35: 2186-2193. PMID: 36459538
- Ferrochelatase and N-alkylated porphyrins. | Cole, SP. and Marks, GS. 1984. Mol Cell Biochem. 64: 127-37. PMID: 6390167
- N-Methylprotoporphyrin IX: chemical synthesis and identification as the green pigment produced by 3,5-diethoxycarbonyl-1,4-dihydrocollidine treatment. | Ortiz de Montellano, PR., et al. 1981. Proc Natl Acad Sci U S A. 78: 1490-4. PMID: 6940170
- Inhibition of nitric oxide synthase isoforms by porphyrins. | Wolff, DJ., et al. 1996. Arch Biochem Biophys. 333: 27-34. PMID: 8806750
- Peripheral benzodiazepine receptor ligands in rat liver mitochondria: effect on 27-hydroxylation of cholesterol. | Tsankova, V., et al. 1996. Eur J Pharmacol. 299: 197-203. PMID: 8901023
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
N-Methyl Protoporphyrin IX, 5 mg | sc-263846 | 5 mg | $418.00 | |||
N-Methyl Protoporphyrin IX, 25 mg | sc-263846A | 25 mg | $1428.00 |