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Protoporphyrin-9 (CAS 553-12-8)

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Alternate Names:
Protoporphyrin-9 also known as Ooporphyrin; protoporphyrin IX [MeSH: protoporphyrin IX]; protoporphyrin; Protoporpyrin IX; Porphyrinogen IX; Protoporhyrin IX; Kammerer′s porphyrin; Protoporphyrin-1x; H2ppIX; Kammerer′s prophyrin; Protoporphyrin IX; Spectrum_001300; PP-IX
Application:
Protoporphyrin-9 is the key porphyrin precursor to heme sites and chlorophyll in animal and plant cells
CAS Number:
553-12-8
Purity:
≥95%
Molecular Weight:
562.66
Molecular Formula:
C34H34N4O4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Protoporphyrin-9 is the key porphyrin in animal and plant cells, presenting a precursor scaffold for heme sites and other metal domains contained in metalloproteins. Iron is introduced to the porphyrin to generate heme, the primary oxygen-binding moiety found in proteins. Protoporphyrin-9 as heme is incorporated into hemoglobin, catalase, peroxidase, and certain cytochrome enzymes. Introduction of magnesium into Protoporphyrin-9 and subsequent transformations generates chlorophyll, the main light energy-gathering pigment in plants necessary for photosynthesis. Protoporphyrin-9 is also demonstrated to activate guanylate cyclase, indicating that cellular levels of Protoporphyrin-9 and heme may serve to regulate guanylate cyclase activity and tissue cyclic GMP levels. lambdaex 402 nm, 409 nm.lambdaem 625 nm, 633 nm


Protoporphyrin-9 (CAS 553-12-8) References

  1. The micromeasurement of free erythrocyte protoporphyrin as a means of differentiating alpha thalassemia trait from iron deficiency anemia.  |  Koenig, HM., et al. 1975. J Pediatr. 86: 539-41. PMID: 1127499
  2. Studies on the biosynthesis of heme in vitro by avian erythrocytes.  |  ASHENBRUCKER, H., et al. 1956. Blood. 11: 821-33. PMID: 13355892
  3. Heme biosynthesis; on the incorporation of iron into protoporphyrin.  |  NISHIDA, G. and LABBE, RF. 1959. Biochim Biophys Acta. 31: 519-24. PMID: 13628681
  4. Mitochondrial coproporphyrinogen oxidase and protoporphyrin formation.  |  SANO, S. and GRANICK, S. 1961. J Biol Chem. 236: 1173-80. PMID: 13746277
  5. Correlation between macroscopic fluorescence and protoporphyrin IX content in psoriasis and actinic keratosis following application of aminolevulinic acid.  |  Smits, T., et al. 2005. J Invest Dermatol. 125: 833-9. PMID: 16185285
  6. Active photosensitizers in butter detected by fluorescence spectroscopy and multivariate curve resolution.  |  Wold, JP., et al. 2006. J Agric Food Chem. 54: 10197-204. PMID: 17177560
  7. Protoporphyrin 9 as a precursor of chlorophyll.  |  GRANICK, S. 1948. J Biol Chem. 172: 717-27. PMID: 18901193
  8. A study of the inhibition/promotion effects of sodium-copper chlorophyllin (SCC)-mediated mutagenesis in somatic cells of Drosophila.  |  Pimentel, E., et al. 2011. Mutat Res. 722: 52-5. PMID: 21406245
  9. In vitro antioxidant capacity and antigenotoxic properties of protoporphyrin and structurally related tetrapyrroles.  |  Mölzer, C., et al. 2012. Free Radic Res. 46: 1369-77. PMID: 22861140
  10. Impaired secondary oxidant deactivation capacity and enhanced oxidative stress in serum from alveld affected lambs.  |  Hegge, AB., et al. 2013. J Photochem Photobiol B. 126: 126-34. PMID: 23954345
  11. Protoporphyrin IX Stimulates Melanogenesis, Melanocyte Dendricity, and Melanosome Transport Through the cGMP/PKG Pathway.  |  Lv, J., et al. 2020. Front Pharmacol. 11: 569368. PMID: 33013408
  12. Functional Genomics Identifies Metabolic Vulnerabilities in Pancreatic Cancer.  |  Biancur, DE., et al. 2021. Cell Metab. 33: 199-210.e8. PMID: 33152323
  13. Protoporphyrin IX and verteporfin potently inhibit SARS-CoV-2 infection in vitro and in a mouse model expressing human ACE2.  |  Gu, C., et al. 2021. Sci Bull (Beijing). 66: 925-936. PMID: 33318880
  14. Evaluation of the genotoxic potential of protoporphyrin IX and the safety of a protoporphyrin IX-rich algal biomass.  |  Murbach, TS., et al. 2022. J Appl Toxicol. 42: 1253-1275. PMID: 35104912
  15. Highly sensitive and quick in ovo sexing of domestic chicken eggs by two-wavelength fluorescence spectroscopy.  |  Preuße, G., et al. 2023. Anal Bioanal Chem. 415: 603-613. PMID: 36462048
  16. Guanylate cyclase from bovine lung. A kinetic analysis of the regulation of the purified soluble enzyme by protoporphyrin IX, heme, and nitrosyl-heme.  |  Wolin, MS., et al. 1982. J Biol Chem. 257: 13312-20. PMID: 6128335

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Protoporphyrin-9, 250 mg

sc-200327
250 mg
$90.00

Protoporphyrin-9, 500 mg

sc-200327A
500 mg
$160.00

Protoporphyrin-9, 1 g

sc-200327B
1 g
$205.00

Protoporphyrin-9, 5 g

sc-200327C
5 g
$1005.00