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Protoporphyrin IX Catalog No.GC19403

Protoporphyrin-9 is the precursor to heme sites and chlorophyll.

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100mg
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Sample solution is provided at 25 µL, 10mM.

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Chemical Properties

Cas No. 553-12-8 SDF Download SDF
Synonyms N/A
Chemical Name 3-[18-(2-carboxyethyl)-8,13-bis(ethenyl)-3,7,12,17-tetramethyl-22,23-dihydroporphyrin-2-yl]propanoic acid
Canonical SMILES O=C(CCC1=C2/C=C3C(CCC(O)=O)=C(C(/C=C(C(C)=C/4C=C)\NC4=C/C5=N/C(C(C=C)=C5C)=C\C(N2)=C1C)=N/3)C)O
Formula C34H34N4O4 M.Wt 562.66
Solubility Soluble in DMSO Storage Store at -20°C
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
Shipping Condition Evaluation sample solution : ship with blue ice
All other available size: ship with RT , or blue ice upon request
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Background

Protoporphyrin IX is a tetrapyrrole containing 4 methyl, 2 propionic and 2 vinyl side chains that is a metabolic precursor for hemes, cytochrome c and chlorophyll. It belongs to the porphyrin family, which are a class of tetrapyrroles. It is the iron-free form of hemin and amphiphilic in nature. 

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. λex 402 nm, 409 nm λem 625 nm, 633 nm

Reference

1. Granick, S. 1948. J. Biol. Chem. 172: 717-727. PMID: 18901193   

2. Sano, S., et al. 1961. J. Biol. Chem. 236: 1173-1180. PMID: 13746277      

3. Wolin, M.S., et al. 1982. J. Biol. Chem. 257: 13312-13320. PMID: 6128335