Protoporphyrinogen IX
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3D model (JSmol)
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| MeSH | protoporphyrinogen |
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CompTox Dashboard (EPA)
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| Properties | |
| C34H38N4O4 | |
| Molar mass | 566.7 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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Protoporphyrinogen IX is an organic chemical compound which is produced along the synthesis of porphyrins, a class of critical biochemicals that include hemoglobin and chlorophyll. It is a direct precursor of protoporphyrin IX.
The compound is a porphyrinogen, meaning that it has a non-aromatic hexahydroporphine core, which will be oxidized to a porphine core in later stages of the heme synthesis. Like most porphyrinogens, it is colorless.
Biosynthesis
The compound is synthesized in most organisms from coproporphyrinogen III by the enzyme coproporphyrinogen oxidase:[1]
The process entails conversion of two of four propionic acid groups to vinyl groups.[2]
By the action of protoporphyrinogen oxidase, protoporphyrinogen IX is later converted into protoporphyrin IX, the first colored tetrapyrrole in the biosynthesis of hemes.[3][4]
References
- ^ Enzyme 1.3.3.3 at KEGG Pathway Database.
- ^ Kohno H, Furukawa T, Yoshinaga T, Tokunaga R, Taketani S (October 1993). "Coproporphyrinogen oxidase. Purification, molecular cloning, and induction of mRNA during erythroid differentiation". The Journal of Biological Chemistry. 268 (28): 21359–63. doi:10.1016/S0021-9258(19)36931-5. PMID 8407975.
- ^ Paul R. Ortiz de Montellano (2008). "Hemes in Biology". Wiley Encyclopedia of Chemical Biology. John Wiley & Sons. pp. 1–10. doi:10.1002/9780470048672.wecb221. ISBN 978-0470048672.
- ^ Enzyme 1.3.3.4 at KEGG Pathway Database.