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CAS 487-90-1

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Porphobilinogen

Description:
Porphobilinogen is a key intermediate in the biosynthesis of heme, an essential component of hemoglobin and various enzymes. It is a colorless, water-soluble compound with the molecular formula C₁₄H₁₅N₃O. Porphobilinogen is characterized by its pyrrole rings, which are fundamental to its structure and function. It is produced from the condensation of two molecules of aminolevulinic acid (ALA) in the presence of the enzyme porphobilinogen synthase. This compound plays a crucial role in the metabolic pathway leading to the formation of porphyrins, which are vital for oxygen transport and various biochemical processes. Porphobilinogen is sensitive to light and can undergo oxidation, leading to the formation of more complex porphyrin structures. Its significance extends beyond basic biochemistry, as abnormalities in its metabolism can lead to disorders such as porphyria, which are characterized by the accumulation of porphyrins and their precursors. Overall, porphobilinogen is a pivotal molecule in the synthesis of heme and related compounds, highlighting its importance in both health and disease.
Formula:C10H14N2O4
InChI:InChI=1/C10H14N2O4/c11-4-8-7(3-10(15)16)6(5-12-8)1-2-9(13)14/h5,12H,1-4,11H2,(H,13,14)(H,15,16)
InChI key:InChIKey=QSHWIQZFGQKFMA-UHFFFAOYSA-N
SMILES:C(C(O)=O)C=1C(CCC(O)=O)=CNC1CN
Synonyms:
  • 1H-Pyrrole-3-propanoic acid, 5-(aminomethyl)-4-(carboxymethyl)-
  • 3-[5-(Aminomethyl)-4-(carboxymethyl)-1H-pyrrol-3-yl]propanoic acid hydrate
  • 3-[5-(aminomethyl)-4-(carboxymethyl)-1H-pyrrol-3-yl]propanoic acid
  • 5-(Aminomethyl)-4-(carboxymethyl)-1H-pyrrole-3-propanoic acid
  • Porphobilinogen
  • Pyrrole-3-propionic acid, 5-(aminomethyl)-4-(carboxymethyl)-
  • PBG
  • 5-(Aminomethyl)-4-(carboxymethyl)pyrrole-3-propionic acid
  • porphobilinogen (synth.)
  • 5-(aminomethyl)-4-(carboxymethyl)-1H-pyrrole-3-propionic acid
  • See more synonyms
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