Porphobilinogen

Porphobilinogen

Names
IUPAC name 3-[5-(Aminomethyl)-4-(carboxymethyl)-1H-pyrrol-3-yl]propanoic acid
Identifiers
CAS Number	487-90-1
3D model (Jmol)	Interactive image
ChemSpider	995
DrugBank	DB02272
ECHA InfoCard	100.006.970
EC Number	207-666-3
MeSH	Porphobilinogen
PubChem	1021
UNII	74KHC72QXK
InChI InChI=1S/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) Key: QSHWIQZFGQKFMA-UHFFFAOYSA-N 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) Key: QSHWIQZFGQKFMA-UHFFFAOYAF
SMILES C1=C(C(=C(N1)CN)CC(=O)O)CCC(=O)O
Properties
Chemical formula	C10H14N2O4
Molar mass	226.229
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Porphobilinogen (PBG) is a pyrrole involved in porphyrin metabolism.

It is generated from aminolevulinate (ALA) by the enzyme ALA dehydratase. PBG is then converted into hydroxymethyl bilane by the enzyme porphobilinogen deaminase, also known as hydroxymethylbilane synthase.

Acute intermittent porphyria causes an increase in urinary porphobilinogen.^[1]

References

1. Aarsand, AK; Petersen PH; Sandberg S (April 2006). "Estimation and application of biological variation of urinary delta-aminolevulinic acid and porphobilinogen in healthy individuals and in patients with acute intermittent porphyria". Clinical Chemistry. 52 (4): 650–656. doi:10.1373/clinchem.2005.060772. PMID 16595824.