Porphobilinogen

CAS: 487-90-1 MDL: MFCD00005224

SDS

Sizes Available:  5 mg, 10 mg, 100 mg, and larger sizes available

Molecular weight: 226.229 g/mol

Molecular Formula: C₁₀H₁₄N₂O₄                             

CAS Number: 487-90-1

Storage: Store at –20 °C, under Argon

Synonyms: CHEBI:17381, CHEMBL1235151, Porphobilinogen 5-(Aminomethyl)-4-(carboxymethyl)-1H-pyrrole-3-propanoic acid

Field of Interest: Natural Products Synthesis, Heme Containing Proteins, Hemoglobin, Myoglobin, Cytochrome C pathology, Complexes, Chlorophyll Biosynthesis

Background: Porphobilinogen is a pyrrole based natural product that is a starting material for the biosynthesis of porphyrins such as heme and chlorophyll. ^1,2   It also is a main indicator of altered metabolism where porphobilinogen is indicative of lead poisoning and a biomarker and indicator of porphyria disease. ^3,4

References:

1.) Winslow S. Caughey, James A. Ibers, Crystal and Molecular Structure of the Free Base Porphyrin, Protoporphyrin IX Dimethyl Ester, J. Am. Chem. Soc. 99: 1977, 6639–6645.

2.) R. Battersby; C. J. R. Fookes; G. W. J. Matcham; E. McDonald, Biosynthesis of the pigments of life: formation of the macrocycle, Nature. 285: 1980, 17–21.

3.) Jaffe, Eileen K.; Martins, Jacob; Li, Jian; Kervinen, Jukka; Dunbrack, Roland L., Jr., The molecular mechanism of lead inhibition of human porphobilinogen synthase, Journal of Biological Chemistry (2001), 276(2), 1531-1537.  .

4.) Kauppinen, R.; Mustajoki, S.; Pihlaja, H.; Peltonen, L.; Mustajoki, P., Acute intermittent porphyria in Finland: 19 mutations in the porphobilinogen deaminase gene, Human Molecular Genetics (1995), 4(2), 215-22..