Title: Porphobilinogen
CAS Registry Number: 487-90-1
CAS Name: 5-(Aminomethyl)-4-(carboxymethyl)-1H-pyrrole-3-propanoic acid
Additional Names: 2-aminomethylpyrrol-3-acetic acid 4-propionic acid
Molecular Formula: C10H14N2O4
Molecular Weight: 226.23
Percent Composition: C 53.09%, H 6.24%, N 12.38%, O 28.29%
Literature References: An intermediate in the biosynthesis of heme, q.v., found in the urine of patients with acute porphyria: Westall, Nature 170, 614 (1952). Isoln and structure: Cookson, Rimington, Biochem. J. 57, 476 (1954). Synthesis: Jackson, MacDonald, Can. J. Chem. 35, 715 (1957). Chemistry of conversion into porphyrins: Mathewson, Corwin, J. Am. Chem. Soc. 83, 135 (1961).
Derivative Type: Monohydrate
Properties: Minute pink crystals from dil ammonium acetate soln at pH 4. Dec 172-175°. pK¢ = 3.70; 4.95; 10.1. Slightly sol in water. Converted to uroporphyrins by hot dil HCl or by blood hemolyzates.
pKa: pK¢ = 3.70; 4.95; 10.1
Derivative Type: Hydrochloride monohydrate
Properties: Fine triclinic needles from dil HCl, dec 165-170°. Soluble in water.
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