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• W2043638626 abstract "Background: Porphobilinogen synthase is the second enzyme involved in the biosynthesis of natural tetrapyrrolic compounds, and condenses two molecules of 5-aminolevulinic acid (ALA) through a nonsymmetrical pathway to form porphobilinogen. Each substrate is recognized individually at two different active site positions to be regioselectively introduced into the product. According to pulse-labeling experiments, the substrate forming the propionic acid sidechain of porphobilinogen is recognized first. Two different mechanisms for the first bond-forming step between the two substrates have been proposed. The first involves carbon–carbon bond formation (an aldol-type reaction) and the second carbon–nitrogen bond formation, leading to an iminium ion.Results: With the help of kinetic studies, we determined the Michaelis constants for each substrate recognition site. These results explain the Michaelis–Menten behavior of substrate analog inhibitors — they act as competitive inhibitors. Under standard conditions, however, another set of inhibitors demonstrates uncompetitive, mixed, pure irreversible, slow-binding or even quasi-irreversible inhibition behavior.Conclusions: Analysis of the different classes of inhibition behavior allowed us to make a correlation between the type of inhibition and a specific site of interaction. Analyzing the inhibition behavior of analogs of postulated intermediates strongly suggests that carbon–nitrogen bond formation occurs first." @default.
• W2043638626 created "2016-06-24" @default.
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• W2043638626 date "2000-03-01" @default.
• W2043638626 modified "2023-10-14" @default.
• W2043638626 title "Inhibition of Escherichia coli porphobilinogen synthase using analogs of postulated intermediates" @default.
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• W2043638626 doi "https://doi.org/10.1016/s1074-5521(00)00089-2" @default.
• W2043638626 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/10712932" @default.
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